Travel to Chicago

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Where to stay in Chicago

Find the best Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Chicago

Things to do in Chicago

Shopping

For a fantastic shopping experience in Chicago, visit Woodfield Mall, offering a vibrant mix of entertainment and family-friendly options. Don't miss the LEGOLAND® Discovery Center for unique gifts, and explore Green City Market for local produce and artisanal goods, all infused with the city's lively atmosphere.

Recreation

Experience the vibrant atmosphere at the United Center, where you can catch an exhilarating sports event. For a touch of culture and romance, enjoy a performance at the Riviera Theatre, or share laughs with family at Second City’s comedy shows, perfect for a fun-filled evening.

Adventure

Experience thrills at Rainbow Falls Waterpark, where water slides and wave pools await families and adventurers alike. At Odyssey Fun World, immerse yourself in arcade games and family fun. Launch Family Entertainment offers exciting arcade experiences, perfect for adventurous spirits seeking entertainment in Chicago.

Nightlife

In Chicago, experience vibrant nightlife at Dave & Buster's, a lively drinking pub with romantic and entertaining vibes. For a taste of the city's nightlife, visit Kingston Mines and Blues on Halstead, both energetic nightclubs offering a captivating blend of romance and city atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Chicago

Chicago offers a delightful blend of family-friendly activities, outdoor adventures, and urban exploration. Visitors can enjoy a variety of attractions, including urban parks, modern universities, and event venues, all catering to those seeking cultural experiences and city life. Be sure to explore downtown Chicago for an exciting taste of the city’s vibrant atmosphere.

  • Navy Pier: Experience the vibrant atmosphere at Navy Pier, a lively jetty offering stunning waterfront views, entertainment, and dining. Stroll along the pier and soak in the urban scenery while enjoying friendly interactions with locals and other visitors.
  • Millennium Park: Discover the beauty of Millennium Park, an urban oasis perfect for families. Here, you can enjoy outdoor art installations, lush gardens, and vibrant performances, all set against the backdrop of Chicago's iconic skyline.
  • Chicago Riverwalk: Explore the picturesque Chicago Riverwalk, a scenic tourist precinct designed for leisurely strolls and family outings. Enjoy riverside dining, charming walkways, and stunning views of the city from this outdoor space.

Best time to go to Chicago

The best time to visit Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

Tips to save on your trip to Chicago

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Chicago during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM530 per night from 25 May to 26 May
RM530
RM630 total
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,131 reviews)
"Did not have hot water when we returned to room after concert. Next morning called and maintenance came to fix. Good location to walk to South Shore train station and Grant Park"

Reviewed on 23 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM631 per night from 27 May to 28 May
RM631
RM863 total
27 May - 28 May
includes taxes & fees
9.4/10 Exceptional! (4,212 reviews)
"Very clean, staff is helpful, curious & so polite. I will be staying there anytime I visit Chicago. Location is ideal being located right off Michigan Ave.. Best breakfast buffet. Rooftop restaurant was Amazing! 100 stars if I could!"

Reviewed on 23 May 2026

Hotel Riu Plaza Chicago
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM344 per night from 25 May to 26 May
RM344
RM531 total
25 May - 26 May
includes taxes & fees
8.2/10 Very Good! (2,715 reviews)
"A decent buisness class hotel. No frills. Rooms are smaller, the queen beds are not true queens, and much smaller."

Reviewed on 22 May 2026

Hotel Felix River North/Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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What to do in Chicago

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