Unforgettable Chicago Travel Guides: Conquer the City’s Best in 5 Days!

Chicago Travel Guides

Did you know that Chicago is known as the ‘Windy City’?

With its stunning architecture, vibrant culture, and delicious food scene, it’s no wonder that this city attracts millions of visitors each year.
In this Chicago travel guide, we will take you on a three-day itinerary filled with exciting activities and must-see attractions.

From exploring Millennium Park to indulging in deep-dish pizza, get ready to immerse yourself in the best that Chicago has to offer.

So grab your walking shoes and let’s start exploring the Windy City!

Day 1

Welcome to your first day in Chicago! Start off by checking in at The Gwen Hotel or Western River North Hotel, both conveniently located near many attractions.
For lunch, head over to Cold Storage for some amazing seafood options like oysters, lobster rolls, and their famous ice cream sundae.

After lunch, make your way to Millennium Park where you can catch free concerts and events. Don’t forget to take in the iconic Cloud Gate sculpture, also known as ‘The Bean’.

For stunning views of Millennium Park, head over to Cindy’s Rooftop which offers fun drinks and a great atmosphere.
End your day with an Architecture River Cruise that will give you a unique perspective on the city’s buildings. It’s a must-do activity for first-time visitors.

521 N Rush St, Chicago, IL 60611
+1 312-645-1500
125 W Ohio St, Chicago, IL 60654
+1 312-467-0800


Upon arrival at Theor Western River North Hotel, guests can easily check-in and begin their Chicago adventure. Both hotels offer a range of amenities to ensure a comfortable stay. From the art deco vibes of The Gwen Hotel to the modern design of Western River North Hotel, you’ll be surrounded by beauty and luxury.

The check-in process is seamless and efficient, allowing you to quickly settle into your room and start exploring the city. Friendly staff members are available to assist with any questions or requests you may have.

Once checked in, you’ll find yourself conveniently located within walking distance of many popular attractions. Whether you’re interested in visiting Millennium Park for concerts and events, taking an Architecture River Cruise for a unique perspective on the city’s buildings, or indulging in delicious seafood at Cold Storage, there’s something nearby for everyone.

Transportation options are also plentiful, making it easy to navigate Chicago’s vibrant streets. From taxis and rideshares to public transportation systems like buses and trains, getting around the city is a breeze.
So go ahead, check in, drop off your bags, and get ready to immerse yourself in all that Chicago has to offer!

Lunch at Cold Storage

Once you’ve settled into your room, head over to Cold Storage for a delicious seafood lunch. This place is a must-visit for all seafood lovers on a Chicago foodie tour. Known for its amazing oysters, delicious spreads, and mouthwatering lobster rolls, Cold Storage offers some of the best seafood in Chicago.
Don’t miss out on their decadent ice cream sundae for dessert! Conveniently located near Millennium Park, it’s the perfect spot to grab a bite before exploring the park or attending one of its free concerts or events.
Whether you’re craving fresh oysters or a scrumptious lobster roll, Cold Storage has got you covered with its wide range of seafood options. So indulge in some delectable dishes and satisfy your cravings at this fantastic seafood spot in Chicago!

Millennium Park

201 E Randolph St, Chicago, IL 60602
+1 312-742-1168

To fully experience Millennium Park, make sure to visit in the morning when it’s less crowded and take in iconic sights like The Bean (Cloud Gate). Enjoy the free concerts and events that are often held here. Millennium Park is famous for its vibrant atmosphere and diverse range of activities. It’s a hub for concerts and events, with a lineup that includes jazz festivals and other performances.

Don’t forget to snap some photos of yourself reflected in The Bean, one of Chicago’s most recognizable landmarks. After exploring Millennium Park, consider taking an Architecture River Cruise to get a unique perspective on the city’s stunning buildings.

If you’re a fan of live jazz music, don’t miss out on visiting Blue Chicago Jazz Club, a local spot recommended by locals for its fun and lively atmosphere.

Cindy’s Rooftop

12 S Michigan Ave, Chicago, IL 60603
+1 312-792-3502

For a unique rooftop experience, head to Cindy’s Rooftop for its stunning views of Millennium Park and enjoy their fun drinks. Here are four reasons why you should visit:

  1. Signature cocktails: At Cindy’s Rooftop, you can sip on delicious and creative cocktails while taking in the breathtaking scenery. From refreshing mojitos to innovative martinis, their drink menu has something for everyone.
  2. Rooftop events: The rooftop at Cindy’s is known for hosting exciting events throughout the year. From live music performances to themed parties, there’s always something happening that adds an extra touch of excitement to your visit.
  3. Stunning views: As you relax on the rooftop patio, you’ll be treated to panoramic views of Millennium Park. The iconic Cloud Gate sculpture (also known as ‘The Bean’) and the city skyline create a picture-perfect backdrop for your evening.
  4. Food menu: While enjoying the views and drinks, don’t forget to indulge in the delicious food offerings at Cindy’s Rooftop. Their menu features a variety of tasty dishes made with locally sourced ingredients, including small plates perfect for sharing.

Don’t miss out on their weekend brunch either – it’s a delightful way to start your day in Chicago. So grab some friends or that special someone and make your way up to Cindy’s Rooftop for an unforgettable experience above the city streets.

Architecture River Cruise

Riverwalk, Chicago, IL 60611

If you’re looking for a unique perspective on the city’s buildings, don’t miss the Architecture River Cruise. This boat tour offers breathtaking riverfront views of Chicago’s skyline and takes you on a journey through the city’s architectural landmarks.

As you glide along the Chicago River, knowledgeable guides will share fascinating stories about the city’s history and its iconic buildings. You’ll get to see famous structures like the Willis Tower, Tribune Tower, and Wrigley Building up close.

The tour provides an opportunity to appreciate the stunning architecture that defines Chicago while learning about its significance in shaping the city’s identity. Whether you’re an architecture enthusiast or simply curious about Chicago’s rich architectural heritage, this cruise is a must-do activity that offers a truly memorable experience.

Blue Chicago Jazz Club

536 N Clark St, Chicago, IL 60654
+1 312-661-0100

The Blue Chicago Jazz Club is a local spot for live jazz music, offering a fun and lively atmosphere. If you’re looking to immerse yourself in the vibrant jazz scene in Chicago, this is one of the best live music venues in the city.

As you step into the club, you’ll feel the history of blues music in Chicago come alive through soulful melodies and energetic performances. It’s no wonder that this city has produced some of the most famous jazz musicians, such as Louis Armstrong and Nat King Cole.

The impact of jazz on Chicago’s culture is undeniable, and at Blue Chicago Jazz Club, you can experience it firsthand. So grab a drink, find a cozy spot, and let the enchanting tunes transport you to another era.

Girl and the Goat

809 W Randolph St, Chicago, IL 60607
+1 312-492-6262

Owned by Top Chef winner Stephanie Izard, Girl and the Goat is a super romantic spot in Chicago with fabulous food. This restaurant review will give you a taste of what to expect when dining at this popular establishment.

Known for its infamously tough reservation process, it’s best to book ahead to secure a table at this highly sought-after spot. Once inside, you’ll be greeted by a lively and energetic atmosphere that adds to the overall experience.

The menu features a variety of dishes that are bursting with flavor and creativity. Some must-try dishes include green beans, lamb ribs, and ratatouille focaccia. Each dish is expertly crafted and showcases Chef Stephanie Izard’s culinary expertise.

Whether you’re looking for a special date night or simply want to indulge in delicious food, Girl and the Goat won’t disappoint.

Day 2

On Day 2 of your Chicago itinerary, get ready for a delicious brunch at Duck Duck Goat. Indulge in their mouthwatering dim sum and flavorful dishes that will leave you wanting more.
Afterward, head to the Museum of Contemporary Art where you can immerse yourself in captivating art exhibits. Don’t forget to make a stop at Petit Margeaux for a delightful snack at this adorable sister café.

As the day winds down, take a leisurely stroll along the picturesque Riverwalk and soak in the mesmerizing city lights at dusk.
And of course, no visit to Chicago is complete without trying the iconic deep-dish pizza at Pequod’s – known as one of the top places in town.

Duck Duck Goat

857 W Fulton Market, Chicago, IL 60607
+1 312-902-3825

Brunch at Duck Duck Goat for some delicious dim sum. This lively restaurant is a must-visit for all food lovers in Chicago. Here are a few reasons why you should check it out:

  • Dim Sum Delights: Indulge in an array of mouthwatering dim sum dishes, from steamed dumplings to crispy egg rolls. The flavors and textures will leave your taste buds dancing.
  • Seafood Sensations: While known for its dim sum, Duck Duck Goat also offers some of the best seafood in town. From succulent shrimp to fresh oysters, you won’t be disappointed.
  • Jazz Club Vibes: After brunch, head over to Blue Chicago Jazz Club for some live music and soulful tunes. Immerse yourself in the vibrant jazz scene that Chicago is famous for.
  • Romantic Ambiance: Looking for a romantic spot? Girl and the Goat is just around the corner from Duck Duck Goat. Owned by Top Chef winner Stephanie Izard, this restaurant offers fabulous food and an intimate atmosphere.

Make sure to add these recommendations to your Chicago itinerary! And don’t forget to explore the city’s art museums, such as the Museum of Contemporary Art and the Art Institute of Chicago.

Museum of Contemporary Art

220 E Chicago Ave, Chicago, IL 60611
+1 312-280-2660

Now that you’ve had a delicious dim sum brunch at Duck Duck Goat, it’s time to explore the vibrant art scene of Chicago at the Museum of Contemporary Art.

This museum is a haven for contemporary art enthusiasts, showcasing thought-provoking exhibits by both established and emerging artists. As you step into the museum, you’ll be greeted by captivating art installations that push boundaries and challenge traditional notions of art.

The museum also hosts various events throughout the year, including gallery talks, performances, and film screenings. If you’re feeling inspired, you can even participate in one of their engaging art workshops.

Whether you’re an avid art lover or simply curious about contemporary masterpieces, a visit to the Museum of Contemporary Art is a must-do on your Chicago itinerary.

Petit Margeaux

11 E Walton St, Chicago, IL 60611
+1 312-625-1324

After your visit to the Museum of Contemporary Art, head over to Petit Margeaux for a delicious snack at their cute sister café.
Located in Chicago, Petit Margeaux is known for its delectable French pastries and charming ambiance. It’s the perfect spot to unwind and indulge in some afternoon tea or satisfy your sweet tooth with its delightful dessert options.

The café offers a cozy atmosphere with elegant decor, transporting you to a quaint Parisian cafe. Treat yourself to their signature croissants, macarons, or éclairs, all expertly crafted with love and attention to detail.

Whether you’re looking for a quick pick-me-up or a leisurely break from exploring the city, Petit Margeaux is an ideal choice among Chicago’s cafes.


E Wacker Dr, Chicago, IL 60601

As you explore the city of Chicago, don’t miss the opportunity to take a leisurely stroll along the Riverwalk. This scenic pathway runs alongside the Chicago River and offers a unique perspective of the city’s vibrant atmosphere.

Here are some highlights you won’t want to miss:

  1. Riverwalk restaurants: Indulge in delicious cuisine at one of the many restaurants lining the Riverwalk. From casual cafes to upscale dining options, there’s something for every taste.
  2. Riverwalk boat tours: Hop aboard a river cruise and discover Chicago’s stunning architecture from a different angle. Learn about the history and significance of famous buildings as you glide along the river.
  3. Riverwalk art installations: Marvel at various art installations scattered along the Riverwalk. From sculptures to murals, these artistic displays add charm and character to this popular destination.
  4. Riverwalk nightlife: As evening falls, experience the lively nightlife scene along the Riverwalk. Enjoy live music performances or sip on cocktails while taking in breathtaking views of downtown Chicago.

Immerse yourself in both history and architecture as you meander along this iconic stretch of waterfront promenade. The Chicago Riverwalk is a must-visit attraction that offers something for everyone during your trip to this vibrant city.


2207 N Clybourn Ave, Chicago, IL 60614
+1 773-327-1512

When you’re craving deep-dish pizza in Chicago, head to Pequod’s, one of the top places to satisfy your cheesy and delicious cravings.
Known for its famous Chicago-style pizza, Pequod’s offers a unique twist on this classic dish. The deep dish is piled high with mouthwatering toppings like sausage, pepperoni, mushrooms, and more.

What sets Pequods apart is their signature caramelized crust that adds an extra layer of flavor and texture to each bite. And let’s not forget about the rich and tangy pizza sauce that perfectly complements the cheesy goodness.

Whether you’re a fan of traditional deep-dish or looking for something new and exciting, Pequod’s is sure to impress with its exceptional pizza creations.
Don’t miss out on this must-try culinary experience during your visit to Chicago!

Day 3

On Day 3 of your Chicago itinerary, you can start the day by experiencing the Bloody Mary bar at The Highline Bar.
Afterward, head to either Oak Street Beach or North Avenue Beach for some relaxation and sun-soaked fun.

In the evening, make your way to London House for drinks at their rooftop bar and enjoy a breathtaking view of the city.

End the night with laughter at Second City, known for launching famous comedians.
And if you’re craving Greek cuisine, don’t miss out on dining at Greek Islands – a beloved spot for delicious Mediterranean flavors in Chicago.

The Highline Bar

169 W Kinzie St, Chicago, IL 60654
+1 312-533-2742

The Highline Bar offers a unique experience with its Bloody Mary bar. Located in Chicago, this trendy spot is known for its signature cocktails and rooftop views. Here are three reasons why you should check out The Highline Bar:

  1. Signature cocktails: The Highline Bar takes pride in their creative and delicious cocktail menu. From classic concoctions to unique twists, there’s something to satisfy every palate.
  2. Rooftop views: Enjoy stunning views of the city skyline while sipping on your favorite drink. The rooftop area provides a picturesque backdrop for a memorable night out.
  3. Drink specials: Take advantage of the drink specials offered at The Highline Bar during happy hour. Whether you’re craving a refreshing craft beer or a handcrafted cocktail, you can enjoy great deals on your favorite beverages.

With its late-night atmosphere and vibrant energy, The Highline Bar is the perfect place to unwind after a long day of exploring Chicago. Don’t miss out on this hotspot for fantastic drinks and unforgettable experiences!

Oak Street Beach

1000 N Lake Shore Dr, Chicago, IL 60611
+1 773-363-2225

If you’re looking for a relaxing beach experience in the heart of the city, head to Oak Street Beach. This beautiful sandy oasis is located right on Lake Michigan and offers stunning views of the water and skyline. Oak Street Beach is the perfect place to unwind and soak up some sun while enjoying all that Chicago has to offer.

There are plenty of beach activities to keep you entertained. You can rent paddleboards or kayaks and explore the crystal-clear waters, or simply take a refreshing dip in the lake. If you’re feeling more active, join one of the beach volleyball tournaments that often take place here. For those looking for a more zen experience, there are also beach yoga classes available.

When hunger strikes, you don’t have to go far for delicious food options. Oak Street Beach has several beachfront restaurants where you can grab a bite to eat while enjoying the view. Whether you’re craving fresh seafood or a juicy burger, there’s something for everyone.
So if you’re in Chicago and want to escape the hustle and bustle of city life for a little while, make sure to visit Oak Street Beach for a delightful day by the water.

London House

London House, Chicago, IL 60601

Located in the heart of Chicago, you can relax and enjoy stunning views at the London House rooftop bar.
Perched on the 22nd floor of the LondonHouse Chicago hotel, this rooftop bar offers an unforgettable experience with breathtaking panoramas of the city skyline.

Sip on delicious cocktails while taking in the mesmerizing sights of downtown Chicago. As night falls, watch as the city lights illuminate the skyline, creating a magical ambiance that is perfect for a romantic evening or a night out with friends.
The rooftop bar at London House is known for its vibrant nightlife scene and lively atmosphere, making it a popular spot among locals and tourists alike.

So grab a drink, sit back, and soak in the unparalleled views that this iconic rooftop bar has to offer.

Second City Comedy Show

230 W North Ave, Chicago, IL 60614
+1 312-337-3992

Now that you’ve had a great time exploring the River North area and enjoying the vibrant nightlife of Chicago, let’s dive into the city’s comedy scene.
One of the best comedy clubs in Chicago is Second City, known for launching the careers of famous comedians like Tina Fey, Amy Poehler, and Stephen Colbert. Located in Old Town, Second City offers hilarious improv shows that will have you laughing until your sides hurt.

The club also hosts comedy festivals throughout the year, showcasing both local talent and renowned comedians from around the world. If you’re looking to experience Chicago’s comedic prowess, catching a show at Second City is an absolute must-do.

Prepare yourself for an evening filled with laughter and unforgettable performances.

Greek Islands

200 S Halsted St, Chicago, IL 60661
+1 312-782-9855

When visiting the River North area, don’t miss out on the delicious Greek cuisine at Greek Islands. Immerse yourself in the flavors of Greece as you indulge in traditional dishes bursting with Mediterranean flavors.

From sizzling souvlaki to tender moussaka, Greek Islands offers an authentic dining experience that will transport you straight to the shores of Greece. As you savor each bite, let your taste buds take a journey through Greek island hopping, imagining yourself exploring beautiful beaches and charming villages.

The rich history and mythology of Greece come alive through the vibrant flavors and aromas of every dish. Soak up the warm ambiance and immerse yourself in Greek culture as you dine on delectable seafood, flavorful lamb, and zesty tzatziki.

Whether you’re a foodie looking for an unforgettable culinary adventure or simply seeking a taste of Greece in Chicago, Greek Islands is a must-visit destination that will leave you longing for more.

Day 4

On Day 4 of your Chicago itinerary, there are plenty of exciting activities to explore. Start by visiting the Lincoln Park Zoo, a free and family-friendly attraction with a variety of animals.
Afterward, head to the 3 Arts Club Café for a delightful brunch in a beautiful setting. Don’t forget to indulge in some shopping at the Magnificent Mile and enjoy happy hour at one of the trendy bars.

As the day comes to an end, make sure to grab dinner at Au Cheval, known for its mouthwatering burgers and decadent milkshakes.

Lincoln Park Zoo

Chicago, IL 60614
+1 312-742-2000

To explore more of Chicago’s attractions, don’t miss out on visiting the Lincoln Park Zoo, located in the beautiful Lincoln Park neighborhood.
The zoo is known for its impressive animal exhibits and conservation efforts. You’ll have the opportunity to see a wide variety of animals up close, including lions, giraffes, penguins, and more.

The zoo also offers educational programs and events that promote wildlife conservation and awareness. It’s a great place to spend a day with your family, as there are plenty of family-friendly activities to enjoy.

After your visit to the zoo, you can continue exploring the city by checking out some of Chicago’s famous tourist attractions or indulging in local cuisine at one of the recommended restaurants.
And if shopping is your thing, don’t forget to discover the latest fashion trends in Chicago’s trendy shopping districts.

3 Arts Club Café

1300 N Dearborn St, Chicago, IL 60610
+1 312-475-9116

Don’t miss out on checking out the 3 Arts Club Café, located in Chicago’s River North area.

This hidden gem is a must-visit for art enthusiasts and foodies alike. The café showcases the best of Chicago’s local art scene, with rotating exhibitions featuring works from emerging artists.
As you step inside, you’ll be greeted by a unique atmosphere that combines contemporary design with a cozy and inviting feel.

The menu highlights locally sourced ingredients, offering a range of delicious options for breakfast, lunch, and brunch. From fluffy pancakes to savory sandwiches, there’s something for everyone to enjoy.

Whether you’re looking for a quick bite or a leisurely meal surrounded by beautiful artwork, the Arts Club Café is sure to leave a lasting impression.

Shopping at the Magnificent Mile

Magnificent Mile, Chicago, IL 60611

If you’re in the mood for some retail therapy, head over to the Magnificent Mile for a shopping experience like no other. This iconic stretch of Michigan Avenue is lined with the best boutiques and luxury brands, making it a shopaholic’s paradise. Whether you’re looking for high-end fashion, designer accessories, or unique gifts, you’ll find it all here.

When exploring the Magnificent Mile, be sure to take advantage of the shopping discounts available at many stores. Keep an eye out for special promotions and sales that can help you score great deals on your favorite brands.

To make your shopping excursion even more enjoyable, here’s a helpful guide:

  • Must-visit boutiques: Check out Bloomingdale’s and Nordstrom for a wide selection of designer labels. Don’t miss Saks Fifth Avenue and Neiman Marcus for their luxurious offerings.
  • Hidden gems: Discover local designers at The Shops at North Bridge or explore Water Tower Place for a mix of mainstream and independent shops.

So grab your wallet and get ready to indulge in some serious retail therapy along the Magnificent Mile!

Happy Hour

Now that you’ve explored the magnificent shopping options along the Magnificent Mile, it’s time to unwind and enjoy some of Chicago’s best happy hour spots. Whether you’re in the mood for seafood specials, live music, or breathtaking rooftop views, this city has it all.

For the best happy hour deals in Chicago, head to places like Cold Storage where you can indulge in delicious oysters and lobster rolls without breaking the bank. If you want to combine your happy hour experience with stunning views, check out Cindys Rooftop or London House rooftop bar.

Seafood lovers will be delighted by the happy hour specials at places like Cold Storage where you can savor mouthwatering spreads and fresh catches of the day. And if you’re looking for a unique happy hour experience, consider taking an Architecture River Cruise during sunset while enjoying discounted drinks onboard.

For those who love live music, Blue Chicago Jazz Club is a must-visit spot during happy hour. Immerse yourself in the lively atmosphere while grooving to soulful jazz tunes.
So grab your friends and make your way to these top happy hour destinations in Chicago for an unforgettable evening filled with great food, drinks, and entertainment.

Au Cheval

800 W Randolph St, Chicago, IL 60607
+1 312-929-4580

To experience one of Chicago’s most famous burgers, head over to Au Cheval and indulge in their mouthwatering creations. Located in the West Loop neighborhood, Au Cheval is known for its decadent double cheeseburgers topped with a perfectly fried egg. This hidden gem is often packed with locals and visitors alike, so be prepared for a wait.

While you’re in the area, explore the nearby local markets like the Randolph Street Market or the Fulton Market District, where you can find unique artisanal products and delicious treats.
After satisfying your burger craving, immerse yourself in Chicago’s vibrant city nightlife by joining a food tour that takes you to some of the best restaurants and bars in town. Whether you’re a foodie or just looking to try something new, Au Cheval should definitely be on your list when exploring Chicago’s culinary scene.

Day 5

Looking for some exciting activities to add to your Chicago itinerary? Day 5 offers a thrilling lineup of experiences.

Get ready to take in breathtaking views from the Willis Tower Skydeck, explore the city’s iconic river through kayaking, and indulge in delicious Chicago-style hot dogs at Portillo’s.
Plus, we’ll dive into a trend alert with What the fab travels, giving you insider tips on the latest must-visit spots in the Windy City.
Let’s make Day 5 one to remember!

Willis Tower Skydeck

233 S Wacker Dr, Chicago, IL 60606
+1 312-875-9447

The Willis Tower Skydeck offers breathtaking views of Chicago’s skyline. Step onto the famous Willis Tower glass floor and feel your heart race as you look down at the bustling city below. The panoramic view from the Skydeck is truly awe-inspiring, allowing you to take in the beauty of the Chicago skyline from a whole new perspective.

Skydeck Attractions:

  • Take stunning Chicago aerial photography: Capture Instagram-worthy shots of the cityscape and create memories that will last a lifetime.
  • Explore interactive exhibits: Learn about the history and architecture of this iconic building through engaging displays and informative panels.
  • Enjoy thrilling experiences: Test your bravery by stepping into ‘The Ledge,’ where transparent boxes extend out from the skyscraper, giving you a thrill like no other.

Skydeck Ticket Prices:

  • General Admission: $26 for adults, $19 for children (ages 3-11)
  • Fast Pass: Skip the lines with a Fast Pass ticket for $49 per person

Don’t miss this opportunity to witness Chicago’s beauty from above at the Willis Tower Skydeck!

Kayaking on the river

435 E, Chicago Riverwalk, Chicago, IL 60601
+1 312-965-0035
Now that you’ve conquered the heights of Willis Tower Skydeck, let’s bring the adventure down to the river level and dive into the exciting world of kayaking on the Chicago River. Strap on your life jacket and grab your paddle as we explore this thrilling water activity.

Before you embark on your kayaking journey, make sure you have all the necessary river kayaking equipment. A sturdy kayak, a well-fitted life vest, and a reliable paddle are essential for a safe and enjoyable experience.

The best time for river kayaking in Chicago is during the summer months when the weather is warm and pleasant. The river comes alive with vibrant energy, making it an ideal time to paddle along its scenic routes.

Safety should always be a top priority when engaging in any water sport. Remember to always wear your life jacket, stay alert of other boat traffic, and follow any instructions or guidelines provided by professional instructors.

Chicago offers several popular river kayaking routes that showcase the city’s stunning architecture while providing a unique perspective from the water. From navigating through downtown skyscrapers to peacefully gliding under historic bridges, each route offers its own charm and beauty.

Beyond its recreational appeal, river kayaking also provides numerous benefits for fitness enthusiasts seeking an exhilarating workout or individuals looking for relaxation amidst nature’s tranquility. Paddling engages various muscle groups while allowing you to soak in breathtaking views of Chicago’s skyline.
So why not add some excitement to your Chicago itinerary? Grab a kayak, hit the waters of the Chicago River, and experience this invigorating activity that combines fitness with exploration.


100 W Ontario St, Chicago, IL 60654
+1 312-587-8910
When you’re exploring the city, don’t forget to try the famous Chicago-style hot dogs at Portillo’s. Located in the heart of Chicago, Portillo’s is a must-visit spot for foodies and locals alike. Known for its delicious and iconic hot dogs, this fast-food chain has become a staple in the Chicago food scene.

Sink your teeth into a juicy all-beef frankfurter nestled in a soft poppy seed bun, topped with mustard, onions, relish, tomatoes, pickles, and peppers. And if hot dogs aren’t your thing, make sure to try their mouthwatering Italian beef sandwiches as well.

With its casual atmosphere and tasty menu options, Portillo’s is the perfect place to experience authentic Chicago cuisine while immersing yourself in the city’s vibrant culinary culture.


What are some alternative hotel options near Magnificent Mile besides The Gwen Hotel?

Looking for alternative hotels near Magnificent Mile? Check out Western River North Hotel. It offers boutique accommodations with a central location. If you’re on a budget, consider family-friendly options or luxury hotels in the area.

Are there any vegetarian or vegan options available at Cold Storage for lunch?

At Cold Storage, you can enjoy a seafood-focused lunch with vegetarian and vegan options. Indulge in delicious spreads, oysters, and lobster rolls while also savoring plant-based dishes like salads or vegetable sides for a satisfying dining experience.

Besides the famous Bean, Millennium Park offers a range of attractions. Explore alternative parks like Maggie Daley Park and Grant Park. Visit nearby museums like the Art Institute of Chicago. Enjoy outdoor concerts and take architectural tours to discover hidden gems.

Can you provide some tips for booking a sunset ride on the Architecture River Cruise?

For the best experience booking a sunset ride on the Architecture River Cruise in Chicago, plan ahead and book your tickets in advance. The best time to go is during golden hour for stunning photography opportunities. The cruise lasts about 90 minutes, so dress comfortably and bring a jacket as it can get chilly on the water. There is no specific dress code, but it’s recommended to wear layers for changing weather conditions. Enjoy the breathtaking views of Chicago’s skyline as you learn about its fascinating architecture.

Looking for other jazz joints in Chicago? Check out the vibrant Velvet Lounge or cozy Constellation. Need a hotel near Magnificent Mile? Consider The Gwen Hotel or Western River North Hotel. Vegetarian/Vegan options at Cold Storage include tasty spreads and lobster rolls. Don’t miss attractions like The Bean near Millennium Park. For booking an architecture river cruise, make sure to plan ahead and secure a spot for a sunset ride.

Chicago Travel Guides

➡️ All Chicago Passes & Tickets ⬅️

Related Posts

No widgets found. Go to Widget page and add the widget in Offcanvas Sidebar Widget Area.