$159+ Cheap flights from Chicago (CHI) to Salem, OR
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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDX
Jul 31 — Aug 71
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Salem 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.Cheapflights Tip: The best prices from Chicago to Salem are usually found in January or February, booked 77 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday
Cheap flight deals from Chicago to Salem
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Best
Last-minute
One-way
Cheapest flights from Chicago to SalemExplore the most affordable flight options available from Chicago to Salem. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2026.
Explore the most affordable flight options available from Chicago to Salem. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2026.
This Trip.com deal was found by Cheapflights users on 6/28. 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 8/67:20 am
ORD
- PDX
Nonstop4h 25m
Multiple Airlines
Wed 8/125:21 pm
PDX
- ORD
1 stop25h 31m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Thu 8/69:13 pm
ORD
- PDX
1 stop16h 22m
Multiple Airlines
Sat 8/1510:59 pm
PDX
- ORD
Nonstop4h 01m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$312
This Expedia deal was found by Cheapflights users on 6/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:40 pm
ORD
- PDX
1 stop19h 55m
Multiple Airlines
Sat 9/267:55 am
PDX
- ORD
1 stop9h 26m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$313
This Frontier deal was found by Cheapflights users on 6/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:06 am
ORD
- PDX
1 stop7h 29m
Frontier
Sun 9/209:34 pm
PDX
- ORD
1 stop12h 23m
Frontier
Deal found 6/28![Frontier logo]()
$314
This Expedia deal was found by Cheapflights users on 6/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/79:13 pm
ORD
- PDX
1 stop16h 22m
Multiple Airlines
Mon 8/1010:59 pm
PDX
- ORD
Nonstop4h 01m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:20 am
ORD
- PDX
Nonstop4h 25m
Multiple Airlines
Sat 9/55:56 pm
PDX
- ORD
1 stop10h 03m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$316
This Booking.com deal was found by Cheapflights users on 6/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/59:57 pm
ORD
- PDX
1 stop20h 54m
Multiple Airlines
Tue 8/117:00 am
PDX
- ORD
Nonstop4h 13m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$317
This Super.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:13 pm
ORD
- PDX
1 stop16h 22m
Frontier
Fri 8/75:49 pm
PDX
- ORD
1 stop9h 48m
Frontier
Deal found 6/29![Frontier logo]()
$318
This Frontier deal was found by Cheapflights users on 6/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:29 am
ORD
- PDX
1 stop11h 25m
Frontier
Thu 8/135:36 pm
PDX
- ORD
1 stop10h 41m
Frontier
Deal found 6/28![Frontier logo]()
$319
This Gotogate deal was found by Cheapflights users on 6/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:13 pm
ORD
- PDX
1 stop16h 22m
Frontier
Sat 7/255:36 pm
PDX
- ORD
1 stop10h 41m
Frontier
Deal found 6/28![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Thu 8/69:13 pm
ORD
- PDX
1 stop16h 22m
Frontier
Tue 8/115:16 pm
PDX
- ORD
1 stop25h 36m
Frontier
Deal found 6/28![Frontier logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 6/28. 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.
Thu 8/69:13 pm
ORD
- PDX
1 stop16h 22m
Frontier
Wed 8/125:21 pm
PDX
- ORD
1 stop25h 31m
Frontier
Deal found 6/28![Frontier logo]()
$322
Best flights from Chicago to SalemDiscover carefully curated flight deals from Chicago to Salem that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2026.
Discover carefully curated flight deals from Chicago to Salem that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2026.
This Southwest deal was found by Cheapflights users on 6/26. 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 8/208:50 pm
MDW
- PDX
Nonstop4h 15m
Southwest
Tue 8/2511:30 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 6/26![Southwest logo]()
$350
This United Airlines deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:30 am
ORD
- PDX
Nonstop4h 47m
United Airlines
Wed 12/302:30 pm
PDX
- ORD
Nonstop4h 04m
United Airlines
Deal found 6/29![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:40 am
ORD
- PDX
1 stop8h 18m
Delta
Wed 9/912:40 pm
PDX
- ORD
1 stop9h 17m
Delta
Deal found 6/30![Delta logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 6/27. 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 8/157:20 am
ORD
- PDX
Nonstop4h 25m
Alaska Airlines
Sun 8/237:55 am
PDX
- ORD
1 stop9h 26m
Alaska Airlines
Deal found 6/27![Alaska Airlines logo]()
$379
This Southwest deal was found by Cheapflights users on 6/27. 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.
Sat 8/1511:00 am
MDW
- PDX
1 stop6h 10m
Southwest
Tue 8/1811:30 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 6/27![Southwest logo]()
$359
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:30 pm
ORD
- PDX
Nonstop4h 26m
United Airlines
Wed 9/164:07 pm
PDX
- ORD
1 stop5h 52m
United Airlines
Deal found 6/28![United Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:44 pm
ORD
- PDX
1 stop6h 18m
Delta
Fri 10/22:10 pm
PDX
- ORD
1 stop7h 49m
Delta
Deal found 6/30![Delta logo]()
$389
This Southwest deal was found by Cheapflights users on 6/26. 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 8/136:30 pm
MDW
- PDX
Nonstop4h 15m
Southwest
Mon 8/1712:40 pm
PDX
- MDW
2 stops9h 05m
Southwest
Deal found 6/26![Southwest logo]()
$360
This United Airlines deal was found by Cheapflights users on 6/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:45 pm
ORD
- PDX
Nonstop4h 33m
United Airlines
Sun 9/208:15 am
PDX
- ORD
Nonstop4h 13m
United Airlines
Deal found 6/27![United Airlines logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:22 pm
ORD
- PDX
Nonstop4h 28m
Alaska Airlines
Wed 9/307:06 am
PDX
- ORD
Nonstop4h 20m
Alaska Airlines
Deal found 6/28![Alaska Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/26:55 am
ORD
- PDX
1 stop6h 46m
Delta
Fri 8/712:35 am
PDX
- ORD
1 stop5h 55m
Delta
Deal found 6/29![Delta logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:17 pm
ORD
- PDX
Nonstop4h 37m
Alaska Airlines
Mon 10/129:00 am
PDX
- ORD
1 stop7h 53m
Alaska Airlines
Deal found 6/26![Alaska Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 pm
MDW
- PDX
Nonstop4h 15m
Southwest
Sat 8/1511:20 am
PDX
- MDW
2 stops8h 55m
Southwest
Deal found 6/28![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Fri 7/247:00 am
ORD
- PDX
Nonstop4h 34m
United Airlines
Wed 7/2911:40 pm
PDX
- ORD
Nonstop4h 05m
United Airlines
Deal found 6/27![United Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:45 pm
MDW
- PDX
1 stop7h 10m
Southwest
Mon 9/146:25 am
PDX
- MDW
2 stops8h 35m
Southwest
Deal found 6/28![Southwest logo]()
$374
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/167:40 pm
ORD
- PDX
1 stop6h 04m
Delta
Sat 7/1812:33 am
PDX
- ORD
1 stop5h 57m
Delta
Deal found 6/26![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 6/27. 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 8/146:30 pm
MDW
- PDX
Nonstop4h 15m
Southwest
Mon 8/1710:45 pm
PDX
- MDW
1 stop8h 15m
Southwest
Deal found 6/27![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 6/26. 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.
Wed 9/210:20 am
MDW
- PDX
Nonstop4h 15m
Southwest
Wed 9/211:30 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 6/26![Southwest logo]()
$379
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 am
ORD
- PDX
2 stops11h 03m
United Airlines
Sat 10/2412:45 pm
PDX
- ORD
1 stop6h 33m
United Airlines
Deal found 6/28![United Airlines logo]()
$465
This Southwest deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/119:00 am
MDW
- PDX
1 stop8h 00m
Southwest
Sun 9/1311:30 pm
PDX
- MDW
Nonstop3h 55m
Southwest
Deal found 6/29![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:50 pm
MDW
- PDX
2 stops8h 05m
Southwest
Tue 7/2811:30 pm
PDX
- MDW
Nonstop3h 50m
Southwest
Deal found 6/30![Southwest logo]()
$397
This Southwest deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/2410:00 am
MDW
- PDX
2 stops8h 55m
Southwest
Tue 7/285:55 pm
PDX
- MDW
1 stop9h 30m
Southwest
Deal found 6/28![Southwest logo]()
$407
Last-minute flights from Chicago to SalemDiscover last-minute flight deals from Chicago to Salem. Data last updated July 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Salem. Data last updated July 1, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:48 pm
ORD
- PDX
1 stop21h 09m
Frontier
Wed 7/85:21 pm
PDX
- ORD
1 stop25h 31m
Frontier
Deal found 6/30![Frontier logo]()
$317
This CheapOair deal was found by Cheapflights users on 6/27. 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 7/139:57 pm
ORD
- PDX
1 stop20h 34m
Frontier
Fri 7/175:49 pm
PDX
- ORD
1 stop9h 48m
Frontier
Deal found 6/27![Frontier logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:13 pm
ORD
- PDX
1 stop16h 22m
Multiple Airlines
Wed 7/2210:59 pm
PDX
- ORD
Nonstop4h 01m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$316
This Gotogate deal was found by Cheapflights users on 6/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/189:13 pm
ORD
- PDX
1 stop16h 22m
Frontier
Sat 7/255:36 pm
PDX
- ORD
1 stop10h 41m
Frontier
Deal found 6/28![Frontier logo]()
$320
This Gotogate deal was found by Cheapflights users on 6/27. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:20 am
ORD
- PDX
Nonstop4h 25m
Multiple Airlines
Sat 7/255:36 pm
PDX
- ORD
1 stop10h 41m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 6/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:57 pm
ORD
- PDX
1 stop20h 39m
Frontier
Sat 7/2512:20 pm
PDX
- ORD
1 stop6h 32m
Frontier
Deal found 6/27![Frontier logo]()
$315
This Priceline deal was found by Cheapflights users on 6/27. 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.
Tue 7/217:20 am
ORD
- PDX
Nonstop4h 25m
Multiple Airlines
Thu 7/236:49 pm
PDX
- ORD
1 stop8h 48m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 6/28. 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 7/227:20 am
ORD
- PDX
Nonstop4h 25m
Multiple Airlines
Mon 7/275:49 pm
PDX
- ORD
1 stop9h 48m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:57 pm
ORD
- PDX
1 stop20h 54m
Frontier
Thu 7/3012:20 pm
PDX
- ORD
1 stop6h 32m
Frontier
Deal found 6/30![Frontier logo]()
$322
This CheapOair deal was found by Cheapflights users on 6/26. 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 7/249:57 pm
ORD
- PDX
1 stop20h 54m
Frontier
Sun 7/266:49 pm
PDX
- ORD
1 stop8h 48m
Frontier
Deal found 6/26![Frontier logo]()
$311
This Frontier deal was found by Cheapflights users on 6/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/277:15 am
ORD
- PDX
1 stop11h 39m
Frontier
Thu 8/66:49 pm
PDX
- ORD
1 stop8h 48m
Frontier
Deal found 6/28![Frontier logo]()
$319
This Alaska Airlines deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:20 am
ORD
- PDX
Nonstop4h 25m
Alaska Airlines
Wed 8/510:59 pm
PDX
- ORD
Nonstop4h 01m
Alaska Airlines
Deal found 6/26![Alaska Airlines logo]()
$325
One-way flights from Chicago to SalemSearch for one-way flight options from Chicago to Salem. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
Search for one-way flight options from Chicago to Salem. Find affordable one-way fares based on user searches. Data last updated July 1, 2026.
This Super.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:57 pm
ORD
- PDX
1 stop20h 54m
Frontier
Deal found 6/30![Frontier logo]()
$159
This Super.com deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/99:13 pm
ORD
- PDX
1 stop16h 22m
Frontier
Deal found 6/29![Frontier logo]()
$160
This Super.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:48 pm
ORD
- PDX
1 stop21h 09m
Frontier
Deal found 6/30![Frontier logo]()
$161
This Frontier deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/307:15 am
ORD
- PDX
1 stop12h 49m
Frontier
Deal found 6/30![Frontier logo]()
$163
This CheapOair deal was found by Cheapflights users on 6/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:57 pm
ORD
- PDX
1 stop20h 39m
Frontier
Deal found 6/28![Frontier logo]()
$166
This CheapOair deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/139:57 pm
ORD
- PDX
1 stop20h 34m
Frontier
Deal found 6/30![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/299:57 pm
ORD
- PDX
1 stop20h 54m
Frontier
Deal found 6/30![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Wed 9/910:40 pm
ORD
- PDX
1 stop19h 55m
Frontier
Deal found 6/26![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:41 pm
ORD
- PDX
1 stop28h 30m
Frontier
Deal found 6/30![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 6/26. 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.
Sun 8/168:20 pm
MDW
- PDX
1 stop17h 15m
Allegiant Air
Deal found 6/26![Allegiant Air logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 6/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:41 pm
ORD
- PDX
1 stop28h 30m
Frontier
Deal found 6/28![Frontier logo]()
$172
This Delta deal was found by Cheapflights users on 6/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:51 pm
MDW
- PDX
1 stop8h 26m
Delta
Deal found 6/26![Delta logo]()
$173
Find flight deals from Chicago to Salem
Keep the following information in mind while searching for Chicago to Salem flight deals. Data was last updated July 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $311 (Trip.com) |
One-way from | $159 (Super.com) |
Popular in | March |
Cheapest in | January |
Average price | $358 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Salem 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 2,558,603 searches. Data last updated July 1, 2026.
Use the filters below to find and compare flights from Chicago to Salem that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 8/20
8:50 pm-11:05 pm
Nonstop4h 15m
Portland
Tue 8/25
11:30 pm-5:25 am
Nonstop3h 55m
$350
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Wed 12/16
7:30 am-10:17 am
Nonstop4h 47m
Portland
Wed 12/30
2:30 pm-8:34 pm
Nonstop4h 04m
$354
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 8/15
11:00 am-3:10 pm
1 stop6h 10m
Portland
Tue 8/18
11:30 pm-5:25 am
Nonstop3h 55m
$359
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Wed 9/9
1:30 pm-3:56 pm
Nonstop4h 26m
Portland
Wed 9/16
4:07 pm-11:59 pm
1 stop5h 52m
$359
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 8/13
6:30 pm-8:45 pm
Nonstop4h 15m
Portland
Mon 8/17
12:40 pm-11:45 pm
2 stops9h 05m
$360
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Tue 9/1
6:40 am-12:58 pm
1 stop8h 18m
Portland
Wed 9/9
12:40 pm-11:57 pm
1 stop9h 17m
$369
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Thu 9/17
4:45 pm-7:18 pm
Nonstop4h 33m
Portland
Sun 9/20
8:15 am-2:28 pm
Nonstop4h 13m
$369
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 8/8
6:00 pm-8:15 pm
Nonstop4h 15m
Portland
Sat 8/15
11:20 am-10:15 pm
2 stops8h 55m
$372
ChicagoPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 9/2
4:45 pm-9:55 pm
1 stop7h 10m
Portland
Mon 9/14
6:25 am-5:00 pm
2 stops8h 35m
$374
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Sat 8/15
7:20 am-9:45 am
Nonstop4h 25m
Portland
Sun 8/23
7:55 am-7:21 pm
1 stop9h 26m
$379
Showing 1-10 of 43 resultsSorted by cheapest first
Best time to book a flight from Chicago to Salem
Have a flexible travel schedule? Discover the best time to fly to Salem from Chicago with our price prediction graph.
MDW-PDX
ORD-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 Chicago to Salem
CHI-SA8
MDW-PDX
ORD-PDX
What is the cheapest time of day to fly from CHI to SA8?
Find hourly flight availability from Chicago to Salem. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 1, 2026.
One of the essential ways to save on airfare from Chicago to Salem is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 11% on airfare.
Weekly flight availability from Chicago to Salem
Explore weekly flight availability from Chicago to Salem. 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 July 1, 2026.
The most flights from CHI to SA8 are scheduled on a Monday (32 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Salem?
What is the cheapest day to fly from Chicago to Salem?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Salem. Price data was last updated on June 27, 2026.
Travelers seeking maximum savings on their Chicago to Salem flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Salem
Get insights into the airlines that provide service to Salem. 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 Salem. Reviews last updated July 1, 2026.
Get a feel of what it's like to fly with Alaska Airlines,Southwest, andUnited Airlines from Chicago to Salem by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Food
7.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Food
7.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Food
7.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Food
7.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Food
7.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Comfort
7.8
Entertainment
7.0
Boarding
8.1
Overall
7.9
Food
7.1
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Chicago to Salem. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Salem
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Complete your trip
Complete your trip to Salem by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Salem by cabin class
Find flights from Chicago to Salem, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Salem flights
Browse other Chicago and Salem flight options. Last updated on July 1, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on July 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 8 airlines flying from Chicago to Salem
Discover the top 8 airlines that operate flights from Chicago to Salem. 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 2,558,603 searches. Data last updated July 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$124 | Average$238 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$150 | Average$250 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$191 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$399 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$196 | Average$405 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$203 | Average$338 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$205 | Average$394 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$227 | Average$372 | FlexibilityNo cancel fee | On-time63% |