Wheeling Holidays from £1,489
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Your Wheeling Holiday
When you organise a holiday package to Wheeling, you can relax and enjoy your getaway knowing your travel plans are in order. Uncover the wonders of this vibrant city while staying in a neighbourhood like Riverwoods, which is good for nature. A trip to Wheeling is a superb opportunity to sightsee. Be sure to visit big-name attractions such as Marriott Theatre, The Glen Club and Arlington International Racecourse. Stop daydreaming and start doing. Explore the wide range of options on Expedia today and put your Wheeling holiday plans into action!
Top Wheeling Flight + Hotel Deals
Level Chicago Fulton Market
Reviewed on 22 May 2026
Level Chicago – Old Town
Reviewed on 28 May 2026
Trump International Hotel & Tower Chicago
Reviewed on 31 May 2026
Hilton Chicago O'Hare Airport
Reviewed on 29 May 2026
Wheeling Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 38,100 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Rosemont Theatre, Parkway Bank Park Entertainment District and Marriott Theatre |
Top hotels in Wheeling
Hyatt Regency O'Hare Chicago
"Convenient to O’Hare with reliable shuttle that runs frequently. The hotel itself and staff exceeded expectations. Would definitely stay here again."
Reviewed on 31 May 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
"Good location. I think you could walk to AllState Arena. Staff was super nice. Parking on site at an okay price. Bed was comfy and I loved the shower. However, my air conditioner smelled terrible! Like sweat plus mold. It got too hot not using it, I tried. Luckily I bring essential oils."
Reviewed on 31 May 2026
Sheraton Suites Chicago O'Hare
"Servers for breakfast were very polite and helpful."
Reviewed on 27 May 2026
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Wheeling
Skydeck - Willis Tower Admission
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
