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Wheeling

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Wheeling Flights as Low as $86

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

Frontier Airlines
Wed, Jun 3 - Thu, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$86 Roundtrip, found 13 hours ago
$86
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Thu, Jun 4, priced at $86 found 13 hours ago
Frontier Airlines
Tue, Jun 23 - Tue, Jun 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Jun 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jun 30, priced at $88 found 3 hours ago
Frontier Airlines
Mon, May 18 - Mon, May 25
MCO
Orlando Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 18 from Orlando Intl. to O'Hare Intl., returning Mon, May 25, priced at $90 found 3 days ago
Spirit Airlines
Sun, Jun 21 - Sun, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 3 hours ago
$152
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sun, Jun 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Jun 28, priced at $152 found 3 hours ago
Frontier Airlines
Wed, May 27 - Fri, May 29
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 27 from Los Angeles Intl. to O'Hare Intl., returning Fri, May 29, priced at $162 found 1 day ago
Bargain Flight
Wed, May 13 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 10 hours ago
$165
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Wed, May 13 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, May 13, priced at $165 found 10 hours ago
Frontier Airlines
Fri, May 1 - Sat, May 2
MCO
Orlando Intl.
MDW
Midway Intl.
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, May 1 from Orlando Intl. to Midway Intl., returning Sat, May 2, priced at $184 found 6 days ago
Delta
Wed, Aug 19 - Tue, Sep 8
MCO
Orlando Intl.
ORD
O'Hare Intl.
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Wed, Aug 19 from Orlando Intl. to O'Hare Intl., returning Tue, Sep 8, priced at $197 just found
American Airlines
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $197 found 1 day ago
American Airlines
Wed, May 27 - Thu, May 28
MCO
Orlando Intl.
RFD
Greater Rockford
$219 Roundtrip, found 6 days ago
$219
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Greater Rockford, returning Thu, May 28, priced at $219 found 6 days ago
Delta
Wed, May 20 - Tue, May 26
LAX
Los Angeles Intl.
MDW
Midway Intl.
$242 Roundtrip, just found
$242
Roundtrip
just found
Select Delta flight, departing Wed, May 20 from Los Angeles Intl. to Midway Intl., returning Tue, May 26, priced at $242 just found
Alaska Airlines
Fri, May 29 - Wed, Jun 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$293 Roundtrip, found 2 days ago
$293
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, May 29 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jun 3, priced at $293 found 2 days ago
American Airlines
Thu, Jun 4 - Sat, Jun 6
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jun 4 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jun 6, priced at $306 found 1 day ago
American Airlines
Sun, May 24 - Sun, May 31
LAX
Los Angeles Intl.
RFD
Greater Rockford
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, May 24 from Los Angeles Intl. to Greater Rockford, returning Sun, May 31, priced at $344 found 2 days ago
JetBlue Airways
Tue, Jun 2 - Thu, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$371 Roundtrip, just found
$371
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, Jun 4, priced at $371 just found
Sun Country Airlines
Wed, Jul 1 - Fri, Jul 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$498 Roundtrip, found 23 hours ago
$498
Roundtrip
found 23 hours ago
Select Sun Country Airlines flight, departing Wed, Jul 1 from Los Angeles Intl. to O'Hare Intl., returning Fri, Jul 3, priced at $498 found 23 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 June, 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 $86, 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 $86 right now, why wait?

Wheeling Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$86

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
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,281 reviews)
After two international flights this was a welcome overnight and we loved the view of the airport and downtown from our room. The restaurant was decent for a quick bite, and when our coffee machine didn’t work, they kindly gave us a voucher to buy one at their cafe. Comfortable overall stay with ...

Reviewed on Apr 29, 2026

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Hilton Chicago O'Hare Airport
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 ...
9/10 Wonderful! (2,705 reviews)
The entire hotel smelled amazing, clean but also a nice scent. Also it's been nicely updated, lobby and room. The breakfast was great. Hot or cold, good variety.

Reviewed on Apr 29, 2026

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SureStay Plus Hotel by Best Western Chicago Lombard
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,986 reviews)
Fantastic breakfast. Hall carpets are Super dirty Ice machines on all floors did not work But rooms were nice and the value is there and you consider the quality of the breakfast. It’s definitely worth staying. I can overlook dirty carpets.

Reviewed on Apr 28, 2026

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Comfort Suites Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
8.6/10 Excellent! (1,243 reviews)
Comfortable beds, clean room

Reviewed on Apr 29, 2026

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Marriott Chicago O'Hare
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
The room was very clean and comfortable. Family focused!

Reviewed on Apr 28, 2026

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Great Wolf Lodge Illinois
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,529 reviews)
more luxurious that my usual business stays, lots of room in the suite. Breakfast was pretty ordinary, happy hour snacks were welcome

Reviewed on Apr 29, 2026

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Embassy Suites by Hilton Chicago Lombard Oak Brook
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,922 reviews)
Clean room and excellent staff

Reviewed on Apr 28, 2026

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Holiday Inn Chicago O'Hare – Rosemont by IHG
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
5500 N River Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and ...
8.8/10 Excellent! (1,348 reviews)
Manager didn’t keep his word in refunding money to me for items taken from my room by cleaning staff. Front desk Staff was not helpful or knowledgeable and a housekeeping work went through my suitcase and removed items that didn’t belong to them. I felt my privacy was totally violated. I advise future ...

Reviewed on Apr 29, 2026

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Embassy Suites by Hilton Chicago O'Hare Rosemont
See all 2,767 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.