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Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

€1,218

per person

19 Dec - 24 Dec

found 6 hours ago

Return direct flight included

Manchester (MAN) to Chicago (ORD)

9.2/10 Wonderful! (303 reviews)

I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on 28 Oct 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

€1,698

per person

19 Dec - 24 Dec

found 6 hours ago

Return direct flight included

Manchester (MAN) to Chicago (ORD)

9.4/10 Exceptional! (1,761 reviews)

Great staff, very clean rooms, overall great experience

Reviewed on 31 Oct 2025

Pendry Chicago

Downtown Chicago

€1,265

per person

19 Dec - 24 Dec

found 6 hours ago

Return direct flight included

Manchester (MAN) to Chicago (ORD)

9.4/10 Exceptional! (1,110 reviews)

We loved the Pendry!

Reviewed on 27 Oct 2025

Tours & day trips

See all 152 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 49 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 25 activities

Odyssey Lake Michigan Premier Dinner Cruise

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 12 activities

Chicago: Two Flight Indoor Skydiving 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 art galleries 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 acclaimed art galleries 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 acclaimed theatre scene 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 art galleries.