Cheap flights To Wheeling (CHI) from $29
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Cheap Flights to Wheeling from $29 One Way, $58 Round Trip
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$58 Roundtrip, found 6 hours ago
$58
Roundtrip
found 6 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$63 Roundtrip, found 3 days ago
$63
Roundtrip
found 3 days ago
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$64 Roundtrip, found 1 hour ago
$64
Roundtrip
found 1 hour ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 5 hours ago
$68
Roundtrip
found 5 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$69 Roundtrip, found 1 hour ago
$69
Roundtrip
found 1 hour ago
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$73 Roundtrip, found 6 days ago
$73
Roundtrip
found 6 days ago
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 3 hours ago
$87
Roundtrip
found 3 hours ago
BOS
Logan Intl.
ORD
O'Hare Intl.
$94 Roundtrip, found 5 hours ago
$94
Roundtrip
found 5 hours ago
BOS
Logan Intl.
MDW
Midway Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Wheeling Flight Information
Traveling To | Wheeling |
|---|---|
Destination Airport IATA Code | CHI |
Number of Airlines Serving | |
Airlines | Frontier Airlines, Spirit Airlines, Southwest Airlines, JetBlue Airways |
Flight Price | $58 |
Earliest Departing Flight | |
Latest Departing Flight |
Flights Review
Mar 10, 2018
A verified traveler
Denver to Chicago · United
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Wheeling economy flight packages
Price found within the past 48 hours. Click for updated prices.
Wheeling premium economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Courtyard by Marriott Chicago Magnificent Mile
8.8/10 Excellent! (1,555 reviews)
Mar 6 - Mar 8
2 night stay
Dallas (DFW) to Chicago (ORD)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $530, price is now $445 per person
$445
per person
just found
Valet parking was easy and quick. The staff were all very pleasant and accommodating. The rooms were clean and the hotel overall was pleasant. Great location by restaurants and Mag Mile. Would stay again!
Reviewed on Nov 13, 2025
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (2,790 reviews)
Mar 6 - Mar 8
2 night stay
Dallas (DFW) to Chicago (ORD)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $636, price is now $493 per person
$493
per person
just found
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
4.0-star property
Hilton Chicago O'Hare Airport
8.2/10 Very Good! (2,158 reviews)
Mar 6 - Mar 8
2 night stay
Dallas (DFW) to Chicago (ORD)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $642, price is now $547 per person
$547
per person
just found
Awesome hotel, an island of peace and calm and first class treatment in a sea of chaos at O'Hare airport. Staff, restaurant, services--worth every penny. Early departure? Stay here the night before. We did. Calmly woke up and walked to the terminal thru the underground walkways. Truly pleasant and memorable stay.
Reviewed on Nov 11, 2025
Wheeling first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (2,790 reviews)
Feb 27 - Mar 4
5 night stay
Dallas (DFW) to Chicago (ORD)
American Airlines • Roundtrip • FirstClass
Price was $1,085, price is now $740 per person
$740
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
5.0-star property
Trump International Hotel & Tower Chicago
9.4/10 Exceptional! (1,773 reviews)
Feb 27 - Mar 4
5 night stay
Dallas (DFW) to Chicago (ORD)
American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,888, price is now $1,205 per person
$1,205
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!
Reviewed on Oct 13, 2025
5.0-star property
Waldorf Astoria Chicago
9.4/10 Exceptional! (1,000 reviews)
Feb 27 - Mar 4
5 night stay
Dallas (DFW) to Chicago (ORD)
American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,881, price is now $1,325 per person
$1,325
per person
found 1 day ago
Lovely room and spacious bathroom plus all of the high end touches (robes, slippers to soft mats and towels and great bath products and loved the nespresso maker!) View was not great but gym and lobby made up for it; bar was too crowded and we couldn’t get a late checkout but at least it was noon and they held our bags for a few hours!
Reviewed on Dec 31, 2025
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.