Plan a trip to see Regal City North

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Trump International Hotel & Tower Chicago

Downtown Chicago

per person

23 Sept - 26 Sept

found 1 day ago

Return flight included

London (LHR) to Chicago (ORD)

9.4/10 Exceptional! (1,659 reviews)

Excellent establishment great staff very clean and spacious

Reviewed on 5 Aug 2025

The Peninsula Chicago

Downtown Chicago

Save 100% on your flight

per person

23 Sept - 26 Sept

found 1 day ago

Return flight included

London (LHR) to Chicago (ORD)

9.8/10 Exceptional! (1,000 reviews)

Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on 26 Jul 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

per person

22 Oct - 29 Oct

found 1 day ago

Return direct flight included

London (LHR) to Chicago (ORD)

9.4/10 Exceptional! (2,049 reviews)

Amazing view, nice room sizes and very clean

Reviewed on 3 Aug 2025

Tours & day trips

See all 174 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

See all 37 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 14 activities

Chicago White Sox Baseball Game at Guaranteed Rate Field

Popular places to visit

Illinois Centennial Memorial Column

Learn about the local history of Chicago with a stop at Illinois Centennial Memorial Column. Stroll along the lakeside in this vibrant area or visit its top-notch restaurants.

The 606

After visiting The 606, make a plan to see the other sights and activities in Chicago.

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.

Humboldt Park

Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed art galleries and entertainment choices in this vibrant area.

Hamlin Park

After visiting Hamlin Park, make a plan to see the other sights and activities in Chicago. Make some time to visit the shops while you're in the area.

Concord Music Hall

Concord Music Hall is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the fascinating museums in this vibrant area.