Cheap Flights to Wheeling , IL from CA $172

View CA $172 flight on Wed, Apr 22, 2026Opens in a new window

Popular airlines to Wheeling

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How much is the cheapest flight to Wheeling?

Prices were available within the past 7 days and start at CA $172 for one-way flights and CA $273 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, May 23 - Tue, May 26
YYC
Calgary
ORD
Chicago
CA $273 Roundtrip, found 3 days ago
CA $273
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 23 from Calgary to Chicago, returning Tue, May 26, priced at CA $273 found 3 days ago
United
Mon, Apr 20 - Tue, Apr 21
YYC
Calgary
ORD
Chicago
CA $273 Roundtrip, found 3 days ago
CA $273
Roundtrip
found 3 days ago
Select United flight, departing Mon, Apr 20 from Calgary to Chicago, returning Tue, Apr 21, priced at CA $273 found 3 days ago
WestJet
Mon, May 4 - Thu, May 7
YYC
Calgary
ORD
Chicago
CA $277 Roundtrip, found 1 hour ago
CA $277
Roundtrip
found 1 hour ago
Select WestJet flight, departing Mon, May 4 from Calgary to Chicago, returning Thu, May 7, priced at CA $277 found 1 hour ago
Porter Airlines
Wed, Mar 25 - Fri, Mar 27
YUL
Montreal
MDW
Chicago
CA $281 Roundtrip, found 4 hours ago
CA $281
Roundtrip
found 4 hours ago
Select Porter Airlines flight, departing Wed, Mar 25 from Montreal to Chicago, returning Fri, Mar 27, priced at CA $281 found 4 hours ago
Air Canada
Fri, May 1 - Sun, May 3
YUL
Montreal
ORD
Chicago
CA $281 Roundtrip, found 1 hour ago
CA $281
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Fri, May 1 from Montreal to Chicago, returning Sun, May 3, priced at CA $281 found 1 hour ago

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From CA $109 - CA $427 per traveller.

Expedia.ca gives you the best tools to secure great deals on flights to Wheeling. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Wheeling. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Wheeling.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Wheeling flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Wheeling.

Looking to save even more? Get additional savings by bundling your Wheeling flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Wheeling trip!

Frequently asked questions

What is the name of Wheeling's airport?
The majority of travellers like to fly into O'Hare Intl. Airport (ORD) when visiting the bustling city of Wheeling.
How far is ORD from central Wheeling?
If you're staying in central Wheeling, it's a smart idea to work out how you'll get into the city before you land. The downtown area is about 18 kilometres from O'Hare Airport.
What airport is best to fly into Wheeling?
Flying to Wheeling means hitting the runway at either O'Hare Airport or Midway Intl. Airport (MDW). The first is 18 kilometres away from the downtown area. The second one is 40 kilometres away.
How many airlines fly to Wheeling?
There are 51 air carriers that jet into Wheeling from 237 airports around the world.
Which airlines fly to Wheeling?
In general, travellers opt to fly with United Airlines, American Airlines and Delta when going to Wheeling. The biggest proportion of these flights depart from New York, with United Airlines servicing this route the most.
How many nonstop flights are there to Wheeling?
Flying to a new place is much easier when there aren't any annoying stopovers to slow you down. If you're off to Wheeling, the good news is that there are approximately 7,564 direct flights operating each week.
Where are the most popular flights to Wheeling departing from?
Travellers often depart from New York, Washington and Dallas airports when going to Wheeling.
How long is the flight to Wheeling Airport?
If it's New York you're leaving behind, you'll be airborne for around 2 hours and 44 minutes before you touchdown in Wheeling. Tarmac to tarmac from Washington typically takes 2 hours and 15 minutes and from Dallas, the average flight time is 2 hours and 18 minutes.
How to book the cheapest flight to Wheeling?
If you want to save some cash on your Wheeling vacation, listen up! As any experienced jet-setter knows, don't leave booking until the last minute. Prices are usually highest just prior to the departure date. Also, shop around and compare your options. If your destination has several airports, you may be able to pick up a better deal by flying into one that's farther away. Finally, another simple way to save some cash is be ready to book fast. If you stumble on a fantastic bargain, don't think twice — snap it up while you've got the chance.
Do you have any tips for my flight to Wheeling?
If you're poorly prepared, airports and flying can be daunting. But there's no need to worry. Follow these handy hints and enjoy a stress-free start to your vacation in Wheeling. What to pack in your hand luggage:

  • Air travel can be a cruisy experience if you take the right things. First things first, you'll need basic toiletries, such as lip balm and hand cream, a fresh set of clothes and something to read. Secondly, leave space in your carry-on bag for your phone, tablet and chargers, medications and perhaps a blow-up neck pillow as well. Lastly, and most importantly, remember to take your passport, travel papers and some money.

Do not pack the following items in your hand luggage:

  • Leave all your full-sized bottles of hair gel and hairspray in your checked luggage. Any liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated. Pointed or sharp objects, like your treasured Swiss Army knife, and products which are explosive or flammable, such as aerosols and poisons, are also banned.

What to wear on a flight:

  • You'll want to choose comfort over style. Prepare for changes in temperature by donning layers, and opt for closed-toe, flat footwear like sneakers.
  • Caused by lengthy periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-distance flights. Lower your risks by staying hydrated, keeping your lower limbs moving and wearing compression socks to help improve your circulation.

How to get through airport security fast when flying to Wheeling?
Being prepared before you arrive at the airport will help make your trip to Wheeling a piece of cake. Check out our handy tips for a swift journey through security:

  • Security personnel first need to check that you have a valid passport and matching travel documents before you can proceed any further. Have them ready for inspection.
  • After that, both you and your hand luggage must be X-rayed. To make the process quick and painless, remove anything that might trigger the alarms. Items such as your belt, coat and headphones need to go through the machine.
  • Your electronic devices like phones and laptops will also have to go on a tray to be scanned. Don't worry though, you'll be back online in no time.
  • Remove gels and liquids from your carry-on bag. They usually need to be sent through the X-ray separately. Each item should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a quart-size (one litre), clear zip-close bag.
  • Choosing your footwear wisely can save you several precious minutes. Hiking boots are often required to be removed and X-rayed separately. Lightweight sneakers usually aren't.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them in your checked baggage. They won't be allowed on board and will be confiscated.

Flights to Wheeling information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $273

Trending flights to Wheeling

Prices were available within the past 7 days and start at CA $172 for one-way flights and CA $273 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, May 23 - Tue, May 26
YYC
Calgary
ORD
Chicago
CA $273 Roundtrip, found 3 days ago
CA $273
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 23 from Calgary to Chicago, returning Tue, May 26, priced at CA $273 found 3 days ago

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