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Wheeling

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Wheeling Flights as Low as $100

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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 August, 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 16 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 $100, 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 $100 right now, why wait?

Wheeling Flight Information
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Roundtrip price
$77

Last Minute Hotel Deals in Wheeling

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! (1,582 reviews)
Overnight stay for connecting onward travel
"Overnight stay after landing into Chicago. Huge complex with an array of different facilities, attentive staff, quick check in / check out, large room with toiletries and hairdryer. Complimentary airport shuttle bus was super helpful."

Reviewed on May 29, 2025

Hyatt Regency O'Hare Chicago
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! (2,144 reviews)
"The staff was very nice and helpful while parking gate was broken and had to park in shared lot behind hotel. The hotel was a short walk away from shopping and restaurants."

Reviewed on May 25, 2025

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
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! (1,036 reviews)
"Great stay"

Reviewed on May 27, 2025

Marriott Chicago O'Hare
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! (2,057 reviews)
"As advertised. All good."

Reviewed on May 24, 2025

Hilton Chicago O'Hare Airport
Four Points by Sheraton Chicago O'Hare Airport
Four Points by Sheraton Chicago O'Hare Airport
3 out of 5
10249 Irving Park Road, Schiller Park, IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
7.4/10 Good! (1,664 reviews)
"The shuttle service was very convenient"

Reviewed on May 26, 2025

Four Points by Sheraton Chicago O'Hare Airport
SpringHill Suites Chicago O'Hare by Marriott
SpringHill Suites Chicago O'Hare by Marriott
3 out of 5
8101 West Higgins Road, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,179 reviews)
"Easy access"

Reviewed on May 26, 2025

SpringHill Suites Chicago O'Hare by Marriott
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! (1,021 reviews)
"Perfect for a no frills, affordable and safe option in Chicago"

Reviewed on May 29, 2025

Chicago Getaway Hostel
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,103 reviews)
"NA"

Reviewed on May 29, 2025

Hyatt Regency Schaumburg Chicago
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.