$114+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — ORD
Oct 15 — Oct 221
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oregon to Illinois
Cheapest
Best
Last-minute
One-way
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 September 15, 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 September 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/172:06 pm -
1 stop14h 34m
Sat 10/247:20 am -
1 stop7h 27m
Deal found 9/15![Alaska Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/1712:31 pm -
Nonstop3h 34m
Wed 11/188:40 am -
1 stop6h 05m
Deal found 9/14![United Airlines logo]()
$237
This Expedia deal was found by Cheapflights users on 9/14. 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 10/292:06 pm -
1 stop8h 53m
Mon 11/27:57 pm -
1 stop18h 33m
Deal found 9/14![Alaska Airlines logo]()
$239
This Southwest deal was found by Cheapflights users on 9/14. 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 11/172:50 pm -
1 stop6h 35m
Wed 11/186:05 am -
1 stop5h 55m
Deal found 9/14![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 9/15. 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 10/173:36 pm -
1 stop7h 18m
Sat 10/247:35 am -
1 stop5h 41m
Deal found 9/15![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 9/14. 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 11/43:30 pm -
1 stop5h 00m
Sat 11/75:05 am -
1 stop7h 00m
Deal found 9/14![Southwest logo]()
$248
This Expedia deal was found by Cheapflights users on 9/14. 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 10/305:57 pm -
1 stop10h 43m
Tue 11/37:20 am -
1 stop13h 33m
Deal found 9/14![Alaska Airlines logo]()
$250
This Southwest deal was found by Cheapflights users on 9/14. 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 11/36:20 am -
2 stops10h 00m
Sat 11/78:25 am -
1 stop8h 20m
Deal found 9/14![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 9/14. 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 11/31:44 pm -
1 stop5h 41m
Wed 11/116:13 am -
1 stop8h 20m
Deal found 9/14![Delta logo]()
$253
This Southwest deal was found by Cheapflights users on 9/13. 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 11/310:10 am -
1 stop7h 40m
Tue 11/105:30 am -
1 stop6h 50m
Deal found 9/13![Southwest logo]()
$254
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/306:43 am -
1 stop9h 07m
Mon 11/27:57 pm -
1 stop18h 33m
Deal found 9/15![Alaska Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 9/15. 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 11/410:34 am -
2 stops9h 53m
Tue 11/105:05 pm -
2 stops7h 51m
Deal found 9/15![Delta logo]()
$257
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 September 15, 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 September 15, 2026.
This Delta deal was found by Cheapflights users on 9/15. 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 10/173:36 pm -
1 stop7h 18m
Sat 10/247:35 am -
1 stop5h 41m
Deal found 9/15![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 9/13. 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 10/2012:55 pm -
1 stop7h 05m
Sat 10/245:10 am -
1 stop7h 35m
Deal found 9/13![Southwest logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/226:04 pm -
1 stop10h 36m
Sun 10/256:00 am -
1 stop7h 35m
Deal found 9/15![Alaska Airlines logo]()
$289
This United Airlines deal was found by Cheapflights users on 9/11. 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 11/2012:31 pm -
Nonstop3h 34m
Wed 11/258:40 am -
Nonstop3h 51m
Deal found 9/11![United Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/125:15 am -
2 stops12h 07m
Sun 11/157:56 am -
1 stop7h 20m
Deal found 9/15![American Airlines logo]()
$378
This Sun Country Air deal was found by Cheapflights users on 9/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:20 pm -
1 stop18h 43m
Mon 10/1211:41 am -
1 stop25h 40m
Deal found 9/10![Sun Country Air logo]()
$425
This Delta deal was found by Cheapflights users on 9/15. 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 10/135:15 pm -
1 stop5h 29m
Tue 10/206:21 am -
1 stop6h 13m
Deal found 9/15![Delta logo]()
$253
This Southwest deal was found by Cheapflights users on 9/14. 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 10/283:20 pm -
1 stop6h 55m
Sun 11/15:55 am -
1 stop5h 45m
Deal found 9/14![Southwest logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 9/13. 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 10/2012:58 pm -
1 stop15h 42m
Sat 10/247:20 am -
1 stop7h 27m
Deal found 9/13![Alaska Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 9/13. 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 1/1512:25 pm -
2 stops9h 05m
Tue 1/196:35 am -
1 stop6h 05m
Deal found 9/13![Southwest logo]()
$321
This United Airlines deal was found by Cheapflights users on 9/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:31 pm -
Nonstop3h 34m
Thu 11/128:40 am -
1 stop6h 05m
Deal found 9/12![United Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 10/1310:34 am -
2 stops10h 31m
Mon 10/195:30 pm -
1 stop7h 29m
Deal found 9/10![Delta logo]()
$354
This Alaska Airlines deal was found by Cheapflights users on 9/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/412:49 pm -
1 stop10h 10m
Tue 11/103:59 pm -
1 stop8h 50m
Deal found 9/12![Alaska Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Thu 11/191:15 pm -
1 stop5h 44m
Sun 11/221:40 pm -
1 stop6h 29m
Deal found 9/11![United Airlines logo]()
$369
This Southwest deal was found by Cheapflights users on 9/13. 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 11/911:30 pm -
1 stop7h 20m
Thu 11/127:15 pm -
1 stop6h 40m
Deal found 9/13![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 9/15. 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 10/14:45 pm -
1 stop5h 59m
Wed 10/76:21 am -
2 stops8h 35m
Deal found 9/15![Delta logo]()
$361
This Southwest deal was found by Cheapflights users on 9/14. 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 10/145:50 am -
2 stops8h 15m
Wed 10/216:55 am -
2 stops10h 55m
Deal found 9/14![Southwest logo]()
$340
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/2411:40 pm -
Nonstop4h 16m
Tue 12/297:45 pm -
Nonstop4h 59m
Deal found 9/15![United Airlines logo]()
$379
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/14:00 pm -
1 stop6h 59m
Fri 3/55:55 pm -
1 stop25h 16m
Deal found 9/10![Alaska Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 9/15. 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 11/124:41 pm -
1 stop5h 59m
Sun 11/157:00 pm -
1 stop6h 59m
Deal found 9/15![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 9/14. 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 10/304:05 pm -
1 stop7h 15m
Sun 11/15:45 am -
1 stop7h 05m
Deal found 9/14![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 9/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:00 am -
1 stop7h 55m
Mon 1/47:45 pm -
Nonstop4h 59m
Deal found 9/12![United Airlines logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 10/69:03 am -
1 stop7h 50m
Wed 10/147:20 am -
1 stop8h 30m
Deal found 9/14![Alaska Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 9/10. 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.
Mon 10/511:10 pm -
1 stop6h 31m
Wed 10/145:30 pm -
1 stop8h 29m
Deal found 9/10![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 9/14. 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 11/1911:15 am -
1 stop8h 45m
Sun 11/225:55 am -
1 stop6h 25m
Deal found 9/14![Southwest logo]()
$347
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Thu 11/123:40 pm -
1 stop7h 19m
Sun 11/157:45 pm -
Nonstop4h 42m
Deal found 9/11![United Airlines logo]()
$408
This Delta deal was found by Cheapflights users on 9/10. 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.
Mon 10/510:57 pm -
1 stop8h 28m
Tue 10/137:20 am -
1 stop10h 55m
Deal found 9/10![Delta logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 9/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/168:25 am -
1 stop13h 34m
Wed 1/206:57 pm -
1 stop16h 51m
Deal found 9/10![Alaska Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 9/14. 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 10/2211:35 pm -
Nonstop3h 50m
Mon 10/267:15 pm -
1 stop8h 10m
Deal found 9/14![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 9/13. 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 12/261:10 pm -
1 stop7h 59m
Thu 12/316:25 am -
1 stop7h 17m
Deal found 9/13![Delta logo]()
$379
Last-minute flights from Oregon to IllinoisDiscover last-minute flight deals from Oregon to Illinois. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Oregon to Illinois. Data last updated September 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/15. 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 10/136:45 am -
1 stop9h 08m
Mon 10/195:30 pm -
1 stop7h 29m
Deal found 9/15![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 9/14. 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 10/145:15 pm -
1 stop5h 29m
Wed 10/217:00 pm -
1 stop6h 47m
Deal found 9/14![Delta logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/172:06 pm -
1 stop14h 34m
Sat 10/247:20 am -
1 stop7h 27m
Deal found 9/15![Alaska Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 9/15. 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 10/173:36 pm -
1 stop7h 18m
Sat 10/247:35 am -
1 stop5h 41m
Deal found 9/15![Delta logo]()
$247
This Southwest deal was found by Cheapflights users on 9/15. 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 10/171:35 pm -
1 stop13h 55m
Sat 10/245:10 am -
1 stop7h 35m
Deal found 9/15![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 9/15. 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 10/204:41 pm -
1 stop6h 03m
Tue 10/277:00 pm -
1 stop6h 49m
Deal found 9/15![Delta logo]()
$259
This Southwest deal was found by Cheapflights users on 9/15. 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 10/2011:35 pm -
1 stop7h 40m
Tue 10/278:30 am -
2 stops8h 25m
Deal found 9/15![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 9/13. 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 10/2012:55 pm -
1 stop7h 05m
Sat 10/245:10 am -
1 stop7h 35m
Deal found 9/13![Southwest logo]()
$263
This Expedia deal was found by Cheapflights users on 9/14. 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 10/292:06 pm -
1 stop8h 53m
Mon 11/27:57 pm -
1 stop18h 33m
Deal found 9/14![Alaska Airlines logo]()
$239
This Expedia deal was found by Cheapflights users on 9/14. 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 10/305:57 pm -
1 stop10h 43m
Tue 11/37:20 am -
1 stop13h 33m
Deal found 9/14![Alaska Airlines logo]()
$250
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/306:43 am -
1 stop9h 07m
Mon 11/27:57 pm -
1 stop18h 33m
Deal found 9/15![Alaska Airlines logo]()
$256
This United Airlines deal was found by Cheapflights users on 9/14. 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 10/3012:31 pm -
Nonstop3h 34m
Tue 11/38:40 am -
Nonstop3h 51m
Deal found 9/14![United Airlines logo]()
$260
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 September 15, 2026.
Search for one-way flight options from Oregon to Illinois. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/216:43 am -
1 stop9h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Alaska Airlines logo]()
$114
This Delta deal was found by Cheapflights users on 9/14. 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 11/115:15 am -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Delta logo]()
$124
This Delta deal was found by Cheapflights users on 9/15. 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 10/138:59 am -
1 stop6h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$124
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 11/1610:49 am -
1 stop12h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Alaska Airlines logo]()
$125
This Southwest deal was found by Cheapflights users on 9/14. 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 10/1311:35 pm -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$127
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/121:24 pm -
Nonstop3h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$130
This Southwest deal was found by Cheapflights users on 9/14. 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 12/22:35 pm -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$130
This Southwest deal was found by Cheapflights users on 9/14. 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 1/66:20 am -
2 stops8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 11/1012:02 pm -
1 stop25h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Frontier logo]()
$135
This Frontier deal was found by Cheapflights users on 9/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/82:49 pm -
1 stop13h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$136
This Southwest deal was found by Cheapflights users on 9/14. 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 10/134:30 pm -
1 stop11h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$136
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/164:18 pm -
1 stop6h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Alaska Airlines logo]()
$137
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 September 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $227 (Alaska Airlines) |
One-way from | $114 (Alaska Airlines) |
Popular in | November |
Cheapest in | January |
Average price | $374 |
Good round-trip deal | $359 or less |
Good one-way deal | $203 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 September 15, 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
BoiseChicago
BOI Boise Air Term. Gowen Fld - MDW Chicago Midway
BOIMDW
Boise Air Term. Gowen Fld
Sat 12/12
5:15 am-11:59 am
1 stop5h 44m
Chicago Midway
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
BoiseChicago
BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl
BOIORD
Boise Air Term. Gowen Fld
Wed 10/14
2:44 pm-9:52 pm
1 stop6h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
BoiseChicago
BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl
BOIORD
Boise Air Term. Gowen Fld
Tue 10/13
8:59 am-4:53 pm
1 stop6h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$124
PortlandSt. Louis
PDX Portland - STL Lambert-St Louis
PDXSTL
Portland
Sat 10/10
11:59 pm-10:10 am
1 stop8h 11m
Lambert-St Louis
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$127
PortlandSt. Louis
PDX Portland - STL Lambert-St Louis
PDXSTL
Portland
Sat 11/14
11:30 pm-8:55 am
1 stop7h 25m
Lambert-St Louis
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$127
BoiseChicago
BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl
BOIORD
Boise Air Term. Gowen Fld
Wed 10/21
5:30 am-4:32 pm
2 stops10h 02m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$129
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Wed 2/24
11:40 am-10:30 pm
1 stop8h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$130
EugeneChicago
EUG Eugene - MDW Chicago Midway
EUGMDW
Eugene
Wed 12/2
2:35 pm-12:15 am
1 stop7h 40m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$130
BoiseChicago
BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl
BOIORD
Boise Air Term. Gowen Fld
Fri 10/16
4:18 pm-11:59 pm
1 stop6h 41m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$137
BoiseChicago
BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl
BOIORD
Boise Air Term. Gowen Fld
Mon 10/12
3:36 pm-11:34 pm
1 stop6h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$140
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.
BOI-ORD
BOI-MDW
PDX-STL
EUG-STL
PDX-ORD
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
BOI-ORD
BOI-MDW
PDX-STL
EUG-STL
What is the cheapest month to book a flight from Oregon to Illinois?
Currently, January is the cheapest month in which you can book a flight from Oregon to Illinois (average of $298). Flying from Oregon to Illinois in December is currently the most expensive (average of $433). 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 September 15, 2026.
It’s optimal to fly from Oregon to Illinois in the afternoon. By choosing this option you can save up to 35% 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 September 15, 2026.
The most flights from USOR to USIL are scheduled on a Monday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (17 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 $352 and $474 in September.The cheapest round-trip price found within the last 5 days was $328 on Frontier (Sep 28-Oct 2).
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 September 12, 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. Sunday 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 September 15, 2026.
Peruse reviews from past customers who have flown with Southwest,Alaska Airlines, 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
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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.
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
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 September 15, 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 September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$96 | Average$243 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$379 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$198 | Average$445 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$217 | Average$502 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$237 | Average$480 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$266 | Average$365 | FlexibilityNo cancel fee | On-time63% |