Oregon

$177+ Cheap flights from Illinois to Oregon

ORD — PDX
Dec 5 — Dec 121
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Cheap flight deals from Illinois to Oregon

Cheapest flights from Illinois to Oregon

Wed 12/25:00 am -
1 stop8h 00m
Mon 12/711:30 am -
1 stop10h 08m
Deal found 11/1$307
Tue 12/222:17 pm -
1 stop9h 31m
Tue 12/297:59 pm -
1 stop7h 41m
Deal found 11/4$328
Tue 12/17:27 am -
1 stop14h 22m
Sat 12/53:37 pm -
1 stop6h 22m
Deal found 11/4$333
Wed 12/27:27 am -
1 stop14h 22m
Mon 12/75:28 am -
2 stops11h 32m
Deal found 11/1$350
Thu 12/32:13 pm -
1 stop10h 12m
Mon 12/74:00 pm -
1 stop19h 10m
Deal found 11/1$357
Wed 12/238:59 pm -
1 stop13h 30m
Wed 12/309:22 pm -
1 stop13h 57m
Deal found 11/4$357
Wed 12/210:05 am -
2 stops8h 40m
Wed 12/910:10 am -
2 stops7h 30m
Deal found 11/4$359
Thu 12/37:00 am -
2 stops13h 56m
Wed 12/91:17 pm -
2 stops13h 44m
Deal found 11/3$359
Fri 12/41:20 pm -
2 stops11h 00m
Sun 12/67:35 am -
2 stops8h 00m
Deal found 11/3$360
Thu 12/102:13 pm -
1 stop10h 12m
Tue 12/1510:13 am -
1 stop25h 02m
Deal found 11/2$360
Fri 12/256:00 am -
1 stop9h 24m
Wed 12/307:05 am -
1 stop14h 54m
Deal found 11/2$360
Thu 12/37:00 am -
1 stop7h 53m
Tue 12/85:10 pm -
2 stops26h 50m
Deal found 11/4$361

Find flight deals from Illinois to Oregon

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$257
(Alaska Airlines)

One-way from

$177
(Alaska Airlines)

Popular in

October

Cheapest in

January

Average price

$436

Good round-trip deal

$357 or less

Good one-way deal

$224 or less
Provider with most accurate pricing for Chicago (CHI)-Portland flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Portland flights.
From Illinois to Oregon
One-way flight from Illinois to Oregon
Highest demand for flights based on searches. 12% potential increase in price ($51 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Illinois to Oregon.
Price to beat on a one-way flight from Illinois to Oregon.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Illinois to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPortland

MDW Chicago Midway - PDX Portland

MDWPDX

Chicago Midway

Wed 11/25

9:25 pm-12:10 am

Nonstop4h 45m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$179

ChicagoEugene

ORD Chicago O'Hare Intl - EUG Eugene

ORDEUG

Chicago O'Hare Intl

Wed 12/23

7:35 am-12:12 pm

1 stop30h 37m

Eugene

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$179

ChicagoPortland

ORD Chicago O'Hare Intl - PDX Portland

ORDPDX

Chicago O'Hare Intl

Wed 11/25

7:45 pm-10:27 pm

Nonstop4h 42m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$179

ChicagoPortland

MDW Chicago Midway - PDX Portland

MDWPDX

Chicago Midway

Mon 12/21

9:30 pm-12:15 am

Nonstop4h 45m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$179

ChicagoPortland

MDW Chicago Midway - PDX Portland

MDWPDX

Chicago Midway

Thu 12/24

8:40 pm-11:25 pm

Nonstop4h 45m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$179

ChicagoPortland

ORD Chicago O'Hare Intl - PDX Portland

ORDPDX

Chicago O'Hare Intl

Mon 11/23

5:15 am-12:36 pm

1 stop9h 21m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$186

ChicagoPortland

ORD Chicago O'Hare Intl - PDX Portland

ORDPDX

Chicago O'Hare Intl

Fri 12/18

6:20 am-10:39 am

1 stop6h 19m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$189

ChicagoPortland

ORD Chicago O'Hare Intl - PDX Portland

ORDPDX

Chicago O'Hare Intl

Sat 11/21

3:47 pm-10:26 pm

2 stops8h 39m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$194

ChicagoPortland

ORD Chicago O'Hare Intl - PDX Portland

ORDPDX

Chicago O'Hare Intl

Wed 11/25

2:44 pm-11:51 pm

2 stops11h 07m

Portland

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$194

ChicagoEugene

MDW Chicago Midway - EUG Eugene

MDWEUG

Chicago Midway

Fri 2/12

10:05 am-3:35 pm

1 stop7h 30m

Eugene

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Illinois to Oregon

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

Cheapflights Insights

Everything you need to know about your flight from Illinois to Oregon

What is the cheapest month to book a flight from Illinois to Oregon?

Currently, January is the cheapest month in which you can book a flight from Illinois to Oregon (average of $317). Flying from Illinois to Oregon in October is currently the most expensive (average of $461). 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 IL to OR?

One of the essential ways to save on airfare from Illinois to Oregon is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 48% on airfare.

Weekly flight availability from Illinois to Oregon

The most flights from USIL to USOR are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (9 on average).

How much does it cost to fly round-trip from Illinois to Oregon?

Airfare is typical for this route at the moment.
Illinois to Oregon flights typically cost between $357 and $588 in December.
The cheapest round-trip price found within the last 5 days was $357 on Alaska Airlines (Dec 23-Dec 30).

How far ahead should I book a flight from Illinois to Oregon?

To ensure you get the cheapest price possible for a flight from Illinois to Oregon, you should look to book at least 63 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 Illinois to Oregon?

Travelers seeking maximum savings on their Illinois to Oregon flight should consider departing on Saturday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Oregon

Read reviews from past customers who have flown Southwest,Alaska Airlines, andDelta from Illinois to Oregon. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Overall

8.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

  • How long is the flight from Illinois to Oregon?

    A quick flight from Illinois to Oregon can take about 7h 09m. Alaska Airlines provides one of the quickest options available for as low as $379. Illinois and Oregon are separated by a distance of 1714 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to Oregon one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $102. However, be on the lookout for offers from Delta and Alaska Airlines, as they are both options that can get you from Illinois to Oregon for a low price.

  • Can I find deals for flights from Illinois to Oregon that include hotel bookings?

    Yes. In addition to deals on Illinois to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Oregon?

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

  • Can I find deals for business class flights from Illinois to Oregon?

    Yes. Cheapflights offers flight deals from Illinois to Oregon 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 Illinois to Oregon?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Oregon (average of $317). Flying from Illinois to Oregon in October is currently the most expensive (average of $461). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Illinois to Oregon

Top 7 airlines flying from Illinois to Oregon

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$155Average$250FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$191Average$218FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$197Average$480FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$217Average$492FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$222Average$519FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$239Average$374FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$480FlexibilityNo cancel feeOn-timeN/A

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