$155+ Cheap flights from Oregon to Illinois
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Nov 11 — Nov 181
Round-trip
1 adult, Economy
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Find cheap flights from Oregon to Illinois 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 Oregon to IllinoisExplore the most affordable flight options available from Oregon to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
Explore the most affordable flight options available from Oregon to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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 10/292:30 pm -
1 stop5h 45m
Wed 11/41:20 pm -
2 stops11h 05m
Deal found 10/8![Southwest logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Thu 11/512:02 pm -
1 stop10h 19m
Sun 11/156:30 am -
1 stop6h 42m
Deal found 10/9![Frontier logo]()
$347
This Expedia deal was found by Cheapflights users on 10/9. 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 11/62:04 pm -
1 stop7h 45m
Sun 11/86:30 am -
1 stop6h 42m
Deal found 10/9![Multiple Airlines logo]()
$348
This Cheapflightsfares deal was found by Cheapflights users on 10/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:31 pm -
1 stop14h 42m
Sun 11/156:30 am -
1 stop6h 42m
Deal found 10/9![Frontier logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 12/141:22 pm -
2 stops33h 32m
Tue 1/56:21 am -
1 stop10h 42m
Deal found 10/10![Frontier logo]()
$350
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:02 pm -
2 stops27h 05m
Fri 11/205:25 am -
2 stops30h 07m
Deal found 10/8![Frontier logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 11/912:31 pm -
1 stop14h 42m
Wed 11/114:36 pm -
2 stops21h 00m
Deal found 10/11![Frontier logo]()
$352
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Thu 11/510:59 am -
2 stops16h 14m
Sun 11/86:30 am -
1 stop6h 42m
Deal found 10/9![Frontier logo]()
$353
This Southwest deal was found by Cheapflights users on 10/7. 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 12/1011:40 am -
1 stop7h 45m
Mon 12/219:25 pm -
Nonstop4h 40m
Deal found 10/7![Southwest logo]()
$353
This Cheapflightsfares deal was found by Cheapflights users on 10/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:49 am -
1 stop10h 35m
Tue 10/206:30 am -
1 stop6h 24m
Deal found 10/9![Frontier logo]()
$354
This Southwest deal was found by Cheapflights users on 10/8. 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.
Fri 11/69:00 pm -
1 stop6h 40m
Tue 11/101:20 pm -
2 stops11h 00m
Deal found 10/8![Southwest logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 12/155:10 pm -
2 stops29h 51m
Tue 1/56:21 am -
1 stop10h 42m
Deal found 10/10![Frontier logo]()
$355
Best flights from Oregon to IllinoisDiscover carefully curated flight deals from Oregon to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
Discover carefully curated flight deals from Oregon to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
This United Airlines deal was found by Cheapflights users on 10/9. 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 11/37:00 am -
Nonstop4h 07m
Tue 11/104:25 pm -
Nonstop4h 47m
Deal found 10/9![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 10/11. 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 11/511:30 pm -
Nonstop3h 45m
Mon 11/99:15 pm -
Nonstop4h 40m
Deal found 10/11![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 10/9. 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 12/136:00 am -
2 stops11h 09m
Mon 12/146:40 am -
1 stop8h 55m
Deal found 10/9![Delta logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 11/69:59 pm -
1 stop5h 41m
Tue 11/102:07 pm -
Nonstop4h 43m
Deal found 10/11![Alaska Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/112:34 pm -
1 stop6h 43m
Wed 12/25:44 am -
1 stop8h 53m
Deal found 10/8![American Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 10/10. 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 11/28:10 pm -
1 stop7h 35m
Mon 11/99:15 pm -
Nonstop4h 40m
Deal found 10/10![Southwest logo]()
$367
This United Airlines deal was found by Cheapflights users on 10/9. 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.
Sun 11/811:30 pm -
1 stop8h 35m
Sun 11/156:30 am -
1 stop7h 17m
Deal found 10/9![United Airlines logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 11/59:03 am -
1 stop7h 56m
Tue 11/102:07 pm -
Nonstop4h 43m
Deal found 10/11![Alaska Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 10/11. 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 11/311:43 am -
2 stops10h 14m
Sat 11/75:27 am -
1 stop10h 11m
Deal found 10/11![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 10/11. 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 11/105:25 pm -
2 stops10h 30m
Tue 11/1710:00 am -
Nonstop4h 35m
Deal found 10/11![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 10/11. 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.
Mon 11/911:10 pm -
1 stop9h 14m
Wed 11/1112:30 pm -
2 stops8h 25m
Deal found 10/11![Delta logo]()
$382
This United Airlines deal was found by Cheapflights users on 10/9. 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 10/302:34 pm -
1 stop6h 39m
Sun 11/16:25 am -
2 stops10h 12m
Deal found 10/9![United Airlines logo]()
$384
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 1/263:24 pm -
1 stop6h 35m
Sat 1/308:00 am -
1 stop8h 47m
Deal found 10/11![Alaska Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 10/8. 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 11/175:45 am -
2 stops10h 05m
Tue 12/16:05 am -
2 stops9h 50m
Deal found 10/8![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 10/9. 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 11/35:33 am -
2 stops9h 14m
Tue 11/101:05 pm -
1 stop10h 52m
Deal found 10/9![Delta logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 10/7. 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 12/167:30 am -
1 stop7h 01m
Sun 12/206:00 am -
1 stop7h 04m
Deal found 10/7![Alaska Airlines logo]()
$407
This United Airlines deal was found by Cheapflights users on 10/11. 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.
Sun 12/62:26 pm -
Nonstop4h 02m
Sun 12/1312:40 pm -
Nonstop4h 39m
Deal found 10/11![United Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 10/9. 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 11/112:15 pm -
1 stop6h 25m
Fri 11/135:20 pm -
2 stops7h 25m
Deal found 10/9![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 10/9. 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.
Fri 10/3011:52 am -
1 stop8h 38m
Sat 11/711:08 am -
2 stops13h 10m
Deal found 10/9![Delta logo]()
$384
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 12/177:00 am -
Nonstop4h 10m
Sun 12/208:59 pm -
1 stop13h 30m
Deal found 10/11![Alaska Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 10/8. 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.
Fri 11/63:31 pm -
1 stop6h 03m
Sun 11/86:35 am -
1 stop7h 14m
Deal found 10/8![Delta logo]()
$386
This United Airlines deal was found by Cheapflights users on 10/7. 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.
Sun 11/227:00 am -
Nonstop4h 07m
Fri 11/279:05 am -
Nonstop4h 47m
Deal found 10/7![United Airlines logo]()
$432
This Southwest deal was found by Cheapflights users on 10/10. 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 11/55:40 pm -
1 stop10h 00m
Sun 11/85:55 am -
1 stop6h 25m
Deal found 10/10![Southwest logo]()
$404
This American Airlines deal was found by Cheapflights users on 10/12. 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 10/1511:49 pm -
1 stop9h 14m
Sun 10/185:03 pm -
1 stop8h 56m
Deal found 10/12![American Airlines logo]()
$609
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 1/1610:28 am -
1 stop11h 31m
Wed 1/203:19 pm -
1 stop7h 36m
Deal found 10/8![Alaska Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/10. 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 2/255:45 am -
2 stops8h 52m
Sun 3/77:30 am -
1 stop6h 49m
Deal found 10/10![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 10/11. 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 11/3011:30 pm -
Nonstop3h 45m
Sat 12/1210:25 am -
Nonstop4h 35m
Deal found 10/11![Southwest logo]()
$408
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Fri 10/235:20 am -
1 stop6h 47m
Tue 10/276:00 am -
1 stop8h 22m
Deal found 10/8![American Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/11. 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 1/301:21 pm -
1 stop5h 49m
Tue 2/26:27 am -
1 stop7h 04m
Deal found 10/11![United Airlines logo]()
$481
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Sat 1/165:02 am -
1 stop6h 11m
Wed 1/202:11 pm -
1 stop6h 38m
Deal found 10/8![Alaska Airlines logo]()
$443
Last-minute flights from Oregon to IllinoisDiscover last-minute flight deals from Oregon to Illinois. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Illinois. Data last updated October 12, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:49 am -
1 stop10h 35m
Tue 10/206:30 am -
1 stop6h 24m
Deal found 10/9![Frontier logo]()
$354
This Southwest deal was found by Cheapflights users on 10/8. 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 10/292:30 pm -
1 stop5h 45m
Wed 11/41:20 pm -
2 stops11h 05m
Deal found 10/8![Southwest logo]()
$265
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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 11/48:55 am -
1 stop8h 04m
Thu 11/57:57 pm -
1 stop20h 21m
Deal found 10/8![Alaska Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Thu 11/512:02 pm -
1 stop10h 19m
Sun 11/156:30 am -
1 stop6h 42m
Deal found 10/9![Frontier logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Thu 11/510:59 am -
2 stops16h 14m
Sun 11/86:30 am -
1 stop6h 42m
Deal found 10/9![Frontier logo]()
$353
This Expedia deal was found by Cheapflights users on 10/9. 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 11/52:04 pm -
1 stop7h 45m
Sun 11/86:30 am -
1 stop6h 42m
Deal found 10/9![Multiple Airlines logo]()
$356
This Expedia deal was found by Cheapflights users on 10/9. 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 11/62:04 pm -
1 stop7h 45m
Sun 11/86:30 am -
1 stop6h 42m
Deal found 10/9![Multiple Airlines logo]()
$348
This Southwest deal was found by Cheapflights users on 10/8. 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.
Fri 11/69:00 pm -
1 stop6h 40m
Tue 11/101:20 pm -
2 stops11h 00m
Deal found 10/8![Southwest logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 11/912:31 pm -
1 stop14h 42m
Wed 11/114:36 pm -
2 stops21h 00m
Deal found 10/11![Frontier logo]()
$352
This Alaska Airlines deal was found by Cheapflights users on 10/9. 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 11/107:01 am -
Nonstop4h 08m
Fri 11/132:07 pm -
Nonstop4h 43m
Deal found 10/9![Alaska Airlines logo]()
$357
This Cheapflightsfares deal was found by Cheapflights users on 10/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:31 pm -
1 stop14h 42m
Sun 11/156:30 am -
1 stop6h 42m
Deal found 10/9![Frontier logo]()
$349
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1712:02 pm -
2 stops27h 05m
Fri 11/205:25 am -
2 stops30h 07m
Deal found 10/8![Frontier logo]()
$351
One-way flights from Oregon to IllinoisSearch for one-way flight options from Oregon to Illinois. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
Search for one-way flight options from Oregon to Illinois. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 11/912:20 pm -
1 stop14h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$155
This Alaska Airlines deal was found by Cheapflights users on 10/9. 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 12/117:00 am -
Nonstop4h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Alaska Airlines logo]()
$179
This Southwest deal was found by Cheapflights users on 10/8. 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 11/511:30 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 10/10. 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.
Thu 11/1211:06 am -
2 stops11h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$180
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:31 pm -
2 stops20h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$180
This Super.com deal was found by Cheapflights users on 10/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3012:31 pm -
1 stop14h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Frontier logo]()
$181
This Super.com deal was found by Cheapflights users on 10/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:49 am -
1 stop10h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$182
This United Airlines deal was found by Cheapflights users on 10/11. 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 11/139:00 am -
1 stop9h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![United Airlines logo]()
$184
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:31 pm -
2 stops25h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$186
This Super.com deal was found by Cheapflights users on 10/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:49 am -
1 stop10h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Frontier logo]()
$188
This Delta deal was found by Cheapflights users on 10/9. 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 11/115:30 am -
1 stop9h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Delta logo]()
$189
This Southwest deal was found by Cheapflights users on 10/9. 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 11/98:10 pm -
1 stop7h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Southwest logo]()
$189
Find flight deals from Oregon to Illinois
Keep the following information in mind while searching for Oregon to Illinois flight deals. Data was last updated October 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $265 (Southwest) |
One-way from | $155 (Kiwi.com) |
Popular in | November |
Cheapest in | January |
Average price | $414 |
Good round-trip deal | $379 or less |
Good one-way deal | $229 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Oregon to Illinois 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 7,457,451 searches. Data last updated October 12, 2026.
Use the filters below to find and compare flights from Oregon to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Fri 12/11
7:00 am-1:10 pm
Nonstop4h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
Quickest round-trip
PortlandChicago
PDX Portland - MDW Chicago Midway
PDXMDW
Portland
Fri 11/6
11:30 pm-5:15 am
Nonstop3h 45m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Fri 1/8
7:00 am-1:13 pm
Nonstop4h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sat 12/12
7:00 am-1:10 pm
Nonstop4h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sat 11/7
7:01 am-1:09 pm
Nonstop4h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Mon 12/14
7:00 am-1:10 pm
Nonstop4h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Sat 1/9
9:45 pm-8:34 am
1 stop8h 49m
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
Wed 12/9
5:30 am-1:30 pm
1 stop6h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$189
PortlandChicago
PDX Portland - MDW Chicago Midway
PDXMDW
Portland
Fri 12/11
6:00 am-4:50 pm
1 stop8h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$189
PortlandChicago
PDX Portland - MDW Chicago Midway
PDXMDW
Portland
Thu 1/7
6:15 am-4:50 pm
1 stop8h 35m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$189
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Oregon to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Oregon with our price prediction graph.
PDX-ORD
PDX-MDW
RDM-ORD
PDX-PIA
EUG-MDW
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 Oregon to Illinois
USOR-USIL
PDX-ORD
PDX-MDW
RDM-ORD
PDX-PIA
What is the cheapest month to book a flight from Oregon to Illinois?
Currently, February is the cheapest month in which you can book a flight from Oregon to Illinois (average of $303). Flying from Oregon to Illinois in November is currently the most expensive (average of $459). 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 IL?
Find hourly flight availability from Oregon to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 12, 2026.
It’s optimal to fly from Oregon to Illinois in the afternoon. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight at noon.
Weekly flight availability from Oregon to Illinois
Explore weekly flight availability from Oregon to Illinois. 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 October 12, 2026.
The most flights from USOR to USIL are scheduled on a Monday (28 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (23 on average).
How much does it cost to fly round-trip from Oregon to Illinois?
Airfare is below average for this route at the moment.
Oregon to Illinois flights typically cost between $357 and $494 in November.The cheapest round-trip price found within the last 5 days was $347 on Frontier (Nov 5-Nov 15).
How far ahead should I book a flight from Oregon to Illinois?
The best time to book flights from Oregon to Illinois is 71 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from Oregon to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Oregon to Illinois. Price data was last updated on October 10, 2026.
Travelers seeking maximum savings on their Oregon to Illinois flight should consider departing on Saturday at noon 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.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated October 12, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Southwest, andDelta from Oregon to Illinois to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Food
7.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Related info for your journey
Find useful and relevant information for your journey from Oregon to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Oregon to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oregon to Illinois by cabin class
Find flights from Oregon to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Oregon and Illinois flights
Browse other Oregon and Illinois flight options. Last updated on October 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Oregon after your stay in Illinois
Oregon to Illinois flights
Consider these flights traveling from Oregon to Illinois.
Top 6 airlines flying from Oregon to Illinois
Discover the top 6 airlines that operate flights from Oregon to Illinois. 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 7,457,451 searches. Data last updated October 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$407 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$475 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$216 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$223 | Average$497 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$244 | Average$486 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$373 | FlexibilityNo cancel fee | On-time63% |