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Wheeling

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Wheeling Flights as Low as $90

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Tue, Sep 16 - Wed, Sep 17
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$90 Roundtrip, found 3 hours ago
$90
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Sep 16 from George Bush Intercontinental to O'Hare Intl., returning Wed, Sep 17, priced at $90 found 3 hours ago
Spirit Airlines
Mon, Sep 15 - Sat, Sep 27
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Sep 15 from George Bush Intercontinental to O'Hare Intl., returning Sat, Sep 27, priced at $92 found 4 days ago
Spirit Airlines
Tue, Aug 19 - Fri, Aug 29
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$97 Roundtrip, found 6 days ago
$97
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Aug 19 from George Bush Intercontinental to O'Hare Intl., returning Fri, Aug 29, priced at $97 found 6 days ago
Spirit Airlines
Sat, Aug 23 - Tue, Aug 26
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Aug 23 from George Bush Intercontinental to O'Hare Intl., returning Tue, Aug 26, priced at $97 found 4 days ago
Spirit Airlines
Tue, Aug 26 - Tue, Sep 2
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Aug 26 from George Bush Intercontinental to O'Hare Intl., returning Tue, Sep 2, priced at $100 found 1 day ago
Frontier Airlines
Sun, Sep 7 - Fri, Sep 12
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$115 Roundtrip, found 1 day ago
$115
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Sep 7 from George Bush Intercontinental to O'Hare Intl., returning Fri, Sep 12, priced at $115 found 1 day ago
Frontier Airlines
Mon, Sep 15 - Thu, Sep 18
IAH
George Bush Intercontinental
MDW
Midway Intl.
$122 Roundtrip, found 3 hours ago
$122
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Sep 15 from George Bush Intercontinental to Midway Intl., returning Thu, Sep 18, priced at $122 found 3 hours ago
American Airlines
Tue, Sep 16 - Wed, Sep 17
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Sep 16 from George Bush Intercontinental to O'Hare Intl., returning Wed, Sep 17, priced at $141 found 3 hours ago
United
Tue, Sep 16 - Wed, Sep 17
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Sep 16 from George Bush Intercontinental to O'Hare Intl., returning Wed, Sep 17, priced at $141 found 3 hours ago
Bargain Flight
Sun, Sep 7 - Thu, Sep 11
BUF
Buffalo Niagara Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 21 hours ago
$152
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Sun, Sep 7 from Buffalo Niagara Intl. to O'Hare Intl., returning Thu, Sep 11, priced at $152 found 21 hours ago
Delta
Thu, Sep 4 - Mon, Sep 15
BUF
Buffalo Niagara Intl.
ORD
O'Hare Intl.
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Sep 4 from Buffalo Niagara Intl. to O'Hare Intl., returning Mon, Sep 15, priced at $200 found 5 days ago
JetBlue Airways
Tue, Sep 9 - Tue, Sep 16
BUF
Buffalo Niagara Intl.
ORD
O'Hare Intl.
$203 Roundtrip, found 5 days ago
$203
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 9 from Buffalo Niagara Intl. to O'Hare Intl., returning Tue, Sep 16, priced at $203 found 5 days ago
Spirit Airlines
Wed, Aug 27 - Sat, Aug 30
SNA
John Wayne
ORD
O'Hare Intl.
$214 Roundtrip, found 3 hours ago
$214
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Aug 27 from John Wayne to O'Hare Intl., returning Sat, Aug 30, priced at $214 found 3 hours ago
Frontier Airlines
Sat, Aug 23 - Sun, Aug 24
BUF
Buffalo Niagara Intl.
MDW
Midway Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 23 from Buffalo Niagara Intl. to Midway Intl., returning Sun, Aug 24, priced at $217 found 1 day ago
Frontier Airlines
Fri, Aug 22 - Thu, Aug 28
SNA
John Wayne
MDW
Midway Intl.
$273 Roundtrip, found 3 days ago
$273
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Aug 22 from John Wayne to Midway Intl., returning Thu, Aug 28, priced at $273 found 3 days ago
Alaska Airlines
Sun, Aug 31 - Sun, Aug 31
SNA
John Wayne
ORD
O'Hare Intl.
$643 Roundtrip, found 3 hours ago
$643
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Sun, Aug 31 from John Wayne to O'Hare Intl., returning Sun, Aug 31, priced at $643 found 3 hours ago

Cheap Flights to Wheeling

Fall in love at first flight with your vacation to Wheeling by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Wheeling on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Wheeling, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Wheeling

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Wheeling with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Wheeling?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Wheeling are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wheeling?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Wheeling.

What airport is best to fly into Wheeling?

When you’re planning your trip to Wheeling, convenience is the name of the game. Luckily, Wheeling Chicago Executive Airport is nearby so you can deplane and get going on checking off everything on your Wheeling must-do list.

How much are flights to Wheeling?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wheeling on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $90, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Wheeling?

The trick to saving a stack of cash on your flight to Wheeling? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $90 right now, why wait?

Wheeling Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$72

Last Minute Hotel Deals in Wheeling

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8/10 Very Good! (2,076 reviews)
"Clean and efficient all around. Helpful location for activities around airport/Rosemont"

Reviewed on Aug 3, 2025

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Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
8.4/10 Very Good! (1,111 reviews)
"I had a bad experience at another hotel while visiting Chicago for a basketball tournament and thankfully was able to find another hotel quickly. Upon checking in, staff member Jared was great. He was sympathetic to what I went through at the other hotel and unexpectedly gave us an upgraded junior ..."

Reviewed on Aug 2, 2025

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Marriott Chicago O'Hare
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

3.5 out of 5
5440 N River Rd, Rosemont, IL
Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (2,359 reviews)
"Property is a bit run-down and could use a revamp, but the location is great (for convention center show and proximity to shopping and restaurants). Very kind staff, especially Marino at the front desk!"

Reviewed on Aug 2, 2025

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Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,808 reviews)
"Excellent exce"

Reviewed on Jul 31, 2025

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Hyatt Regency O'Hare Chicago
Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

3 out of 5
6810 Mannheim Rd, Rosemont, IL
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.2/10 Very Good! (3,052 reviews)
"Parkin"

Reviewed on Aug 2, 2025

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Hyatt Place Chicago/O'Hare Airport
Holiday Inn Chicago North Shore by IHG

Holiday Inn Chicago North Shore by IHG

3 out of 5
5300 West Touhy Ave, Skokie, IL
Stay at this 3-star business-friendly hotel in Skokie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.4/10 Good! (1,321 reviews)
"Close to my destination"

Reviewed on Aug 4, 2025

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Holiday Inn Chicago North Shore by IHG
SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street, Lombard, IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (2,169 reviews)
"Good"

Reviewed on Aug 4, 2025

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SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Getaway Hostel

Chicago Getaway Hostel

2 out of 5
616 W Arlington Pl, Chicago, IL
Stay at this hostel in Chicago. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,103 reviews)
"I’ll miss you all!"

Reviewed on Jul 26, 2025

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Chicago Getaway Hostel
See all 2,615 properties in Wheeling
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.