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Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

€603

per person

31 Oct - 6 Nov

found 1 day 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 1 day 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 1 day 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 170 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 36 activities

Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

See all 32 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

Lincoln Hall

You can get tickets for a performance at Lincoln Hall during your stay in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Park West

You can enjoy a show at Park West on your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

South Pond

Commune with nature and explore the great outdoors at South Pond during your travels in Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.

Lincoln Park Conservatory

This glass structure filled with exotic plants is the perfect place to spend a quiet afternoon.

Lincoln Park Zoo

This small zoo in the center of Chicago is perfect for small children and parents looking for a quiet, leisurely stroll — and some impressive animals!

Armitage Avenue

During your trip to Chicago, you can enjoy retail therapy at Armitage Avenue. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.