Curated for Cook County, IL
Things to do in Chicago
10 curated outings, 0 field guides, and a growing catalog of places and events.
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families
Family Fun Day at Navy Pier & Oz Park
4.5 hr · $30–$80
Kick off a fun-filled family day at the Chicago Children's Museum, where interactive exhibits will captivate kids of all ages. After working up an appetite, grab a casual lunch at a donut shop that also serves chicken sandwiches. Conclude your day with some outdoor playtime at the whimsical Oz Park, meeting characters from the Wizard of Oz.

solo
Millennium Park & Budget Bites
3 hr · $10–$25
Start your morning with a tranquil visit to Millennium Park, enjoying its art and green spaces before the city wakes up. Afterward, refuel with an affordable breakfast and coffee, and wrap up your budget-friendly outing with a relaxed stroll through a beautiful urban park.

families
Family Day at Museum Campus
6 hr · $80–$150
Embark on a full-day family adventure starting with hands-on learning at the Griffin Museum of Science and Industry. Recharge with a casual, kid-friendly meal nearby, then enjoy some fresh air and city views exploring the sprawling Museum Campus grounds.

families
Chinatown Family Day & River Fun
4.5 hr · $50–$100
Kick off your day with breakfast at a casual spot before heading to Ping Tom Memorial Park for family-friendly fun along the river. Enjoy a delicious and authentic Chinese lunch, then end your day on a sweet note with a visit to a unique toy shop.

solo
Gilded Age Grandeur & Rooftop Views
3.8 hr · $100–$250
Begin your date with a historical and elegant journey through the Richard H. Driehaus Museum, a perfectly preserved Gilded Age mansion. Then, enjoy a relaxed and delicious early dinner of small Italian plates and wine at Quartino Ristorante. Finish your romantic afternoon with panoramic city views and cocktails at ROOF on theWit, capturing the magic of Chicago's skyline.

solo
Budget Morning in Lincoln Park
3 hr · $10–$20
Start your day with a free and serene visit to the Lincoln Park Conservatory, admiring exotic plants in a historic setting. Afterward, head to The Brewed in Avondale for a delicious and affordable breakfast to fuel the rest of your morning. Finish with a scenic walk through the nearby park to cap off a budget-friendly outing.

couples
Date Night: Illusions, Italian Dinner & City Views
4 hr · $100–$250
Begin your evening with mind-bending optical illusions designed for fun and photos. Afterward, indulge in exquisite Italian cuisine in an elegant setting, followed by signature cocktails and sweeping skyline views from a stylish rooftop bar, creating a perfect blend of entertainment and romance.

solo
West Town Art & Balkan Bites
2.5 hr · $25–$50
Immerse yourself in Puerto Rican arts and culture at the free National Museum, showcasing diverse exhibits in West Town. Afterwards, head to River North for a flavorful and affordable dinner at AMBAR Restaurant, which offers a small plates menu of traditional Balkan dishes. This plan combines cultural exploration with a delicious and budget-conscious meal.

families
Family Afternoon at Shedd Aquarium & Park
4 hr · $50–$150
Dive into the underwater world at the Shedd Aquarium, where kids and adults alike can marvel at diverse marine species. Recharge with a laid-back meal at a nearby eatery, then wind down with a pleasant stroll through Northerly Island Park, enjoying the lake and city views.
Bookable now
Tours and tickets in Chicago
Hand-picked experiences you can book right now.

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
5.0 (73)2 hrFrom $508
See details for Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Chicago Walking Tour: Connecting Past and Present
5.0 (44)1.8 hrFrom $35
See details for Chicago Walking Tour: Connecting Past and Present
Chicago Haunts and Hooligans Tour
5.0 (42)1.5 hrFrom $35
See details for Chicago Haunts and Hooligans Tour
Chicago Shoreline Adventure Boat Tour
5.0 (40)1.5 hrFrom $90
See details for Chicago Shoreline Adventure Boat Tour
Chicago Photo Walk to Bean and Landmarks
5.0 (32)1 hrFrom $169
See details for Chicago Photo Walk to Bean and Landmarks
History and Architecture of Chicago Loop Walking Tour
5.0 (31)2 hrFrom $33
See details for History and Architecture of Chicago Loop Walking Tour
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New · Things to Do
Resort Days & Poolside Escapes
Discover relaxing resort pools, private cabanas, and day-use experiences around Chicago, with no overnight stay needed.
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Find hotels, resorts and vacation stays across Chicago — book once you've picked your plans.
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Things to Do
Day Pass at Hyatt Lodge at Oak Brook ReserveThe Hyatt Lodge Oak Brook features one of the largest indoor pools in the Chicago area, plus a hot tub and a fully equipped fitness center.
From $30Check on ResortPass (opens in a new tab)
Family Pass at Hyatt Lodge at Oak Brook ReserveThe Hyatt Lodge Oak Brook features one of the largest indoor pools in the Chicago area, plus a hot tub and a fully equipped fitness center.
From $70Check on ResortPass (opens in a new tab)
Birthday Party Package at Hyatt Lodge at Oak Brook ReserveThe Hyatt Lodge Oak Brook features one of the largest indoor pools in the Chicago area, plus a hot tub and a fully equipped fitness center.
From $500Check on ResortPass (opens in a new tab)
Spa Pass + Pool Access at JW Marriott ChicagoEnjoy 5-star pool, spa, and fitness amenities at the landmark JW Marriott Chicago hotel. It's easy to indulge in a rejuvenating self-care experience with a full-service day spa, modern fitness center and fine dining options at your fingertips.
From $89Check on ResortPass (opens in a new tab)
Day Pass at InterContinental Chicago Magnificent MileEscape from reality by spending the day at InterContinental Chicago Magnificent Mile which features an indoor junior Olympic-size swimming pool, one of the oldest in Chicago and one of the biggest in the country.
From $40Check on ResortPass (opens in a new tab)
Day Pass at Westin Chicago LombardMove well in the Fitness Studio, unwind in the whirlpool, or rejuvenate with a swim in the indoor heated pool at Westin Lombard.
From $30Check on ResortPass (opens in a new tab)
50-Minute Massage at Le Meridien Chicago Oak BrookRelax in a spa suite and indulge in a treatment from Windy City Massage.
From $125Check on ResortPass (opens in a new tab)
80-Minute Body Treatment at Le Meridien Chicago Oak BrookRelax in a spa suite and indulge in a treatment from Windy City Massage.
From $200Check on ResortPass (opens in a new tab)
50-Minute Personalized Facial at Le Meridien Chicago Oak BrookRelax in a spa suite and indulge in a treatment from Windy City Massage.
From $125Check on ResortPass (opens in a new tab)
15-Day Parking Pass at Hyatt Regency O'Hare ChicagoBook a parking pass and take advantage of the complimentary airport shuttle or reserve a day room and relax for in a fully-equipped guest suite.
From $475Check on ResortPass (opens in a new tab)
Day Pass at Hilton Chicago/NorthbrookEnjoy indoor amenities at this riverfront property.
From $25Check on ResortPass (opens in a new tab)
Spa & Fitness Pass at The Spa at Trump® & Fitness ClubEmbark on an extraordinary experience as you immerse yourself in the world-class facilities of The Spa at Trump Fitness Club
From $100Check on ResortPass (opens in a new tab)
Day Pass at Palmer House, a Hilton HotelSpend the day at the landmark Palmer House, a Hilton Hotel, located in the heart of the Theater District, steps from the Art Institute and Millennium Park.
From $50Check on ResortPass (opens in a new tab)
Day Pass at Hilton Chicago DowntownRe-energize at the athletic club and refresh at the indoor pool.
From $55Check on ResortPass (opens in a new tab)
Spa Pass (8:00am - 11:00am) + Pool Access at Waldorf Astoria ChicagoIndulge in a luxurious day of pampering at this award-winning spa, which offers a sanctuary for rest and relaxation.
From $150Check on ResortPass (opens in a new tab)
60-Minute Relaxation Massage + Unlimited Spa Access at Waldorf Astoria ChicagoIndulge in a luxurious day of pampering at this award-winning spa, which offers a sanctuary for rest and relaxation.
From $295Check on ResortPass (opens in a new tab)
60-Minute Personalized Facial + Unlimited Spa Access at Waldorf Astoria ChicagoIndulge in a luxurious day of pampering at this award-winning spa, which offers a sanctuary for rest and relaxation.
From $320Check on ResortPass (opens in a new tab)
Wellness Pass at Lakeshore Sport & Fitness Illinois CenterSpend a day at the place that has it all, including a variety of fitness options, a rooftop pool, and all the recovery options you need after an active day.
From $45Check on ResortPass (opens in a new tab)
7-Day Parking Pass at Hyatt Regency O'Hare ChicagoBook a parking pass and take advantage of the complimentary airport shuttle or reserve a day room and relax for in a fully-equipped guest suite.
From $220Check on ResortPass (opens in a new tab)
Day Pass at Holiday Inn Chicago NW Crystal LakeSpend a day at the Holiday Inn Chicago NW Crystal Lake and take a relaxing swim in the indoor pool.
From $30Check on ResortPass (opens in a new tab)
Premium Cabana at DoubleTree by Hilton Hotel Chicago - Magnificent MileRelax on the expansive rooftop deck with a heated pool, and enjoy a cocktail at the lobby bar.
From $600Check on ResortPass (opens in a new tab)
Poolside Cabana at DoubleTree by Hilton Hotel Chicago - Magnificent MileRelax on the expansive rooftop deck with a heated pool, and enjoy a cocktail at the lobby bar.
From $400Check on ResortPass (opens in a new tab)
Sauna Pass + Pool Access at Waldorf Astoria ChicagoIndulge in a luxurious day of pampering at this award-winning spa, which offers a sanctuary for rest and relaxation.
From $195Check on ResortPass (opens in a new tab)
50-minute Aromatherapy Signature Massage + Pool Access at The Spa at The Ritz-Carlton, ChicagoFrom $195Check on ResortPass (opens in a new tab)
