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theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

S$461

per person

6 Jan - 11 Jan

found 12 hours ago

Return direct flight included

Hartford (BDL) to Chicago (ORD)

9/10 Wonderful! (1,001 reviews)

great staff...loved our stay.

Reviewed on 22 Nov, 2025

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

S$728

per person

6 Jan - 11 Jan

found 12 hours ago

Return direct flight included

Hartford (BDL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world.

Reviewed on 25 Nov, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

Save 100% on your flight

S$505

per person

6 Jan - 11 Jan

found 12 hours ago

Return direct flight included

Hartford (BDL) to Chicago (ORD)

9.2/10 Wonderful! (317 reviews)

The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov, 2025

Tours & day trips

See all 147 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 47 activities

Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Food, drink & nightlife

See all 25 activities

Odyssey Lake Michigan Premier Dinner Cruise

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 10 activities

Chicago Perfume Making Classes on Magnificent Mile

Free cancellation available

Popular places to visit

Brookfield Zoo

A remarkable out-of-town zoo where the wildlife of entire continents can be observed across 86 hectares, with big cats, dolphin shows and more.

Hawthorne Works Museum

You can spend time exploring the galleries in Hawthorne Works Museum in Cicero. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Macneal Hospital

If Macneal Hospital is what brings you to town, hopefully you'll have a chance to explore more of Lavergne.

Bowlero Lyons

You can take time to visit Bowlero Lyons during your travels to Lyons. You can enjoy the restaurants while in the area.

Euclid Square Park

After visiting Euclid Square Park, make a plan to see the other sights and activities in Oak Park. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.