$129+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Nov 29 — Dec 61
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 30, 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 30, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/312:39 pm -
1 stop9h 20m
Wed 12/99:00 am -
1 stop8h 00m
Deal found 10/27![Alaska Airlines logo]()
$271
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/412:39 pm -
1 stop9h 20m
Thu 12/102:13 pm -
1 stop10h 12m
Deal found 10/27![Alaska Airlines logo]()
$299
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/110:13 am -
1 stop25h 02m
Mon 12/72:13 pm -
1 stop10h 12m
Deal found 10/27![Alaska Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/411:30 am -
1 stop10h 08m
Wed 12/95:00 am -
1 stop8h 00m
Deal found 10/27![American Airlines logo]()
$314
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/412:39 pm -
1 stop9h 20m
Fri 12/112:13 pm -
1 stop10h 12m
Deal found 10/27![Alaska Airlines logo]()
$327
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/56:59 pm -
1 stop8h 38m
Wed 12/99:00 am -
1 stop8h 00m
Deal found 10/27![Alaska Airlines logo]()
$328
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/412:39 pm -
1 stop9h 20m
Tue 12/82:13 pm -
1 stop23h 44m
Deal found 10/27![Alaska Airlines logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/312:39 pm -
1 stop9h 20m
Sun 12/67:27 am -
1 stop30h 30m
Deal found 10/27![Alaska Airlines logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/110:13 am -
1 stop25h 02m
Sat 12/127:27 am -
1 stop14h 22m
Deal found 10/27![Alaska Airlines logo]()
$337
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/67:02 am -
1 stop9h 58m
Mon 12/72:13 pm -
1 stop10h 12m
Deal found 10/27![Alaska Airlines logo]()
$345
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 12/412:39 pm -
1 stop9h 20m
Wed 12/92:13 pm -
1 stop23h 44m
Deal found 10/27![Alaska Airlines logo]()
$350
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 12/115:32 pm -
1 stop10h 05m
Sun 1/37:58 pm -
1 stop15h 31m
Deal found 10/28![Alaska Airlines logo]()
$354
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 30, 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 30, 2026.
This Delta deal was found by Cheapflights users on 10/28. 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 2/256:40 am -
2 stops13h 13m
Sun 2/286:30 am -
1 stop7h 38m
Deal found 10/28![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 10/28. 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 12/25:25 pm -
2 stops10h 30m
Sun 12/68:55 am -
1 stop6h 55m
Deal found 10/28![Southwest logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 12/202:17 pm -
1 stop8h 33m
Deal found 10/28![Alaska Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/1911:30 pm -
Nonstop3h 49m
Sat 11/215:48 pm -
1 stop7h 21m
Deal found 10/27![United Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 10/25. 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 11/72:34 pm -
1 stop7h 15m
Sat 11/144:43 pm -
1 stop7h 27m
Deal found 10/25![American Airlines logo]()
$467
This Southwest deal was found by Cheapflights users on 10/29. 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 12/36:55 am -
2 stops8h 25m
Sun 12/612:45 pm -
2 stops9h 35m
Deal found 10/29![Southwest logo]()
$364
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 2/2512:00 pm -
1 stop23h 54m
Sun 3/78:00 am -
1 stop6h 37m
Deal found 10/25![Alaska Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 10/26. 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 11/2611:51 am -
1 stop9h 03m
Fri 11/275:29 pm -
1 stop6h 34m
Deal found 10/26![Delta logo]()
$385
This Southwest deal was found by Cheapflights users on 10/27. 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 12/46:45 am -
1 stop8h 25m
Wed 12/95:05 pm -
1 stop7h 20m
Deal found 10/27![Southwest logo]()
$365
This United Airlines deal was found by Cheapflights users on 10/29. 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 3/66:30 am -
Nonstop3h 59m
Thu 3/119:06 am -
Nonstop4h 51m
Deal found 10/29![United Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 10/26. 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 1/1412:47 pm -
1 stop7h 30m
Mon 1/259:38 am -
2 stops9h 28m
Deal found 10/26![Delta logo]()
$390
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 2/312:33 pm -
1 stop22h 42m
Sat 2/205:55 pm -
1 stop8h 04m
Deal found 10/29![Alaska Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 10/25. 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 1/257:00 am -
2 stops12h 15m
Sat 1/306:27 am -
1 stop7h 04m
Deal found 10/25![United Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 10/29. 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 4/239:45 pm -
1 stop10h 41m
Wed 4/2811:00 am -
1 stop10h 08m
Deal found 10/29![Delta logo]()
$409
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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 11/148:00 am -
1 stop7h 37m
Tue 11/177:20 am -
1 stop14h 15m
Deal found 10/26![Alaska Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 10/25. 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 1/197:45 am -
1 stop8h 55m
Mon 2/16:15 am -
1 stop6h 25m
Deal found 10/25![Southwest logo]()
$424
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/112:34 pm -
1 stop6h 25m
Sun 11/156:30 am -
1 stop7h 17m
Deal found 10/27![United Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 10/26. 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 12/1611:32 am -
2 stops8h 24m
Sun 12/203:29 pm -
1 stop7h 10m
Deal found 10/26![Delta logo]()
$410
This Southwest deal was found by Cheapflights users on 10/25. 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 1/206:40 am -
2 stops8h 55m
Mon 2/16:15 am -
1 stop6h 25m
Deal found 10/25![Southwest logo]()
$424
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 11/205:45 pm -
1 stop10h 11m
Mon 11/309:01 pm -
1 stop14h 49m
Deal found 10/29![Alaska Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 10/25. 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 4/2311:56 am -
1 stop7h 01m
Sun 4/256:58 pm -
1 stop6h 59m
Deal found 10/25![American Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/82:34 pm -
1 stop6h 39m
Sat 11/146:25 am -
1 stop7h 27m
Deal found 10/25![United Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 10/25. 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 1/146:40 am -
1 stop7h 40m
Mon 1/256:15 am -
1 stop6h 25m
Deal found 10/25![Southwest logo]()
$424
This Delta deal was found by Cheapflights users on 10/25. 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 1/196:25 am -
2 stops12h 07m
Mon 2/17:00 am -
2 stops11h 48m
Deal found 10/25![Delta logo]()
$429
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 1/512:36 pm -
1 stop7h 32m
Fri 1/82:13 pm -
1 stop23h 46m
Deal found 10/25![Alaska Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 10/26. 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 4/610:57 am -
1 stop7h 28m
Sat 4/109:15 am -
Nonstop4h 20m
Deal found 10/26![United Airlines logo]()
$455
This Delta deal was found by Cheapflights users on 10/29. 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 2/26:25 am -
2 stops13h 43m
Sat 2/201:35 pm -
2 stops11h 18m
Deal found 10/29![Delta logo]()
$429
This Southwest deal was found by Cheapflights users on 10/29. 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 3/65:45 am -
Nonstop3h 55m
Thu 3/1110:05 am -
Nonstop4h 35m
Deal found 10/29![Southwest logo]()
$432
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/241:19 pm -
1 stop8h 48m
Thu 11/266:03 am -
1 stop9h 36m
Deal found 10/27![American Airlines logo]()
$654
This Alaska Airlines deal was found by Cheapflights users on 10/26. 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 1/2312:36 pm -
1 stop7h 32m
Wed 1/276:57 pm -
1 stop7h 02m
Deal found 10/26![Alaska Airlines logo]()
$453
Last-minute flights from Oregon to IllinoisDiscover last-minute flight deals from Oregon to Illinois. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Illinois. Data last updated October 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Fri 11/612:31 pm -
1 stop14h 42m
Tue 11/106:30 am -
1 stop6h 37m
Deal found 10/26![Frontier logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Tue 11/1012:02 pm -
1 stop10h 19m
Thu 11/196:30 am -
1 stop6h 37m
Deal found 10/30![Frontier logo]()
$359
This United Airlines deal was found by Cheapflights users on 10/25. 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 11/1611:30 pm -
Nonstop3h 49m
Fri 11/204:25 pm -
Nonstop4h 47m
Deal found 10/25![United Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/1612:31 pm -
1 stop14h 42m
Sat 11/2110:00 pm -
1 stop14h 28m
Deal found 10/28![Frontier logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/1712:02 pm -
2 stops25h 29m
Thu 11/196:30 am -
1 stop6h 37m
Deal found 10/25![Frontier logo]()
$362
This Southwest deal was found by Cheapflights users on 10/27. 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 11/1810:10 am -
2 stops7h 30m
Sat 11/2110:00 pm -
Nonstop4h 40m
Deal found 10/27![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 10/29. 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 11/1911:20 am -
Nonstop3h 45m
Wed 11/259:25 pm -
Nonstop4h 45m
Deal found 10/29![Southwest logo]()
$357
This Mytrip deal was found by Cheapflights users on 10/27. 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.
Thu 11/1912:02 pm -
1 stop10h 19m
Sat 11/216:40 am -
2 stops29h 48m
Deal found 10/27![Frontier logo]()
$358
This Delta deal was found by Cheapflights users on 10/28. 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 11/207:35 pm -
2 stops11h 29m
Mon 11/232:32 pm -
1 stop8h 24m
Deal found 10/28![Delta logo]()
$356
This Expedia deal was found by Cheapflights users on 10/27. 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 11/201:58 pm -
1 stop13h 12m
Mon 11/309:01 pm -
1 stop14h 49m
Deal found 10/27![Multiple Airlines logo]()
$364
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/212:37 pm -
Nonstop4h 08m
Mon 11/237:45 pm -
Nonstop4h 42m
Deal found 10/27![United Airlines logo]()
$361
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Wed 11/2510:10 pm -
2 stops24h 43m
Wed 12/27:00 am -
2 stops30h 53m
Deal found 10/28![Frontier logo]()
$355
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 30, 2026.
Search for one-way flight options from Oregon to Illinois. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 1/55:19 am -
1 stop5h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Alaska Airlines logo]()
$129
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/911:30 am -
1 stop8h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$135
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
Mon 12/1412:39 pm -
1 stop9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Alaska Airlines logo]()
$136
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 11/235:17 am -
1 stop7h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/3011:29 am -
2 stops43h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$163
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 12/187:17 am -
1 stop9h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Alaska Airlines logo]()
$164
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/277:00 am -
Nonstop4h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Alaska Airlines logo]()
$166
This Alaska Airlines deal was found by Cheapflights users on 10/29. 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 12/307:00 am -
Nonstop4h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Alaska Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/145:29 pm -
2 stops29h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$172
This Southwest deal was found by Cheapflights users on 10/25. 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 12/711:15 am -
1 stop8h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Southwest logo]()
$173
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 12/1610:13 am -
1 stop25h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Alaska Airlines logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
Sun 2/74:29 pm -
1 stop5h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Frontier logo]()
$177
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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $271 (Alaska Airlines) |
One-way from | $129 (Alaska Airlines) |
Popular in | November |
Cheapest in | January |
Average price | $421 |
Good round-trip deal | $384 or less |
Good one-way deal | $228 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 30, 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
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Wed 1/6
5:19 am-1:13 pm
1 stop5h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$129
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Tue 12/15
5:28 am-1:10 pm
1 stop5h 42m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$136
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Wed 12/16
10:13 am-1:19 pm
1 stop25h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$174
PortlandChicago
PDX Portland - ORD Chicago O'Hare Intl
PDXORD
Portland
Fri 12/25
2:26 pm-8:33 pm
Nonstop4h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
PortlandChicago
PDX Portland - MDW Chicago Midway
PDXMDW
Portland
Wed 11/18
6:00 am-11:50 am
Nonstop3h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
Quickest round-trip
PortlandChicago
PDX Portland - MDW Chicago Midway
PDXMDW
Portland
Sat 11/21
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
Tue 11/17
7:01 am-1:09 pm
Nonstop4h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
EugeneChicago
EUG Eugene - ORD Chicago O'Hare Intl
EUGORD
Eugene
Thu 1/7
5:19 am-1:13 pm
1 stop5h 54m
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
Tue 12/22
1:04 pm-5:49 am
2 stops14h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$181
MedfordChicago
MFR Medford - ORD Chicago O'Hare Intl
MFRORD
Medford
Sun 12/6
9:26 pm-5:01 am
1 stop29h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$182
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.
EUG-ORD
EUG-MDW
PDX-ORD
PDX-MDW
PDX-PIA
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
EUG-ORD
EUG-MDW
PDX-ORD
PDX-MDW
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 $477). 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 30, 2026.
It’s optimal to fly from Oregon to Illinois in the afternoon. By choosing this option you can save up to 46% on the cost of your flight, compared to a flight at noon.
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 $380 and $611 in December.The cheapest round-trip price found within the last 5 days was $354 on Alaska Airlines (Dec 11-Jan 3).
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 24, 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 30, 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
Overall
7.9
Comfort
7.8
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentEugene,Mar 2026
MFR - SEA
Crew
8.5
Entertainment
7.0
Overall
7.9
Comfort
7.8
Food
7.0
Boarding
8.1
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 30, 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 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$420 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$484 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$216 | Average$357 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$224 | Average$491 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$246 | Average$491 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$375 | FlexibilityNo cancel fee | On-time63% |