Wheeling Holidays
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Top Flight + Hotel Deals in Wheeling
Price found within the past 48 hours. Click for updated prices.
Arlo Chicago
Downtown Chicago
Price was €944, price is now €565 per person
€565
per person
10 Nov - 16 Nov
found 6 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,826 reviews)
I wish that all the staff was more accommodating! some of them were some were not!
Reviewed on 6 Oct 2025
Pendry Chicago
Downtown Chicago
Price was €1,201, price is now €678 per person
€678
per person
10 Nov - 16 Nov
found 6 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
The bed was extremly comfortable Staff was very attentive. Highly recommend
Reviewed on 7 Oct 2025
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was €1,040, price is now €643 per person
€643
per person
10 Nov - 16 Nov
found 6 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Clean room, friendly staff, great location and within walking distance from all shops!
Reviewed on 7 Oct 2025
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was €1,089, price is now €682 per person
€682
per person
10 Nov - 16 Nov
found 6 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,142 reviews)
Room is clean and housekeeper is lovely
Reviewed on 6 Oct 2025
Top hotels in Wheeling
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is €140 per night from 29 Oct to 30 Oct
€140
29 Oct - 30 Oct
includes taxes & fees
8.6/10 Excellent! (2,045 reviews)
"nice"
Reviewed on 7 Oct 2025
SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is €77 per night from 9 Oct to 10 Oct
€77
9 Oct - 10 Oct
includes taxes & fees
8.8/10 Excellent! (2,276 reviews)
"Friendly staff!"
Reviewed on 4 Oct 2025
Marriott Chicago O'Hare
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is €153 per night from 24 Oct to 25 Oct
€153
24 Oct - 25 Oct
includes taxes & fees
8.4/10 Very Good! (1,158 reviews)
"Lake"
Reviewed on 3 Oct 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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
€38
per adult
100% of travellers recommend
Chicago By Night River & Lake Cruise
€38
per adult
96% of travellers recommend
Chicago Sightseeing River and Lake Cruise
€38
per adult
100% of travellers recommend
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Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
