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

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 140 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 44 activities

Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

See all 24 activities

Chicago Craft Brewery Barrel Bus Tour

Free cancellation available

Attractions

See all 14 activities

360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

See all 9 activities

Rosemont: Two Flight Indoor Skydiving Experience

Free cancellation available

Popular places to visit

Unity Temple

This was Frank Lloyd Wright’s first major public building and is still considered one of his greatest achievements.

Ernest Hemingway Museum and House

Peek into the early life of one America’s best-loved writers.

Frank Lloyd Wright Historic District

4/5(1 review)

Visit the birthplace of modern architecture to explore the world's largest collections of homes and buildings designed by Frank Lloyd Wright.

Mills Park

Mills Park is just one of the places to see in Oak Park, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Oak Park Visitors Center

After visiting Oak Park Visitors Center, make a plan to see the other sights and activities in Oak Park. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.

Madison Street Theatre

You can get tickets for a performance at Madison Street Theatre during your trip to Oak Park. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.