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Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

€603

per person

31 Oct - 6 Nov

found 17 hours ago

Return flight included

Nashville (BNA) to Chicago (ORD)

9/10 Wonderful! (343 reviews)

It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on 27 Aug 2025

The Emily Hotel

Downtown Chicago

€781

per person

31 Oct - 6 Nov

found 17 hours ago

Return flight included

Nashville (BNA) to Chicago (ORD)

9.2/10 Wonderful! (1,192 reviews)

The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on 22 Aug 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

€1,344

per person

31 Oct - 6 Nov

found 15 hours ago

Return direct flight included

Nashville (BNA) to Chicago (ORD)

9.4/10 Exceptional! (1,694 reviews)

5 star hotel that goes above and beyond. My family loved staying at the Trump

Reviewed on 29 Aug 2025

Tours & day trips

See all 171 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 35 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 31 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

See all 15 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 13 activities

Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Chicago Riverwalk

Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped.

Chicago Theatre

See a stage show at this iconic cultural beacon, which still captures all the splendor of a trip to the movie theater in the early 20th century.

Carbide and Carbon Building

You can find out about the history of Chicago with a stop at Carbide and Carbon Building. Stroll along the riverfront or visit the notable monuments in this vibrant area.

James M. Nederlander Theatre

You can make plans for a show at James M. Nederlander Theatre on your trip to Chicago. Stroll along the riverfront or visit the notable monuments in this vibrant area.

Michigan Avenue Bridge

Learn about the local history of Chicago when you take a trip to Michigan Avenue Bridge. Amble around this vibrant area's riverfront or experience its entertainment choices.

Wrigley Building

Learn about the local history of Chicago when you take a trip to Wrigley Building. Discover the acclaimed art galleries and notable monuments in this vibrant area.