$99+ Cheap flights from Illinois to Oregon
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Mar 4 — Mar 111
1 adult, Economy
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Find cheap flights from Illinois to Oregon with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Illinois to OregonExplore the most affordable flight options available from Illinois to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
Explore the most affordable flight options available from Illinois to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:12 pm
STL
- PDX
1 stop15h 57m
Frontier
Fri 3/1312:04 pm
PDX
- STL
1 stop19h 45m
Frontier
Deal found 1/31![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:12 pm
STL
- BOI
1 stop15h 08m
Frontier
Thu 3/1212:15 pm
BOI
- STL
1 stop20h 34m
Frontier
Deal found 2/1![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:12 pm
STL
- PDX
1 stop15h 57m
Frontier
Mon 3/912:52 pm
PDX
- STL
1 stop28h 19m
Frontier
Deal found 1/31![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:19 pm
STL
- PDX
1 stop16h 54m
Frontier
Thu 3/1212:04 pm
PDX
- STL
1 stop19h 45m
Frontier
Deal found 1/31![Frontier logo]()
$197
This CheapOair deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:18 pm
ORD
- PDX
1 stop13h 41m
Frontier
Mon 4/2712:52 pm
PDX
- ORD
1 stop15h 55m
Frontier
Deal found 1/31![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:05 pm
MDW
- PDX
Nonstop4h 20m
Southwest
Sat 6/611:30 pm
PDX
- MDW
Nonstop3h 50m
Southwest
Deal found 1/31![Southwest logo]()
$202
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:15 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Sat 3/71:00 pm
PDX
- ORD
1 stop6h 29m
United Airlines
Deal found 1/31![United Airlines logo]()
$203
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:15 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Sun 2/2211:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Deal found 2/1![United Airlines logo]()
$204
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:45 am
MDW
- PDX
2 stops10h 45m
Southwest
Sat 3/146:20 pm
PDX
- MDW
1 stop9h 35m
Southwest
Deal found 1/31![Southwest logo]()
$206
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:50 pm
MDW
- PDX
Nonstop4h 20m
Southwest
Mon 5/411:55 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 1/30![Southwest logo]()
$207
This Alaska Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Sat 3/73:52 pm
PDX
- ORD
1 stop6h 04m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:29 pm
ORD
- BOI
1 stop7h 30m
Hawaiian Airlines
Mon 3/93:47 pm
BOI
- ORD
1 stop7h 09m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$207
Best flights from Illinois to OregonDiscover carefully curated flight deals from Illinois to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
Discover carefully curated flight deals from Illinois to Oregon that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 2, 2026.
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:45 am
MDW
- PDX
2 stops10h 45m
Southwest
Sat 3/146:20 pm
PDX
- MDW
1 stop9h 35m
Southwest
Deal found 1/31![Southwest logo]()
$206
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/112:05 pm
MDW
- PDX
1 stop8h 20m
Delta
Fri 3/1312:30 am
PDX
- MDW
1 stop6h 20m
Delta
Deal found 2/1![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/128:04 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Sun 3/1511:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Deal found 1/31![United Airlines logo]()
$217
This CheapOair deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:12 pm
STL
- PDX
1 stop18h 50m
Frontier
Wed 4/221:48 pm
PDX
- STL
1 stop27h 24m
Frontier
Deal found 2/1![Frontier logo]()
$222
This Alaska Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/63:54 pm
ORD
- BOI
1 stop7h 46m
Alaska Airlines
Mon 3/99:52 am
BOI
- ORD
1 stop13h 04m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$229
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:13 pm
STL
- BOI
1 stop7h 10m
American Airlines
Sun 4/51:39 pm
BOI
- STL
1 stop8h 19m
American Airlines
Deal found 1/31![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:20 pm
MDW
- PDX
Nonstop4h 25m
Southwest
Wed 3/1111:55 pm
PDX
- MDW
Nonstop3h 50m
Southwest
Deal found 1/30![Southwest logo]()
$207
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:49 pm
MDW
- PDX
1 stop8h 41m
Delta
Tue 3/312:09 pm
PDX
- MDW
1 stop8h 24m
Delta
Deal found 1/31![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:25 pm
ORD
- PDX
Nonstop4h 33m
United Airlines
Sat 4/188:40 am
PDX
- ORD
1 stop8h 14m
United Airlines
Deal found 1/31![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:30 pm
MDW
- PDX
1 stop6h 30m
Southwest
Tue 5/511:55 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 1/30![Southwest logo]()
$207
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
ORD
- BOI
1 stop7h 35m
Alaska Airlines
Tue 4/285:56 pm
BOI
- ORD
1 stop18h 17m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$229
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/292:12 pm
MDW
- PDX
1 stop7h 53m
Delta
Mon 5/412:30 am
PDX
- MDW
1 stop6h 21m
Delta
Deal found 1/30![Delta logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/123:54 pm
ORD
- BOI
1 stop9h 05m
Alaska Airlines
Wed 3/185:16 pm
BOI
- ORD
1 stop12h 23m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2110:30 pm
MDW
- PDX
Nonstop4h 25m
Southwest
Thu 3/265:20 am
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 2/1![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:12 pm
MDW
- PDX
1 stop7h 53m
Delta
Mon 4/2012:30 am
PDX
- MDW
1 stop6h 21m
Delta
Deal found 2/1![Delta logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:12 pm
STL
- BOI
1 stop15h 08m
Frontier
Thu 3/1212:15 pm
BOI
- STL
2 stops24h 19m
Frontier
Deal found 2/1![Frontier logo]()
$273
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:00 pm
ORD
- RDM
1 stop7h 45m
United Airlines
Sat 3/71:54 pm
RDM
- ORD
1 stop9h 05m
United Airlines
Deal found 1/31![United Airlines logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:24 pm
ORD
- EUG
1 stop6h 34m
Alaska Airlines
Tue 4/147:17 pm
EUG
- ORD
1 stop9h 22m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$237
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:50 pm
MDW
- PDX
Nonstop4h 20m
Southwest
Tue 5/511:55 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 2/1![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/11:57 pm
ORD
- PDX
1 stop9h 56m
Delta
Mon 4/612:30 am
PDX
- ORD
1 stop6h 10m
Delta
Deal found 1/30![Delta logo]()
$217
This American Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/196:00 am
STL
- PDX
1 stop6h 58m
American Airlines
Sun 2/2211:35 pm
PDX
- STL
1 stop7h 06m
American Airlines
Deal found 2/1![American Airlines logo]()
$293
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:07 pm
ORD
- EUG
1 stop10h 40m
Alaska Airlines
Fri 3/61:29 pm
EUG
- ORD
1 stop8h 27m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$238
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:20 pm
MDW
- PDX
Nonstop4h 25m
Southwest
Thu 3/2611:55 pm
PDX
- MDW
Nonstop3h 50m
Southwest
Deal found 1/30![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:14 pm
ORD
- PDX
1 stop7h 18m
Delta
Mon 4/2012:30 am
PDX
- ORD
1 stop6h 08m
Delta
Deal found 2/1![Delta logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/144:08 pm
ORD
- BOI
1 stop6h 26m
United Airlines
Wed 3/185:00 am
BOI
- ORD
1 stop5h 19m
United Airlines
Deal found 2/1![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:52 pm
MLI
- PDX
1 stop10h 07m
American Airlines
Fri 5/112:59 am
PDX
- MLI
1 stop8h 48m
American Airlines
Deal found 1/31![American Airlines logo]()
$309
This Alaska Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:40 am
ORD
- EUG
1 stop11h 14m
Alaska Airlines
Sat 3/149:01 am
EUG
- ORD
1 stop12h 55m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$238
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
MDW
- PDX
1 stop6h 15m
Southwest
Sat 4/187:05 pm
PDX
- MDW
1 stop8h 35m
Southwest
Deal found 1/31![Southwest logo]()
$224
This Delta deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/191:36 pm
ORD
- PDX
1 stop10h 06m
Delta
Mon 4/2012:30 am
PDX
- ORD
1 stop6h 08m
Delta
Deal found 2/1![Delta logo]()
$227
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:25 am
STL
- PDX
2 stops9h 19m
United Airlines
Tue 3/101:00 pm
PDX
- STL
1 stop5h 41m
United Airlines
Deal found 2/1![United Airlines logo]()
$279
Last-minute flights from Illinois to OregonDiscover last-minute flight deals from Illinois to Oregon. Data last updated February 2, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Oregon. Data last updated February 2, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/149:46 pm
ORD
- PDX
Nonstop4h 31m
American Airlines
Wed 2/1811:35 pm
PDX
- ORD
Nonstop3h 57m
American Airlines
Deal found 1/31![American Airlines logo]()
$211
This Alaska Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/182:07 pm
ORD
- PDX
Nonstop4h 43m
Alaska Airlines
Tue 2/247:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Deal found 1/31![Alaska Airlines logo]()
$214
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:15 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Sun 2/2211:59 pm
PDX
- ORD
Nonstop3h 54m
United Airlines
Deal found 2/1![United Airlines logo]()
$204
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/241:49 pm
MDW
- PDX
1 stop8h 41m
Delta
Wed 2/2512:40 am
PDX
- MDW
1 stop6h 26m
Delta
Deal found 1/31![Delta logo]()
$227
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:29 pm
ORD
- PDX
1 stop7h 12m
Alaska Airlines
Sat 2/287:00 am
PDX
- ORD
Nonstop4h 11m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:35 pm
MDW
- PDX
Nonstop4h 25m
Southwest
Sun 3/16:45 am
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 1/30![Southwest logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:10 am
ORD
- PDX
Nonstop4h 45m
United Airlines
Sat 2/284:00 pm
PDX
- ORD
1 stop5h 59m
United Airlines
Deal found 2/1![United Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:45 pm
ORD
- PDX
1 stop7h 08m
Delta
Mon 3/212:40 am
PDX
- ORD
1 stop6h 00m
Delta
Deal found 1/31![Delta logo]()
$227
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:29 pm
ORD
- BOI
1 stop7h 30m
Alaska Airlines
Tue 3/179:00 pm
BOI
- ORD
1 stop8h 39m
Alaska Airlines
Deal found 2/1![Alaska Airlines logo]()
$229
This United Airlines deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:15 pm
ORD
- PDX
Nonstop4h 41m
United Airlines
Sat 3/71:00 pm
PDX
- ORD
1 stop6h 29m
United Airlines
Deal found 2/1![United Airlines logo]()
$203
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:30 pm
MDW
- PDX
Nonstop4h 30m
Southwest
Sun 3/89:25 pm
PDX
- MDW
1 stop6h 30m
Southwest
Deal found 1/31![Southwest logo]()
$208
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/283:15 pm
MDW
- PDX
1 stop9h 15m
Southwest
Sat 3/76:20 pm
PDX
- MDW
1 stop9h 35m
Southwest
Deal found 1/31![Southwest logo]()
$220
One-way flights from Illinois to OregonSearch for one-way flight options from Illinois to Oregon. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
Search for one-way flight options from Illinois to Oregon. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1111:25 am
MDW
- BOI
2 stops24h 55m
Frontier
Deal found 1/30![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/138:16 pm
STL
- PDX
1 stop18h 46m
Frontier
Deal found 2/1![Frontier logo]()
$100
This Kiwi.com deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:23 pm
ORD
- BOI
2 stops41h 28m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$100
This Expedia deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/238:12 pm
STL
- PDX
1 stop16h 51m
Frontier
Deal found 2/1![Frontier logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:59 am
ORD
- BOI
2 stops27h 12m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$107
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:25 am
MDW
- BOI
2 stops29h 46m
Frontier
Deal found 1/30![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:05 am
ORD
- BOI
2 stops31h 06m
Frontier
Deal found 1/30![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:00 am
ORD
- PDX
1 stop6h 33m
Hawaiian Airlines
Deal found 1/31![Hawaiian Airlines logo]()
$113
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:05 pm
MDW
- BOI
1 stop7h 15m
Southwest
Deal found 1/31![Southwest logo]()
$113
This Southwest deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/185:45 am
MDW
- PDX
2 stops10h 45m
Southwest
Deal found 1/30![Southwest logo]()
$114
This Alaska Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:00 am
ORD
- BOI
1 stop8h 58m
Alaska Airlines
Deal found 1/30![Alaska Airlines logo]()
$115
This Southwest deal was found by Cheapflights users on 2/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/178:10 am
MDW
- PDX
Nonstop4h 35m
Southwest
Deal found 2/1![Southwest logo]()
$116
Find flight deals from Illinois to Oregon
Keep the following information in mind while searching for Illinois to Oregon flight deals. Data was last updated February 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $133 (Kiwi.com) |
One-way from | $99 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $309 |
Good round-trip deal | $241 or less |
Good one-way deal | $108 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Oregon that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
Use the filters below to find and compare flights from Illinois to Oregon that are best for you.
Fly from
Illinois
Fly to
Oregon
Route
Depart
Return
Price
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Tue 3/10
5:45 am-2:30 pm
2 stops10h 45m
Portland
Sat 3/14
6:20 pm-5:55 am
1 stop9h 35m
$206
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 3/5
10:20 pm-12:45 am
Nonstop4h 25m
Portland
Wed 3/11
11:55 pm-5:45 am
Nonstop3h 50m
$207
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 4/29
5:30 pm-10:00 pm
1 stop6h 30m
Portland
Tue 5/5
11:55 pm-5:50 am
Nonstop3h 55m
$207
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 3/21
10:30 pm-12:55 am
Nonstop4h 25m
Portland
Thu 3/26
5:20 am-11:15 am
Nonstop3h 55m
$213
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 3/11
2:05 pm-8:25 pm
1 stop8h 20m
Portland
Fri 3/13
12:30 am-8:50 am
1 stop6h 20m
$217
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Thu 3/12
8:04 pm-10:45 pm
Nonstop4h 41m
Portland
Sun 3/15
11:59 pm-5:53 am
Nonstop3h 54m
$217
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Tue 2/24
1:49 pm-8:30 pm
1 stop8h 41m
Portland
Tue 3/3
12:09 pm-10:33 pm
1 stop8h 24m
$217
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 4/29
2:12 pm-8:05 pm
1 stop7h 53m
Portland
Mon 5/4
12:30 am-8:51 am
1 stop6h 21m
$217
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 4/18
2:12 pm-8:05 pm
1 stop7h 53m
Portland
Mon 4/20
12:30 am-8:51 am
1 stop6h 21m
$217
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 4/30
9:50 pm-12:10 am
Nonstop4h 20m
Portland
Tue 5/5
11:55 pm-5:50 am
Nonstop3h 55m
$217
Showing 1-10 of 60 results
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.
STL-PDX
STL-BOI
ORD-PDX
MDW-PDX
ORD-BOI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Oregon
USIL-USOR
STL-PDX
STL-BOI
ORD-PDX
MDW-PDX
What is the cheapest month to book a flight from Illinois to Oregon?
Currently, March is the cheapest month in which you can book a flight from Illinois to Oregon (average of $122). Flying from Illinois to Oregon in December is currently the most expensive (average of $207). 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?
Find hourly flight availability from Illinois to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 2, 2026.
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 25% on airfare.
What is the cheapest day to fly from Illinois to Oregon?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Oregon. Price data was last updated on January 31, 2026.
Travelers seeking maximum savings on their Illinois to Oregon flight should consider departing on Saturday mornings 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.
Weekly flight availability from Illinois to Oregon
Explore weekly flight availability from Illinois to Oregon. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 2, 2026.
The most flights from USIL to USOR are scheduled on a Thursday (17 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).
Reviews of airlines servicing Oregon
Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated February 2, 2026.
Read reviews from past customers who have flown Alaska Airlines, Southwest, and Hawaiian Airlines from Illinois to Oregon. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.0
Boarding
8.1
Food
7.1
Comfort
7.8
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Crew
8.5
Entertainment
7.0
Boarding
8.1
Food
7.1
Comfort
7.8
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Crew
8.5
Entertainment
7.0
Boarding
8.1
Food
7.1
Comfort
7.8
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Crew
8.5
Entertainment
7.0
Boarding
8.1
Food
7.1
Comfort
7.8
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Crew
8.5
Entertainment
7.0
Boarding
8.1
Food
7.1
Comfort
7.8
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Crew
8.5
Entertainment
7.0
Boarding
8.1
Food
7.1
Comfort
7.8
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Related info for your journey
Find useful and relevant information for your journey from Illinois to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Illinois to Oregon
See prices for flight routes from nearby airports that may be better suited for you.
Top 8 airlines flying from Illinois to Oregon
Discover the top 8 airlines that operate flights from Illinois to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$178 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$88 | Average$401 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$128 | Average$372 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$150 | Average$227 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$194 | Average$408 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$202 | Average$526 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$204 | Average$448 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$234 | Average$413 | FlexibilityNo cancel fee | On-time63% |