$179+ Cheap flights from Illinois to Portland (PDX)
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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Illinois to PortlandExplore the most affordable flight options available from Illinois to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
Explore the most affordable flight options available from Illinois to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 26, 2026.
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 12/21:20 pm -
2 stops10h 30m
Sat 12/51:10 pm -
1 stop5h 40m
Deal found 10/25![Southwest logo]()
$359
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:00 pm -
1 stop14h 28m
Mon 11/301:31 pm -
1 stop13h 39m
Deal found 10/25![Frontier logo]()
$359
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 12/75:02 pm -
2 stops25h 08m
Thu 12/101:58 pm -
2 stops18h 07m
Deal found 10/22![Frontier logo]()
$360
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 12/242:17 pm -
1 stop25h 29m
Mon 12/287:00 am -
Nonstop4h 10m
Deal found 10/25![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/71:20 pm -
2 stops10h 30m
Thu 12/107:30 am -
1 stop7h 45m
Deal found 10/21![Southwest logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/2310:00 pm -
1 stop14h 28m
Wed 11/2510:27 am -
2 stops36h 26m
Deal found 10/23![Frontier logo]()
$361
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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.
Sun 12/67:25 am -
2 stops13h 31m
Sun 12/137:51 pm -
2 stops27h 03m
Deal found 10/22![Frontier logo]()
$362
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/109:30 am -
2 stops8h 59m
Sat 11/1412:35 am -
1 stop6h 15m
Deal found 10/23![Delta logo]()
$363
This Priceline deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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.
Sat 11/72:07 pm -
Nonstop4h 43m
Tue 11/1012:02 pm -
1 stop10h 19m
Deal found 10/24![Multiple Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/1212:58 pm -
1 stop7h 57m
Sat 11/1412:35 am -
1 stop6h 29m
Deal found 10/21![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/1712:49 pm -
Nonstop4h 34m
Tue 11/2411:30 pm -
Nonstop3h 49m
Deal found 10/22![United Airlines logo]()
$365
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:30 am -
2 stops31h 06m
Mon 11/1612:31 pm -
2 stops25h 00m
Deal found 10/25![Frontier logo]()
$366
Best flights from Illinois to PortlandDiscover carefully curated flight deals from Illinois to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Illinois to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 1/149:30 am -
2 stops11h 33m
Sun 1/176:00 am -
2 stops8h 50m
Deal found 10/21![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/71:20 pm -
2 stops10h 30m
Thu 12/107:30 am -
1 stop7h 45m
Deal found 10/21![Southwest logo]()
$361
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 12/222:17 pm -
1 stop11h 25m
Sun 1/39:45 pm -
1 stop5h 55m
Deal found 10/25![Alaska Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/79:05 am -
Nonstop4h 47m
Wed 11/1111:30 pm -
Nonstop3h 49m
Deal found 10/23![United Airlines logo]()
$393
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.
Thu 11/52:34 pm -
1 stop7h 13m
Thu 11/121:22 pm -
1 stop8h 37m
Deal found 10/25![American Airlines logo]()
$514
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 1/146:00 am -
2 stops8h 39m
Sun 1/176:15 am -
2 stops10h 17m
Deal found 10/21![Delta logo]()
$359
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 12/31:20 pm -
2 stops11h 00m
Wed 12/910:10 am -
2 stops7h 30m
Deal found 10/24![Southwest logo]()
$371
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/711:00 am -
1 stop10h 08m
Mon 4/129:45 pm -
1 stop10h 41m
Deal found 10/21![Delta logo]()
$360
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 1/158:48 am -
Nonstop4h 43m
Tue 1/197:10 am -
Nonstop4h 05m
Deal found 10/24![United Airlines logo]()
$411
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 12/245:05 pm -
1 stop7h 15m
Mon 12/2811:30 pm -
Nonstop3h 45m
Deal found 10/25![Southwest logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/192:15 pm -
1 stop10h 37m
Sun 11/227:00 am -
Nonstop4h 08m
Deal found 10/24![Alaska Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 1/219:30 am -
2 stops11h 33m
Sun 1/246:04 am -
2 stops10h 33m
Deal found 10/23![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/38:41 am -
2 stops11h 39m
Fri 11/132:34 pm -
1 stop6h 39m
Deal found 10/21![United Airlines logo]()
$437
This Alaska Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/232:08 pm -
Nonstop4h 50m
Sun 1/39:45 pm -
1 stop5h 55m
Deal found 10/21![Alaska Airlines logo]()
$447
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 12/21:20 pm -
2 stops10h 30m
Sat 12/59:15 am -
2 stops9h 35m
Deal found 10/25![Southwest logo]()
$414
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/126:20 am -
2 stops12h 59m
Mon 1/186:15 am -
2 stops10h 25m
Deal found 10/23![Delta logo]()
$390
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/73:39 pm -
1 stop8h 48m
Wed 11/1111:30 pm -
1 stop8h 35m
Deal found 10/23![United Airlines logo]()
$441
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/62:30 pm -
1 stop8h 16m
Sat 3/1312:01 pm -
1 stop7h 58m
Deal found 10/26![American Airlines logo]()
$542
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/225:15 pm -
1 stop10h 00m
Tue 1/55:25 pm -
2 stops10h 30m
Deal found 10/21![Southwest logo]()
$419
This Alaska Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 12/307:58 pm -
1 stop25h 14m
Sat 1/29:45 pm -
1 stop5h 55m
Deal found 10/22![Alaska Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/222:44 pm -
2 stops11h 07m
Fri 11/275:30 am -
1 stop6h 07m
Deal found 10/23![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/63:40 pm -
1 stop7h 20m
Mon 11/911:30 pm -
Nonstop3h 45m
Deal found 10/23![Southwest logo]()
$420
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.
Sat 4/106:45 am -
1 stop6h 50m
Tue 4/1312:40 pm -
2 stops8h 21m
Deal found 10/25![United Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/612:13 pm -
1 stop9h 34m
Tue 11/105:00 am -
1 stop7h 02m
Deal found 10/22![American Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 12/259:30 am -
2 stops8h 43m
Fri 1/16:00 am -
2 stops9h 24m
Deal found 10/21![Delta logo]()
$404
This Southwest deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/99:55 pm -
1 stop13h 35m
Mon 11/165:25 pm -
2 stops10h 30m
Deal found 10/22![Southwest logo]()
$420
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/249:05 am -
Nonstop4h 47m
Tue 11/247:26 pm -
1 stop7h 36m
Deal found 10/22![United Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/66:05 am -
1 stop8h 23m
Tue 11/101:22 pm -
1 stop8h 48m
Deal found 10/22![American Airlines logo]()
$573
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.
Sat 3/64:00 pm -
1 stop8h 26m
Sat 3/139:45 pm -
1 stop10h 32m
Deal found 10/25![Delta logo]()
$429
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 12/173:40 pm -
1 stop7h 20m
Sun 12/204:25 pm -
1 stop10h 00m
Deal found 10/25![Southwest logo]()
$432
Last-minute flights from Illinois to PortlandDiscover last-minute flight deals from Illinois to Portland. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Portland. Data last updated October 26, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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.
Sat 11/72:07 pm -
Nonstop4h 43m
Tue 11/1012:02 pm -
1 stop10h 19m
Deal found 10/24![Multiple Airlines logo]()
$363
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/109:30 am -
2 stops8h 59m
Sat 11/1412:35 am -
1 stop6h 15m
Deal found 10/23![Delta logo]()
$363
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:30 am -
2 stops31h 06m
Mon 11/1612:31 pm -
2 stops25h 00m
Deal found 10/25![Frontier logo]()
$366
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/1212:58 pm -
1 stop7h 57m
Sat 11/1412:35 am -
1 stop6h 29m
Deal found 10/21![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/135:29 pm -
1 stop8h 17m
Sat 11/1412:35 am -
1 stop6h 15m
Deal found 10/21![Delta logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/139:30 am -
1 stop9h 20m
Sun 11/159:59 pm -
1 stop5h 41m
Deal found 10/21![Alaska Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/1712:49 pm -
Nonstop4h 34m
Tue 11/2411:30 pm -
Nonstop3h 49m
Deal found 10/22![United Airlines logo]()
$365
This Southwest deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/188:40 pm -
Nonstop4h 45m
Wed 11/2511:30 pm -
Nonstop3h 45m
Deal found 10/21![Southwest logo]()
$359
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 11/197:20 am -
1 stop11h 30m
Fri 11/275:30 am -
1 stop6h 51m
Deal found 10/25![Alaska Airlines logo]()
$360
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.
Sun 11/229:01 pm -
1 stop14h 26m
Fri 12/41:57 pm -
1 stop8h 02m
Deal found 10/25![Alaska Airlines logo]()
$367
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:00 pm -
1 stop14h 28m
Mon 11/301:31 pm -
1 stop13h 39m
Deal found 10/25![Frontier logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/2310:00 pm -
1 stop14h 28m
Wed 11/2510:27 am -
2 stops36h 26m
Deal found 10/23![Frontier logo]()
$361
One-way flights from Illinois to PortlandSearch for one-way flight options from Illinois to Portland. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Illinois to Portland. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Southwest deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/178:40 pm -
Nonstop4h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Southwest logo]()
$179
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 12/217:58 pm -
Nonstop4h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![United Airlines logo]()
$179
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/191:05 pm -
1 stop10h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$180
This Frontier deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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.
Tue 11/36:30 am -
1 stop6h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/227:45 am -
2 stops15h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$181
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/235:42 pm -
Nonstop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$182
This United Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” 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 11/204:25 pm -
Nonstop4h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![United Airlines logo]()
$183
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” 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 11/237:45 pm -
Nonstop4h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![United Airlines logo]()
$184
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/181:31 pm -
2 stops12h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$185
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/252:44 pm -
2 stops11h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/206:40 am -
2 stops40h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/196:30 am -
2 stops32h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Frontier logo]()
$188
Find flight deals from Illinois to Portland
Keep the following information in mind while searching for Illinois to Portland flight deals. Data was last updated October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $359 (Southwest) |
One-way from | $179 (Southwest) |
Popular in | October |
Cheapest in | January |
Average price | $449 |
Good round-trip deal | $357 or less |
Good one-way deal | $214 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Portland 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 26, 2026.
Use the filters below to find and compare flights from Illinois to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Tue 11/17
7:45 pm-10:27 pm
Nonstop4h 42m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$179
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Mon 12/21
7:58 pm-10:47 pm
Nonstop4h 49m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$179
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Wed 11/25
5:29 pm-11:46 pm
1 stop8h 17m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$180
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Wed 11/18
2:07 pm-4:50 pm
Nonstop4h 43m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$182
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Fri 11/20
4:25 pm-7:12 pm
Nonstop4h 47m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$183
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Tue 12/1
12:34 pm-10:06 pm
2 stops11h 32m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$184
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Wed 11/25
2:44 pm-11:46 pm
2 stops11h 02m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$185
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Sat 11/21
10:00 pm-12:40 am
Nonstop4h 40m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$189
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Fri 11/20
9:15 pm-11:55 pm
Nonstop4h 40m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$189
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Tue 11/17
1:05 pm-9:57 pm
1 stop10h 52m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$189
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Illinois with our price prediction graph.
MDW-PDX
ORD-PDX
BMI-PDX
MLI-PDX
PIA-PDX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to Portland
USIL-PDX
MDW-PDX
ORD-PDX
BMI-PDX
MLI-PDX
What is the cheapest month to book a flight from Illinois to Portland?
Currently, February is the cheapest month in which you can book a flight from Illinois to Portland (average of $297). Flying from Illinois to Portland in October is currently the most expensive (average of $451). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IL to PDX?
Find hourly flight availability from Illinois to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 26, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 47% on flights from Illinois to Portland by exploring options for tickets in the evening.
Weekly flight availability from Illinois to Portland
Explore weekly flight availability from Illinois to Portland. 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 26, 2026.
The most flights from USIL to PDX are scheduled on a Saturday (20 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Illinois to Portland?
Airfare is typical for this route at the moment.
Illinois to Portland flights typically cost between $353 and $526 in November.The cheapest round-trip price found within the last 5 days was $359 on American Airlines (Nov 21-Dec 2).
How far ahead should I book a flight from Illinois to Portland?
To ensure you get the cheapest price possible for a flight from Illinois to Portland, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Illinois to Portland?
Use this chart to determine the cheapest time to fly round-trip from Illinois to Portland. Price data was last updated on October 24, 2026.
Travelers seeking maximum savings on their Illinois to Portland flight should consider departing on Saturday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Illinois to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Durham
Cannon Beach
Longview
Lake Oswego
Lincoln City
Vancouver
Kelso
Troutdale
Clackamas
McMinnville
The Dalles
Wilsonville
Stevenson
Hillsboro
Tillamook
Astoria
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Alternative routes for Illinois to Portland
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Complete your trip
Complete your trip to Portland by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Portland by cabin class
Find flights from Illinois to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Portland flights
Browse other Illinois and Portland flight options. Last updated on October 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 26, 2026.
Illinois to Portland flights
Consider these flights traveling from Illinois to Portland.
Top 6 airlines flying from Illinois to Portland
Discover the top 6 airlines that operate flights from Illinois to Portland. 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 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$155 | Average$250 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$191 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$341 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$217 | Average$464 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$222 | Average$477 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$239 | Average$374 | FlexibilityNo cancel fee | On-time63% |