$135+ Cheap flights from Illinois to Portland (PDX)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PDX
Sep 27 — Oct 41
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to Portland 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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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 Illinois to Portland
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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 August 28, 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 August 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Sat 10/177:42 pm -
1 stop17h 12m
Tue 10/2011:49 am -
1 stop25h 35m
Deal found 8/23![Frontier logo]()
$267
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 10/217:02 am -
2 stops11h 27m
Sat 10/2410:30 am -
2 stops11h 29m
Deal found 8/27![Alaska Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Wed 9/238:10 pm -
1 stop17h 33m
Fri 10/212:38 pm -
1 stop28h 39m
Deal found 8/23![Frontier logo]()
$274
This CheapOair deal was found by Cheapflights users on 8/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:28 pm -
1 stop24h 08m
Tue 11/1012:02 pm -
1 stop25h 21m
Deal found 8/24![Frontier logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Wed 9/238:10 pm -
1 stop17h 33m
Thu 10/112:38 pm -
1 stop28h 39m
Deal found 8/23![Frontier logo]()
$284
This Expedia deal was found by Cheapflights users on 8/27. 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 9/258:55 pm -
1 stop16h 41m
Mon 9/2812:39 pm -
1 stop14h 59m
Deal found 8/27![Frontier logo]()
$287
This CheapOair deal was found by Cheapflights users on 8/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:32 pm -
1 stop18h 04m
Mon 10/1211:06 am -
1 stop17h 28m
Deal found 8/27![Frontier logo]()
$288
This Super.com deal was found by Cheapflights users on 8/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:01 pm -
1 stop16h 10m
Mon 10/1911:06 am -
1 stop17h 28m
Deal found 8/25![Frontier logo]()
$290
This Trip.com deal was found by Cheapflights users on 8/24. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:01 pm -
1 stop16h 10m
Thu 10/1512:11 pm -
1 stop15h 05m
Deal found 8/24![Frontier logo]()
$293
This Trip.com deal was found by Cheapflights users on 8/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:55 pm -
1 stop16h 59m
Mon 10/512:39 pm -
1 stop14h 59m
Deal found 8/28![Frontier logo]()
$295
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:55 pm -
1 stop16h 41m
Fri 9/2512:38 pm -
1 stop9h 45m
Deal found 8/25![Frontier logo]()
$296
This CheapOair deal was found by Cheapflights users on 8/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:55 pm -
1 stop16h 41m
Sat 10/312:24 pm -
1 stop15h 14m
Deal found 8/26![Frontier logo]()
$297
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 August 28, 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 August 28, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/237:20 am -
1 stop11h 33m
Tue 9/297:06 am -
Nonstop4h 20m
Deal found 8/24![Alaska Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 8/27. 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.
Tue 10/278:15 am -
1 stop9h 05m
Tue 11/101:15 pm -
1 stop5h 51m
Deal found 8/27![United Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 8/27. 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 10/272:30 pm -
1 stop7h 11m
Tue 11/102:34 pm -
1 stop6h 43m
Deal found 8/27![American Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 8/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:10 pm -
1 stop8h 00m
Tue 10/131:10 pm -
1 stop8h 45m
Deal found 8/26![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 8/28. 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 11/512:13 pm -
1 stop8h 56m
Tue 11/1011:20 pm -
2 stops10h 06m
Deal found 8/28![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 8/27. 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 9/269:00 am -
2 stops11h 31m
Sat 9/2611:30 pm -
1 stop9h 18m
Deal found 8/27![United Airlines logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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 10/247:00 am -
1 stop6h 36m
Tue 10/279:03 am -
1 stop26h 22m
Deal found 8/27![Alaska Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 8/25. 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
Sat 11/142:34 pm -
1 stop6h 43m
Deal found 8/25![American Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 8/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:30 pm -
Nonstop4h 25m
Sat 10/2411:35 pm -
Nonstop3h 50m
Deal found 8/26![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 8/23. 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.
Fri 11/207:00 pm -
1 stop6h 51m
Mon 11/235:24 pm -
1 stop5h 16m
Deal found 8/23![Delta logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 12/243:43 pm -
1 stop9h 04m
Sat 1/211:59 pm -
1 stop8h 01m
Deal found 8/25![United Airlines logo]()
$346
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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 10/302:21 pm -
1 stop8h 19m
Mon 11/22:04 pm -
1 stop21h 13m
Deal found 8/27![Alaska Airlines logo]()
$360
This Southwest deal was found by Cheapflights users on 8/27. 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.
Mon 10/129:45 pm -
Nonstop4h 30m
Mon 10/194:20 pm -
1 stop6h 55m
Deal found 8/27![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 8/26. 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.
Sat 10/105:31 pm -
1 stop8h 13m
Mon 10/1211:12 pm -
1 stop8h 05m
Deal found 8/26![Delta logo]()
$377
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/117:00 am -
Nonstop4h 31m
Sat 10/172:27 pm -
Nonstop4h 13m
Deal found 8/25![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 8/25. 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 9/2310:05 am -
1 stop7h 15m
Sun 9/2711:30 pm -
Nonstop3h 55m
Deal found 8/25![Southwest logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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 10/102:14 pm -
Nonstop4h 37m
Mon 10/121:49 pm -
1 stop8h 10m
Deal found 8/27![Alaska Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:59 am -
1 stop10h 10m
Sat 10/2411:52 am -
1 stop8h 41m
Deal found 8/27![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 8/27. 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 9/111:19 pm -
1 stop8h 17m
Tue 9/156:00 am -
1 stop7h 54m
Deal found 8/27![American Airlines logo]()
$429
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/171:30 pm -
Nonstop4h 26m
Mon 10/192:27 pm -
Nonstop4h 13m
Deal found 8/25![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 9/258:50 pm -
Nonstop4h 20m
Sun 9/276:45 pm -
1 stop9h 00m
Deal found 8/24![Southwest logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 8/24. 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.
Tue 10/272:14 pm -
Nonstop4h 37m
Sun 11/19:03 am -
1 stop7h 56m
Deal found 8/24![Alaska Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:30 pm -
1 stop6h 32m
Wed 10/2811:52 am -
1 stop10h 05m
Deal found 8/24![Delta logo]()
$377
This United Airlines deal was found by Cheapflights users on 8/27. 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 10/144:20 pm -
Nonstop4h 33m
Sat 10/1712:45 pm -
1 stop6h 33m
Deal found 8/27![United Airlines logo]()
$363
This American Airlines deal was found by Cheapflights users on 8/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:24 pm -
1 stop8h 59m
Mon 10/56:01 am -
1 stop5h 56m
Deal found 8/23![American Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 8/27. 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 10/96:10 pm -
1 stop8h 05m
Mon 10/1211:35 pm -
1 stop7h 40m
Deal found 8/27![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 8/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:45 pm -
1 stop9h 34m
Sun 11/111:00 pm -
1 stop8h 25m
Deal found 8/24![Delta logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 8/27. 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 9/182:18 pm -
1 stop10h 27m
Sat 9/197:03 am -
2 stops10h 18m
Deal found 8/27![Alaska Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 8/23. 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.
Thu 10/296:30 am -
2 stops10h 04m
Sun 11/111:30 pm -
1 stop8h 35m
Deal found 8/23![United Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 8/24. 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.
Fri 10/29:45 pm -
Nonstop4h 25m
Mon 10/52:55 pm -
2 stops8h 15m
Deal found 8/24![Southwest logo]()
$372
Last-minute flights from Illinois to PortlandDiscover last-minute flight deals from Illinois to Portland. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Portland. Data last updated August 28, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:10 pm -
1 stop17h 33m
Mon 9/1412:39 pm -
1 stop20h 53m
Deal found 8/24![Frontier logo]()
$299
This Priceline deal was found by Cheapflights users on 8/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:30 am -
1 stop7h 13m
Mon 9/2112:38 pm -
1 stop9h 45m
Deal found 8/27![Frontier logo]()
$313
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:55 pm -
1 stop16h 41m
Fri 9/2512:38 pm -
1 stop9h 45m
Deal found 8/25![Frontier logo]()
$296
This CheapOair deal was found by Cheapflights users on 8/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:55 pm -
1 stop16h 41m
Mon 9/2112:39 pm -
1 stop14h 59m
Deal found 8/24![Frontier logo]()
$305
This CheapOair deal was found by Cheapflights users on 8/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:12 pm -
1 stop25h 24m
Mon 9/2812:39 pm -
1 stop20h 53m
Deal found 8/27![Frontier logo]()
$309
This Trip.com deal was found by Cheapflights users on 8/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2012:27 pm -
1 stop25h 27m
Tue 9/2911:16 am -
Nonstop3h 54m
Deal found 8/25![Multiple Airlines logo]()
$302
This Trip.com deal was found by Cheapflights users on 8/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:18 pm -
1 stop10h 27m
Tue 9/299:13 am -
1 stop8h 08m
Deal found 8/25![Alaska Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Wed 9/238:10 pm -
1 stop17h 33m
Fri 10/212:38 pm -
1 stop28h 39m
Deal found 8/23![Frontier logo]()
$274
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Wed 9/238:10 pm -
1 stop17h 33m
Thu 10/112:38 pm -
1 stop28h 39m
Deal found 8/23![Frontier logo]()
$284
This Expedia deal was found by Cheapflights users on 8/27. 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 9/258:55 pm -
1 stop16h 41m
Mon 9/2812:39 pm -
1 stop14h 59m
Deal found 8/27![Frontier logo]()
$287
This CheapOair deal was found by Cheapflights users on 8/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:55 pm -
1 stop16h 41m
Sat 10/312:24 pm -
1 stop15h 14m
Deal found 8/26![Frontier logo]()
$297
This Expedia deal was found by Cheapflights users on 8/27. 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.
Tue 9/297:20 am -
1 stop8h 28m
Mon 10/512:39 pm -
1 stop14h 59m
Deal found 8/27![Multiple Airlines logo]()
$306
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 August 28, 2026.
Search for one-way flight options from Illinois to Portland. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/23. 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.
Wed 9/238:10 pm -
1 stop17h 33m
Deal found 8/23![Frontier logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 8/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:42 pm -
1 stop17h 12m
Deal found 8/25![Frontier logo]()
$141
This CheapOair deal was found by Cheapflights users on 8/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:00 pm -
1 stop16h 54m
Deal found 8/27![Frontier logo]()
$142
This Expedia deal was found by Cheapflights users on 8/27. 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.
Tue 2/237:00 am -
2 stops14h 38m
Deal found 8/27![Alaska Airlines logo]()
$143
This Trip.com deal was found by Cheapflights users on 8/25. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:27 pm -
1 stop25h 27m
Deal found 8/25![Frontier logo]()
$144
This CheapOair deal was found by Cheapflights users on 8/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:08 pm -
1 stop29h 16m
Deal found 8/23![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/266:35 pm -
2 stops18h 32m
Deal found 8/26![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 8/28. 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.
Wed 9/302:29 pm -
2 stops23h 07m
Deal found 8/28![Frontier logo]()
$157
This Booking.com deal was found by Cheapflights users on 8/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:55 pm -
1 stop16h 59m
Deal found 8/24![Frontier logo]()
$166
This Booking.com deal was found by Cheapflights users on 8/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:20 am -
1 stop15h 20m
Deal found 8/26![Alaska Airlines logo]()
$167
This Super.com deal was found by Cheapflights users on 8/25. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:21 pm -
1 stop24h 15m
Deal found 8/25![Frontier logo]()
$168
This Frontier deal was found by Cheapflights users on 8/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:30 am -
1 stop7h 13m
Deal found 8/27![Frontier logo]()
$169
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 August 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $267 (Kiwi.com) |
One-way from | $135 (Kiwi.com) |
Popular in | August |
Cheapest in | January |
Average price | $428 |
Good round-trip deal | $360 or less |
Good one-way deal | $209 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 August 28, 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
Wed 9/23
7:20 am-4:53 pm
1 stop11h 33m
Portland
Tue 9/29
7:06 am-1:26 pm
Nonstop4h 20m
$340
PeoriaPortland
PIA Greater Peoria - PDX Portland
PIAPDX
Greater Peoria
Tue 10/27
8:15 am-3:20 pm
1 stop9h 05m
Portland
Tue 11/10
1:15 pm-9:06 pm
1 stop5h 51m
$341
St. LouisPortland
STL Lambert-St Louis - PDX Portland
STLPDX
Lambert-St Louis
Sat 9/26
9:00 am-6:31 pm
2 stops11h 31m
Portland
Sat 9/26
11:30 pm-10:48 am
1 stop9h 18m
$342
MolinePortland
MLI Moline Quad-City - PDX Portland
MLIPDX
Moline Quad-City
Thu 12/24
3:43 pm-10:47 pm
1 stop9h 04m
Portland
Sat 1/2
11:59 pm-10:00 am
1 stop8h 01m
$346
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Sat 10/24
7:00 am-11:36 am
1 stop6h 36m
Portland
Tue 10/27
9:03 am-1:25 pm
1 stop26h 22m
$350
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Sun 10/11
7:00 am-9:31 am
Nonstop4h 31m
Portland
Sat 10/17
2:27 pm-8:40 pm
Nonstop4h 13m
$357
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Sat 10/17
1:30 pm-3:56 pm
Nonstop4h 26m
Portland
Mon 10/19
2:27 pm-8:40 pm
Nonstop4h 13m
$357
BloomingtonPortland
BMI Bloomington-Normal - PDX Portland
BMIPDX
Bloomington-Normal
Tue 10/27
2:30 pm-7:41 pm
1 stop7h 11m
Portland
Tue 11/10
2:34 pm-11:17 pm
1 stop6h 43m
$359
BloomingtonPortland
BMI Bloomington-Normal - PDX Portland
BMIPDX
Bloomington-Normal
Thu 11/5
2:34 pm-7:47 pm
1 stop7h 13m
Portland
Sat 11/14
2:34 pm-11:17 pm
1 stop6h 43m
$359
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Fri 10/30
2:21 pm-8:40 pm
1 stop8h 19m
Portland
Mon 11/2
2:04 pm-1:17 pm
1 stop21h 13m
$360
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.
STL-PDX
ORD-PDX
PIA-PDX
BMI-PDX
MDW-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
STL-PDX
ORD-PDX
PIA-PDX
BMI-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 $294). Flying from Illinois to Portland in March is currently the most expensive (average of $402). 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 August 28, 2026.
Unlike at noon, when flights are generally more expensive, you can save up to 45% 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 August 28, 2026.
The most flights from USIL to PDX are scheduled on a Thursday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 $278 and $485 in September.The cheapest round-trip price found within the last 5 days was $287 on Frontier (Sep 25-Sep 28).
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 86 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 August 22, 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
Lincoln City
Durham
Longview
Lake Oswego
Kelso
Clackamas
Troutdale
Vancouver
Cannon Beach
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
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Alternative routes for Illinois to Portland
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Complete your trip
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Search flights from Illinois to Portland by cabin class
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Illinois and Portland flights
Browse other Illinois and Portland flight options. Last updated on August 28, 2026.
Popular flight searches
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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 August 28, 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 August 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$150 | Average$317 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$191 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$207 | Average$334 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$213 | Average$412 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$217 | Average$468 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$227 | Average$372 | FlexibilityNo cancel fee | On-time63% |