$28 Cheap Flights to Wheeling, IL

View $28 flight on Wed, May 6, 2026Opens in a new window

Popular airlines to Wheeling

How much is the cheapest flight to Wheeling?

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, Jun 16 - Tue, Jun 23
LAX
Los Angeles
ORD
Chicago
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Jun 16 from Los Angeles to Chicago, returning Tue, Jun 23, priced at $68 found 2 hours ago
Spirit Airlines
Tue, Apr 28 - Wed, Apr 29
LGA
New York
ORD
Chicago
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 28 from New York to Chicago, returning Wed, Apr 29, priced at $87 just found
United
Wed, May 13 - Tue, May 19
EWR
New York
ORD
Chicago
$155 Roundtrip, found 2 hours ago
$155
Roundtrip
found 2 hours ago
Select United flight, departing Wed, May 13 from New York to Chicago, returning Tue, May 19, priced at $155 found 2 hours ago
Southwest Airlines
Wed, May 13 - Wed, May 20
LGA
New York
MDW
Chicago
$155 Roundtrip, found 5 hours ago
$155
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Wed, May 13 from New York to Chicago, returning Wed, May 20, priced at $155 found 5 hours ago
American Airlines
Sat, Jul 4 - Tue, Jul 7
EWR
New York
RFD
Rockford
$176 Roundtrip, found 1 hour ago
$176
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Jul 4 from New York to Rockford, returning Tue, Jul 7, priced at $176 found 1 hour ago

Alternative airports near Wheeling

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 20 minutes. Flights from $439
ORD
O'Hare Intl.
Average driving time to city center20 min
Flights from $439
Select flight to Midway Intl. MDW. Cheapest option available. Average driving time to city center is 45 minutes. Flights from $439
MDW
Midway Intl.
Cheapest
Average driving time to city center45 min
Flights from $439

Frequently asked questions

What month is the cheapest to fly to Wheeling?
June is the cheapest month to fly to Wheeling. Demand is lower then, so you're likely to snag a great deal. Booking your trip outside of public holidays and school breaks could also help you save.
Which US cities have the cheapest flights to Wheeling?
Score cheap flights to Wheeling from New York, Washington and Dallas. These cities generally offer the best fares to this unique destination. But bear in mind that holiday periods, stopovers and demand will also have an impact on rates, so stay flexible and book when prices are right.
Which US cities fly direct to Wheeling?
There are 150 US destinations where you can fly to Wheeling directly from. Compare the options by using the "Direct flights only" box on Expedia and find the best departure point for your trip. Here are some of the major cities to jet off from:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Wheeling?
To snag cheap flights to Wheeling, book in advance or travel during the off-season months of January and March. Want an insider tip? Jet off on a Thursday and save around 16% on average compared to traveling on a Sunday.* Set a price alert on the Expedia app and we'll notify you as soon as your fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Wheeling?
Staying flexible about your plans might help you to find last-minute deals on cheap flights to Wheeling. To view all the available options, consider exploring different ticket types, changing your Wheeling trip dates, leaving from an alternative airport or going with another carrier.
How far in advance should I book a flight to Wheeling?
To pick up some of the biggest savings on domestic journeys, book your flight to Wheeling 28 days ahead of your travel dates. For international flights, book between two and four months in advance. This increases your chances of locking in your preferred departure dates and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Wheeling?
Sundays are typically the best day to book a cheap flight to Wheeling, where you can save 8% on average compared to a Friday. If you decide to buy tickets on a Friday, be ready to pay a higher price as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Wheeling?
There are 44 carriers that connect Wheeling with 216 airports all over the world. The chief gateway to this city is O'Hare Intl. Airport (ORD). Book a fare with any of these leading airlines to Wheeling:

  • United Airlines
  • American Airlines
  • Delta Air Lines
  • Alaska Airlines

Where do you fly into Wheeling?
When you're flying to Wheeling, the main airport to land at is O'Hare Intl. Airport (ORD). You can also jet into nearby hubs like Midway Intl. Airport (MDW), Lewis University Airport (LOT) or General Mitchell Intl. Airport (MKE). Another possibility to think about when you fly to Wheeling is Chicago Executive Airport (PWK).
How far is the airport from central Wheeling?
Landing at O'Hare Intl. Airport (ORD) puts you around 11 mi south of central Wheeling.
Can I save money by booking a Wheeling trip package?
Bundle your accommodations and flights and you could save hundreds of dollars. Better yet, you can add extras like tours and car rentals to your Wheeling flight and hotel package deal. With Expedia, it's simple to look after all your Wheeling travel arrangements in one place.
Can I change or cancel my flight to Wheeling?
If you booked your flight to Wheeling within the last 24 hours, you can often cancel or change it for free. After that, extra charges may apply depending on the airline's terms and conditions. For more information, visit our Customer Service Portal. Bear in mind that some flights are non-refundable, so you may be issued a credit toward a future flight rather than a direct refund. When searching on Expedia, use the "Changes included" or "No cancel fee" boxes to find tickets with flexible change policies.

*Flight schedules are subject to change.

*Available to One Key members.

 

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
$56

Trending flights to Wheeling

Prices were available within the past 7 days and start at $28 for one-way flights and $56 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Tue, May 5 - Tue, May 12
IAH
Houston
ORD
Chicago
$56 Roundtrip, found 5 hours ago
$56
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, May 5 from Houston to Chicago, returning Tue, May 12, priced at $56 found 5 hours ago

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