O'Hare Intl

$163+ Cheap flights from Oregon to O'Hare Intl (ORD)

PDX — ORD
Dec 11 — Dec 181
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Cheap flight deals from Oregon to O'Hare Intl

Cheapest flights from Oregon to O'Hare Intl

Sat 12/126:59 pm -
1 stop8h 38m
Tue 12/152:13 pm -
1 stop23h 44m
Deal found 11/9$277
Tue 12/85:10 pm -
1 stop29h 44m
Thu 12/107:25 am -
1 stop7h 38m
Deal found 11/8$345
Tue 12/85:10 pm -
1 stop29h 44m
Tue 12/157:25 am -
1 stop10h 45m
Deal found 11/10$346
Tue 12/87:00 am -
Nonstop4h 10m
Wed 12/92:08 pm -
Nonstop4h 57m
Deal found 11/8$347
Fri 12/118:30 am -
1 stop6h 01m
Sun 12/137:00 am -
1 stop8h 03m
Deal found 11/9$348
Sun 12/131:58 pm -
1 stop8h 56m
Sat 12/197:58 pm -
1 stop15h 31m
Deal found 11/9$349
Tue 12/85:10 pm -
1 stop29h 44m
Sun 12/137:00 am -
1 stop8h 03m
Deal found 11/10$351
Thu 11/1912:02 pm -
1 stop10h 19m
Sat 11/2110:00 pm -
1 stop14h 28m
Deal found 11/6$352
Wed 12/302:52 pm -
1 stop7h 07m
Sun 1/107:30 am -
1 stop28h 47m
Deal found 11/11$353
Sun 11/226:29 pm -
1 stop9h 45m
Wed 11/2510:00 pm -
1 stop14h 28m
Deal found 11/10$354
Thu 12/171:04 pm -
1 stop9h 22m
Tue 12/227:05 am -
1 stop7h 04m
Deal found 11/10$355
Sun 12/67:51 pm -
2 stops31h 10m
Sun 12/137:00 am -
1 stop8h 03m
Deal found 11/6$356

Find flight deals from Oregon to O'Hare Intl

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Alaska Airlines)

One-way from

$163
(Cheapflightsfares)

Popular in

November

Cheapest in

January

Average price

$441

Good round-trip deal

$414 or less

Good one-way deal

$226 or less
Provider with most accurate pricing for Portland-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Portland-Chicago (CHI) flights.
From Oregon to Chicago O'Hare Intl
One-way flight from Oregon to Chicago O'Hare Intl
Highest demand for flights based on searches. 14% potential increase in price ($60 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Oregon to Chicago O'Hare Intl.
Price to beat on a one-way flight from Oregon to Chicago O'Hare Intl.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Oregon to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Tue 12/15

7:00 am-1:07 pm

Nonstop4h 07m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$174

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Tue 1/19

7:38 pm-9:53 am

2 stops12h 15m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$189

EugeneChicago

EUG Eugene - ORD Chicago O'Hare Intl

EUGORD

Eugene

Wed 12/16

11:30 am-8:58 pm

1 stop7h 28m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$189

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Mon 12/7

10:43 am-4:49 pm

Nonstop4h 06m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$194

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Tue 12/15

9:57 am-9:35 pm

2 stops9h 38m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$194

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Fri 12/25

9:43 am-9:39 pm

2 stops9h 56m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$209

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Sun 12/20

5:30 am-8:18 pm

2 stops12h 48m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$209

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Fri 1/1

5:30 am-1:29 pm

1 stop5h 59m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$209

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Sun 12/13

7:00 am-6:06 pm

2 stops9h 06m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$214

EugeneChicago

EUG Eugene - ORD Chicago O'Hare Intl

EUGORD

Eugene

Wed 3/24

8:00 am-6:00 pm

1 stop8h 00m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Oregon to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Oregon with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Oregon to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Oregon to Chicago O'Hare Intl Airport?

Currently, February is the cheapest month in which you can book a flight from Oregon to Chicago O'Hare Intl Airport (average of $274). Flying from Oregon to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $519). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OR to ORD?

One of the essential ways to save on airfare from Oregon to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 50% on airfare.

Weekly flight availability from Oregon to Chicago O'Hare Intl Airport

The most flights from USOR to ORD are scheduled on a Monday (21 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Oregon to Chicago O'Hare Intl Airport?

Airfare is below average for this route at the moment.
Oregon to Chicago O'Hare Intl Airport flights typically cost between $382 and $616 in December.
The cheapest round-trip price found within the last 5 days was $345 on Frontier (Dec 8-Dec 10).

How far ahead should I book a flight from Oregon to Chicago O'Hare Intl Airport?

To ensure you get the cheapest price possible for a flight from Oregon to Chicago O'Hare Intl Airport, you should look to book at least 71 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest day to fly from Oregon to Chicago O'Hare Intl Airport?

Travelers seeking maximum savings on their Oregon to Chicago O'Hare Intl Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

  • How long is the flight from Oregon to Chicago O'Hare Intl Airport?

    Airlines like United Airlines, Alaska Airlines, and Delta fly from Oregon to Chicago O'Hare Intl Airport in about 3h 57m. The time it takes to get you to your destination can typically vary by up to 10h 11m. Airlines will cover a distance of 1733 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Oregon to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $72. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Oregon to Chicago O'Hare Intl Airport for a low price.

  • What are the most popular routes from Oregon to Chicago O'Hare Intl Airport?

  • What are the most reliable airlines from Oregon to Chicago O'Hare Intl Airport?

    The top 3 most reliable airlines when flying from Oregon to Chicago O'Hare Intl Airport are British Airways (88%), Air Canada (86%) and American Airlines (86%).

  • What are the cheapest flights from Oregon to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $165. While the most popular route (Portland - Chicago O'Hare Intl) can be booked for $313 on average, our data indicates $1,004 when flying from Oregon to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Oregon to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Oregon to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to O'Hare Intl.

  • Can I find deals for business class flights from Oregon to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Oregon to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to Chicago O'Hare Intl Airport?

    Currently, February is the cheapest month in which you can book a flight from Oregon to Chicago O'Hare Intl Airport (average of $274). Flying from Oregon to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $519). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Naperville
Lake Geneva
Des Plaines
Glenview
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Schaumburg
Libertyville
Rockford
Hoffman Estates
Gurnee
Orland Park
South Holland
Beloit
Elgin
Racine

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Oregon to O'Hare Intl

Top 5 airlines flying from Oregon to O'Hare Intl

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$430FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$198Average$481FlexibilityNo cancel feeOn-time75%
JetBlueCheapest$216Average$357FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$226Average$428FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$250Average$483FlexibilityNo cancel feeOn-time69%

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