Price found within the past 48 hours. Click for updated prices.

Arlo Chicago

Downtown Chicago

per person

9 Jul - 16 Jul

found 1 day ago

Return direct flight included

Lisbon (LIS) to Chicago (ORD)

9.2/10 Wonderful! (1,665 reviews)

Friendly staff. Maintenance came to address a window issue immediately and all was well. Very clean and welcoming.

Reviewed on 21 Apr 2025

Virgin Hotels Chicago

Downtown Chicago

per person

9 Jul - 16 Jul

found 1 day ago

Return direct flight included

Lisbon (LIS) to Chicago (ORD)

9.2/10 Wonderful! (1,320 reviews)

A great hotel to have as a base to explore Chicago during day and in the evening. Room was great - comfortable, great shower. Short walk to train station to and from O'Hare airport.

Reviewed on 21 Apr 2025

Level Chicago – Old Town

Downtown Chicago

per person

9 Jul - 16 Jul

found 1 day ago

Return direct flight included

Lisbon (LIS) to Chicago (ORD)

9/10 Wonderful! (295 reviews)

Front desk was very friendly and helpful. We had a corner unit and the view was great. The unit was very comfortable and clean.

Reviewed on 22 Apr 2025

Tours & day trips

See all 166 activities

Flyover in Chicago

Free cancellation available

Food, drink & nightlife

See all 34 activities

Chicago Favourites Ultimate Food and Walking Tour

Free cancellation available

Private & custom tours

See all 29 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 18 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 13 activities

Shooting + Spinning Private Art Experience

Free cancellation available

Popular places to visit

Auditorium Building and Theatre

4.5/5(2 reviews)

You can make plans for a show at Auditorium Building and Theatre on your trip to Chicago. Discover the acclaimed theatre scene and notable monuments in this vibrant area.

Printer\'s Row which includes a city and heritage architecture

Harold Washington Library Center

Harold Washington Library Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Discover the entertainment choices and notable monuments in this vibrant area.

Art Institute of Chicago

4.5/5(66 reviews)

Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations.

Lollapalooza

After visiting Lollapalooza, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.

Grant Park

4.5/5(96 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Jazz Institute of Chicago

You can enjoy some culture when you stop by Jazz Institute of Chicago in Chicago. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.