Wheeling Vacations from ￥340,687
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Wheeling Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hotel Felix River North/Magnificent Mile
Aug 25 - Aug 29Hotel Felix River North/Magnificent Mile + Flight
Downtown Chicago4 nights4.0 star property8.2/10 - Very Good (2,837 reviews)"It was very clean and in a nice location to our needs. The bed was comfortable the shower was AMAZING!!! Good water pressure and heat! Keep that up! Ice water and boxed water were available and we loved the fast elevators. Thank you friends. We will be back!"Reviewed July 16, 2026Roundtrip • Tokyo (TYO) - Chicago (ORD)NRT - ORD • 1 stop ORD - NRT • 1 stop￥413,758￥340,687found 1 day agoper traveler - Sable at Navy Pier Chicago, Curio Collection by Hilton
Aug 25 - Aug 29Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago4 nights4.0 star property9.4/10 - Exceptional (2,610 reviews)Roundtrip • Tokyo (TYO) - Chicago (ORD)NRT - ORD • 1 stop ORD - NRT • 1 stop￥520,328￥420,151found 1 day agoper traveler - Level Chicago – Old Town
Aug 25 - Aug 29Level Chicago – Old Town + Flight
Downtown Chicago4 nights4.0 star property9.0/10 - Wonderful (501 reviews)"Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place."Reviewed July 14, 2026Roundtrip • Tokyo (TYO) - Chicago (ORD)NRT - ORD • 1 stop ORD - NRT • 1 stop￥467,275￥379,566found 14 hours agoper traveler - Trump International Hotel & Tower Chicago
Aug 25 - Aug 29Trump International Hotel & Tower Chicago + Flight
Downtown Chicago4 nights5.0 star property9.6/10 - Exceptional (1,936 reviews)Roundtrip • Tokyo (TYO) - Chicago (ORD)NRT - ORD • 1 stop ORD - NRT • 1 stop￥516,278￥430,769found 1 day agoper traveler - LondonHouse Chicago, Curio Collection by Hilton
Aug 25 - Aug 29LondonHouse Chicago, Curio Collection by Hilton + Flight
Downtown Chicago4 nights4.5 star property9.4/10 - Exceptional (3,756 reviews)"I love all about this hotel"Reviewed July 15, 2026Roundtrip • Tokyo (TYO) - Chicago (ORD)NRT - ORD • 1 stop ORD - NRT • 1 stop￥457,188￥381,469found 1 day agoper traveler
What to do in Wheeling
Rosemont: Two Flight Indoor Skydiving Experience
￥21,333
per traveler
70% of travelers recommend
Private Chicago Suburbs Movie Sites Tour
￥87,772
per adult
0% of travelers recommend
Chicago Movie Locations Tour
￥51,200
per traveler
0% of travelers recommend
Wheeling Hotel Deals
8.4 out of 10, Very Good, (1,258 reviews)
8.4/10
Very Good
(1,258 reviews)
The price is ￥9,726
￥9,726
￥10,989 total
includes taxes & fees
Jul 26 - Jul 27
Motel 6 Elk Grove Village, IL - O'Hare
Motel 6 Elk Grove Village, IL - O'Hare2.0 star property
14.6 km from Wheeling
7.8 out of 10, Good, (1,980 reviews)
7.8/10
Good
(1,980 reviews)
"fine for the price"
The price is ￥10,009
￥10,009
￥11,308 total
includes taxes & fees
Aug 9 - Aug 10
Best Western Plus Elgin - Chicago
Best Western Plus Elgin - Chicago3.0 star property
30.5 km from Wheeling
8.4 out of 10, Very Good, (1,002 reviews)
8.4/10
Very Good
(1,002 reviews)
"Great service and location"
The price is ￥15,020
￥15,020
￥16,819 total
includes taxes & fees
Jul 30 - Jul 31
Country Inn & Suites by Radisson, Crystal Lake, IL
Country Inn & Suites by Radisson, Crystal Lake, IL2.5 star property
32 km from Wheeling
8.8 out of 10, Excellent, (1,000 reviews)
8.8/10
Excellent
(1,000 reviews)
"Clean room, polite staff"
The price is ￥17,691
￥17,691
￥19,987 total
includes taxes & fees
Aug 16 - Aug 17
8.2 out of 10, Very Good, (1,832 reviews)
8.2/10
Very Good
(1,832 reviews)
The price is ￥9,726
￥9,726
￥10,892 total
includes taxes & fees
Jul 27 - Jul 28
Regal Inn - Chicago O'Hare Airport
Regal Inn - Chicago O'Hare Airport2.0 star property
24.3 km from Wheeling
8.0 out of 10, Very Good, (1,001 reviews)
8.0/10
Very Good
(1,001 reviews)
"Staffing were welcoming and friendly. My issue – the shower had not been properly cleaned as there were short hairs on the shower wall that may have come from a man shaving. Further, the shower was a very slow drain where I was standing in a foot of water. Free parking. Maybe 15 miles from downtown Chicago. On a major street with many fast food eateries."
The price is ￥10,397
￥10,397
￥11,122 total
includes taxes & fees
Jul 27 - Jul 28
La Quinta Inn & Suites by Wyndham Chicago Gurnee
La Quinta Inn & Suites by Wyndham Chicago Gurnee3.0 star property
26.6 km from Wheeling
8.0 out of 10, Very Good, (1,746 reviews)
8.0/10
Very Good
(1,746 reviews)
"Stayed here for the last 15 years, every time we go to Great America. It's always clean and comfortable, great location close to everything!"
The price is ￥13,569
￥13,569
￥15,195 total
includes taxes & fees
Aug 16 - Aug 17
9.2 out of 10, Wonderful, (1,084 reviews)
9.2/10
Wonderful
(1,084 reviews)
"I would definitely stay here again! It was in a very quiet neighborhood and I felt safe as a woman traveling alone. My room was large, had a kitchenette, large bathroom...it was clean and was well maintained. The feel-like temp was over 100 during my stay and the AC worked great. The hotel is very charming and well decorated. They have free parking which is a huge plus! They have a restaurant on site, but I did not have a chance to try it. It looked very nice, though. It's a block away from the...
The price is ￥17,263
￥17,263
￥19,159 total
includes taxes & fees
Jul 26 - Jul 27
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.