$28 Cheap Flights to Oregon, IL

View $28 flight on Wed, May 6, 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 $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
Wed, May 6 - Tue, May 12
IAH
Houston
ORD
Chicago
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 6 from Houston to Chicago, returning Tue, May 12, priced at $56 just found
Spirit Airlines
Sat, Apr 25 - Wed, Apr 29
ATL
Atlanta
ORD
Chicago
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Apr 25 from Atlanta to Chicago, returning Wed, Apr 29, priced at $73 just found
American Airlines
Wed, Apr 29 - Tue, May 5
BOS
Boston
RFD
Rockford
$139 Roundtrip, found 18 hours ago
$139
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Apr 29 from Boston to Rockford, returning Tue, May 5, priced at $139 found 18 hours ago
JetBlue Airways
Sat, May 16 - Tue, May 19
BOS
Boston
ORD
Chicago
$167 Roundtrip, just found
$167
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, May 16 from Boston to Chicago, returning Tue, May 19, priced at $167 just found
Delta
Wed, Jun 10 - Tue, Jun 16
BOS
Boston
ORD
Chicago
$167 Roundtrip, just found
$167
Roundtrip
just found
Select Delta flight, departing Wed, Jun 10 from Boston to Chicago, returning Tue, Jun 16, priced at $167 just found

Alternative airports near Oregon

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

Select flight to Greater Rockford RFD. Cheapest and Closest option available. Average driving time to city center is 33 minutes. Flights from $335
RFD
Greater Rockford
CheapestClosest
Average driving time to city center33 min
Flights from $335

Frequently asked questions

What month is the cheapest to fly to Oregon?
Plan your trip for May if you want to get a deal on your fare. It's the cheapest month to fly to Oregon. If possible, avoid traveling during busy periods such as public holidays or major events.
Which US cities have the cheapest flights to Oregon?
Score cheap flights to Oregon from New York, Washington and Dallas. These cities typically offer the best fares to this unique destination. But remember that holiday periods, stopovers and demand will also have an impact on rates, so remain flexible and book when prices are right.
Which US cities fly direct to Oregon?
There are 150 US destinations that you can fly to Oregon directly from. Compare the options by using the "Direct flights only" filter on Expedia and find the ideal departure point for you. Here are a handful of the top cities to take off from:

  • New York
  • Washington
  • Dallas
  • Boston
  • Phoenix

How to find a cheap flight to Oregon?
Book early to maximize your chances of getting cheap flights to Oregon. Also, consider visiting during off-season months like December and January. If you leave on a Thursday, you'll save 16% on average compared to those departing on a Sunday.* Save time checking every day and track your flight prices using the Expedia app. We'll update you when 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 Oregon?
It's possible to get great deals on last-minute flights to Oregon, especially if your travel arrangements aren't set in stone. Think about flying from a different airport, changing your trip dates or selecting an alternative airline to get a cheap flight to Oregon.
How far in advance should I book a flight to Oregon?
Secure your flight to Oregon two to four months ahead if you're taking off from an international destination. For domestic travel, the general guideline is 28 days in advance. Lower fares and a greater choice of departure dates, times and seating options are just some of the perks of booking early.**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 Oregon?
You'll save an average of 8% by buying tickets on a Sunday instead of Fridays, which tend to be the priciest day to book.* When it comes to snapping up a cheap flight to Oregon, it's all about timing.*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 Oregon?
You can take your pick of a selection of airlines that offer flights to Oregon. Some of your top options are:

  • United Airlines - 13,391 flights to Oregon each month, including 13,391 flights to O'Hare Intl. Airport (ORD) per month.
  • American Airlines - 10,417 flights to Oregon each month, including 10,417 flights to O'Hare Intl. Airport (ORD) per month.
  • Delta Air Lines - 1,213 flights to Oregon each month, including 1,213 flights to O'Hare Intl. Airport (ORD) per month.

Where do you fly into Oregon?
Oregon's main point of arrival is Rockford, IL (RFD-Greater Rockford). If you'd like some nearby alternatives when flying to Oregon, consider Sterling, IL (SQI-Whiteside County), Janesville, WI (JVL-Southern Wisconsin Regional) or Peru, IL (VYS-Illinois Valley Regional). You can also fly to Oregon through Aurora, IL (AUZ-Aurora Municipal).
How far is the airport from central Oregon?
You'll be about 18 mi northeast of the center of Oregon after jetting into Rockford, IL (RFD-Greater Rockford).
Can I save money by booking an Oregon trip package?
Bundle your flight and hotel and you could save hundreds of dollars. Plus, you can add extras like tours and car rentals to your Oregon flight and hotel package deal. With Expedia, it's a breeze to manage all your Oregon travel plans in one place.
Can I change or cancel my flight to Oregon?
It's usually possible to cancel or change your flight to Oregon. Many airlines allow you to cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may issue you a credit toward a future flight in place of a direct refund. To reserve cheap flights to Oregon with flexible change policies, select "No cancel fee" or "Changes included" when you search. Want more information? Check out our Customer Service Portal.

*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 Oregon

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
Wed, May 6 - Tue, May 12
IAH
Houston
ORD
Chicago
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 6 from Houston to Chicago, returning Tue, May 12, priced at $56 just found

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