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 RM554 per night from 29 Jun to 30 Jun
RM554
RM659 total
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,224 reviews)
"This is a very nice hotel in an absolutely ideal part of downtown Chicago. Many areas an easy, lovely walk away and those further out a quick cab ride or train ride. The room was clean and comfortable."

Reviewed on 9 Jun 2026

Congress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is RM648 per night from 28 Jun to 29 Jun
RM648
RM738 total
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,638 reviews)
"Upsetting that I was given a room that I had to haul all of my luggage up 16 steep stairs. No other room options. I had reserved a room months in advance. The front desk lady said a few stairs, which I found odd being that there is an elevator. Beware…the top floor is by stairs only! Front desk lady ..."

Reviewed on 9 Jun 2026

Hyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is RM1,035 per night from 3 Jul to 4 Jul
RM1,035
RM1,215 total
3 Jul - 4 Jul
includes taxes & fees
8.4/10 Very Good! (2,329 reviews)
"Food was top notch"

Reviewed on 7 Jun 2026

Hilton Chicago O'Hare Airport
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.