Cheap Flights to Oregon , IL from CA $160

View CA $160 flight on Sun, Apr 26, 2026Opens in a new window

Popular airlines to Oregon

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How much is the cheapest flight to Oregon?

Prices were available within the past 7 days and start at CA $160 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sun, May 3 - Thu, May 7
YYC
Calgary
ORD
Chicago
CA $267 Roundtrip, found 15 hours ago
CA $267
Roundtrip
found 15 hours ago
Select WestJet flight, departing Sun, May 3 from Calgary to Chicago, returning Thu, May 7, priced at CA $267 found 15 hours ago
American Airlines
Sun, May 24 - Sat, May 30
YYC
Calgary
ORD
Chicago
CA $267 Roundtrip, found 17 hours ago
CA $267
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sun, May 24 from Calgary to Chicago, returning Sat, May 30, priced at CA $267 found 17 hours ago
United
Mon, Apr 27 - Tue, Apr 28
YYC
Calgary
ORD
Chicago
CA $272 Roundtrip, found 18 hours ago
CA $272
Roundtrip
found 18 hours ago
Select United flight, departing Mon, Apr 27 from Calgary to Chicago, returning Tue, Apr 28, priced at CA $272 found 18 hours ago
Air Canada
Tue, Apr 14 - Tue, Apr 21
YUL
Montreal
ORD
Chicago
CA $282 Roundtrip, found 12 hours ago
CA $282
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Tue, Apr 14 from Montreal to Chicago, returning Tue, Apr 21, priced at CA $282 found 12 hours ago
Porter Airlines
Fri, Sep 11 - Sun, Sep 13
YTZ
Toronto
ORD
Chicago
CA $300 Roundtrip, found 3 days ago
CA $300
Roundtrip
found 3 days ago
Select Porter Airlines flight, departing Fri, Sep 11 from Toronto to Chicago, returning Sun, Sep 13, priced at CA $300 found 3 days 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.

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Frequently asked questions

What is the name of Oregon's airport?
Many travellers prefer to fly into O'Hare Intl. Airport (ORD) when visiting the happening city of Oregon.
What airport is best to fly into Oregon?
Situated 29 kilometres from the downtown area, RFD is the gateway to Oregon.
How many airlines fly to Oregon?
There are a total of 49 airlines connecting Oregon to 228 airports around the world.
Which airlines fly to Oregon?
Typically, travellers choose to fly with United Airlines, American Airlines and Delta when heading to Oregon. The biggest proportion of these flights depart from New York, with United Airlines flying this route the most frequently.
How many nonstop flights are there to Oregon?
With approximately 6,394 nonstop flights operating every week, you'll be hitting the runway in Oregon before you can say, "Are we there yet?"
Where are the most popular flights to Oregon departing from?
Flights to Oregon from New York, Washington and Dallas airports are the most popular.
How long is the flight to Oregon Airport?
Which city you depart from determines how long you'll be strapped into your seat. From New York to Oregon, the average flight time is 2 hours and 48 minutes. From Washington it's more like 2 hours and 18 minutes, and from Dallas it's 2 hours and 23 minutes.
How to book the cheapest flight to Oregon?
We've all come across those jet-setters who manage to pick up incredibly cheap plane tickets whenever they fly. Would you like to know how to do it for your Oregon vacation? Don't wait until the last minute to secure your flight. Another good way to get an unbeatable deal is to compare all options. If your destination has multiple airports, be sure to research the cost of flying into a less busy terminal. And finally, remember that the early bird catches the worm. Know what a typical airfare costs and have your credit card ready to snap up a ticket as soon as you spot a bargain. The best deals never last long.
Do you have any tips for my flight to Oregon?
Depending on where you're coming from, your trip to Oregon could be completely painless or it could go on forever. We've pulled together some useful hints that will help you start your next unforgettable escape on a positive note. What to pack in your hand luggage:

  • It's simple — first, put in your passport, official ID, wallet and vital medications. Next, you'll need some in-flight entertainment to while away the time. A thrilling book and a tablet crammed with your favourite shows are some great options. If you intend to catch a few z's, a neck pillow and a pair of earplugs will also be useful. Finally, find room for a toothbrush and some facial wipes so you'll arrive at your destination feeling fresh and raring to go.

Do not pack the following items in your hand luggage:

  • Squeeze all your full-sized bottles of shampoo and conditioner in your checked baggage. Any liquids in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated by security. Pointed or sharp objects, like your precious pocket knife, and dangerous products which are explosive or flammable, such as aerosol cans, spray paint and strong acids, are also not allowed.

What to wear on a flight:

  • The aisles of an aircraft are no place for a fashion parade. Wear layers and go for shoes that are flat and easy to slip on and off.
  • The result of prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clot 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 Oregon?
A little pre-planning before you arrive at the airport will help make your trip to Oregon a breeze. Below are some handy tips for a stress-free journey through security:

  • Airport security personnel first need to check that you have a valid passport and boarding pass before you can proceed any further. Have them close by, ready for inspection.
  • Time to strip down. Well sort of. Your belt, coat, keys and other contents of your pockets, like your headphones, will need to go through the X-ray machine. Make your life easier by removing them as it gets closer to your turn.
  • All electronic devices, including your phone and tablet, must also be separately scanned.
  • Any gels or liquids, such as perfume or toothpaste, that you want to take on board must be no greater than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-lock bag.
  • Lightweight sneakers are a sensible footwear choice as you're less likely to have to remove them when going through security. Big boots and other heavy shoes are often subjected to additional screening.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp objects like a pocket knife or tools, put them in your checked luggage. They won't be allowed in the cabin.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Oregon. 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 Oregon. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Oregon.

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 Oregon 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 Oregon.

Looking to save even more? Get additional savings by bundling your Oregon 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 Oregon trip!

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Roundtrip price
CA $267

Trending flights to Oregon

Prices were available within the past 7 days and start at CA $160 for one-way flights and CA $267 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sun, May 3 - Thu, May 7
YYC
Calgary
ORD
Chicago
CA $267 Roundtrip, found 15 hours ago
CA $267
Roundtrip
found 15 hours ago
Select WestJet flight, departing Sun, May 3 from Calgary to Chicago, returning Thu, May 7, priced at CA $267 found 15 hours ago

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