$161+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PDX
Sep 17 — Sep 241
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 63 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday
Cheap flight deals from Chicago to Salem
Cheapest
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 August 18, 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 August 18, 2026.
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Mon 9/146:30 am -
1 stop7h 13m
Thu 9/1712:38 pm -
1 stop9h 45m
Deal found 8/18![Frontier logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/161:21 pm -
1 stop24h 15m
Fri 10/212:39 pm -
2 stops33h 44m
Deal found 8/16![Frontier logo]()
$295
This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:30 am -
1 stop7h 13m
Sat 9/199:13 am -
1 stop8h 08m
Deal found 8/13![Multiple Airlines logo]()
$296
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:55 pm -
1 stop8h 25m
Mon 9/147:55 pm -
1 stop7h 50m
Deal found 8/13![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:50 pm -
1 stop9h 12m
Fri 9/181:49 pm -
1 stop7h 42m
Deal found 8/13![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:15 am -
2 stops9h 20m
Mon 10/268:20 pm -
1 stop7h 30m
Deal found 8/13![Southwest logo]()
$298
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/216:30 am -
1 stop7h 13m
Thu 9/2412:38 pm -
1 stop9h 45m
Deal found 8/17![Frontier logo]()
$298
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/188:55 pm -
1 stop16h 41m
Mon 9/2812:39 pm -
1 stop14h 59m
Deal found 8/16![Frontier logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:46 pm -
2 stops22h 57m
Mon 10/512:38 pm -
1 stop9h 45m
Deal found 8/14![Frontier logo]()
$300
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 pm -
Nonstop4h 20m
Wed 9/911:30 pm -
Nonstop3h 55m
Deal found 8/13![Southwest logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.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
Sat 9/1212:24 pm -
1 stop15h 14m
Deal found 8/14![Frontier logo]()
$301
This Trip.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 10/412:38 pm -
1 stop9h 45m
Deal found 8/14![Frontier logo]()
$302
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 August 18, 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 August 18, 2026.
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:40 pm -
Nonstop4h 40m
Thu 11/1911:20 am -
Nonstop3h 45m
Deal found 8/15![Southwest logo]()
$357
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/224:45 pm -
Nonstop4h 33m
Sat 9/268:30 am -
Nonstop4h 13m
Deal found 8/17![United Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:25 pm -
1 stop10h 15m
Sun 11/156:00 am -
1 stop6h 55m
Deal found 8/13![Delta logo]()
$375
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 10/222:14 pm -
Nonstop4h 37m
Sat 10/247:00 am -
Nonstop4h 18m
Deal found 8/18![Alaska Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/248:55 am -
Nonstop4h 38m
Mon 10/2611:30 pm -
Nonstop3h 49m
Deal found 8/17![United Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/176:15 am -
1 stop7h 50m
Sun 9/2011:30 pm -
Nonstop3h 55m
Deal found 8/17![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:45 pm -
1 stop9h 34m
Sun 10/251:00 pm -
1 stop8h 34m
Deal found 8/13![Delta logo]()
$375
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/158:00 am -
1 stop7h 37m
Thu 9/177:55 am -
1 stop9h 26m
Deal found 8/17![Alaska Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 12/179:15 pm -
Nonstop4h 40m
Mon 12/216:20 am -
2 stops9h 30m
Deal found 8/17![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/297:07 am -
1 stop7h 45m
Tue 10/66:45 am -
1 stop9h 05m
Deal found 8/16![Delta logo]()
$377
This Alaska Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/82:22 pm -
Nonstop4h 28m
Sat 9/127:06 am -
Nonstop4h 20m
Deal found 8/17![Alaska Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/122:15 pm -
2 stops9h 10m
Thu 9/176:15 am -
Nonstop3h 55m
Deal found 8/17![Southwest logo]()
$372
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:12 pm -
Nonstop4h 40m
Wed 9/98:17 am -
Nonstop4h 13m
Deal found 8/14![United Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:31 pm -
1 stop8h 13m
Mon 10/1211:12 pm -
1 stop8h 05m
Deal found 8/13![Delta logo]()
$382
This Alaska Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/122:22 pm -
Nonstop4h 28m
Mon 9/149:32 pm -
1 stop6h 48m
Deal found 8/16![Alaska Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/26:10 am -
2 stops9h 15m
Sat 2/68:35 am -
Nonstop3h 50m
Deal found 8/15![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:00 am -
1 stop6h 46m
Wed 9/3010:57 pm -
1 stop7h 39m
Deal found 8/15![Delta logo]()
$408
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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
Tue 10/611:35 pm -
Nonstop3h 50m
Deal found 8/17![Southwest logo]()
$376
This Alaska Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:17 pm -
1 stop22h 36m
Wed 9/307:03 am -
2 stops10h 18m
Deal found 8/15![Alaska Airlines logo]()
$418
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 10/195:15 am -
2 stops9h 20m
Thu 10/229:30 pm -
1 stop6h 25m
Deal found 8/16![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/231:40 pm -
2 stops10h 20m
Wed 9/306:55 am -
1 stop7h 05m
Deal found 8/16![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:15 am -
1 stop7h 50m
Mon 10/52:55 pm -
2 stops8h 15m
Deal found 8/14![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/68:35 am -
1 stop6h 05m
Sun 9/1311:30 pm -
Nonstop3h 55m
Deal found 8/17![Southwest logo]()
$383
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:50 pm -
Nonstop4h 20m
Mon 9/76:15 am -
Nonstop3h 55m
Deal found 8/13![Southwest logo]()
$387
Last-minute flights from Chicago to SalemDiscover last-minute flight deals from Chicago to Salem. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Salem. Data last updated August 18, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/22:41 pm -
1 stop28h 30m
Thu 9/1012:38 pm -
1 stop9h 45m
Deal found 8/18![Frontier logo]()
$291
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 pm -
Nonstop4h 20m
Wed 9/911:30 pm -
Nonstop3h 55m
Deal found 8/13![Southwest logo]()
$301
This Expedia deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:22 pm -
Nonstop4h 28m
Sun 9/1312:24 pm -
1 stop15h 14m
Deal found 8/13![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.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
Sat 9/1212:24 pm -
1 stop15h 14m
Deal found 8/14![Frontier logo]()
$301
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:50 pm -
1 stop9h 12m
Fri 9/181:49 pm -
1 stop7h 42m
Deal found 8/13![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:55 pm -
1 stop8h 25m
Mon 9/147:55 pm -
1 stop7h 50m
Deal found 8/13![Southwest logo]()
$297
This Priceline deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:30 am -
1 stop7h 13m
Sat 9/199:13 am -
1 stop8h 08m
Deal found 8/13![Multiple Airlines logo]()
$296
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Mon 9/146:30 am -
1 stop7h 13m
Thu 9/1712:38 pm -
1 stop9h 45m
Deal found 8/18![Frontier logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/161:21 pm -
1 stop24h 15m
Fri 10/212:39 pm -
2 stops33h 44m
Deal found 8/16![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/188:55 pm -
1 stop16h 41m
Mon 9/2812:39 pm -
1 stop14h 59m
Deal found 8/16![Frontier logo]()
$299
This Frontier deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Thu 9/2412:38 pm -
1 stop9h 45m
Deal found 8/13![Frontier logo]()
$302
This Frontier deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/216:30 am -
1 stop7h 13m
Thu 9/2412:38 pm -
1 stop9h 45m
Deal found 8/17![Frontier logo]()
$298
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 August 18, 2026.
Search for one-way flight options from Chicago to Salem. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:45 pm -
2 stops9h 35m
Deal found 8/13![Southwest logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:55 pm -
1 stop16h 41m
Deal found 8/14![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/191:06 pm -
2 stops23h 01m
Deal found 8/16![Frontier logo]()
$162
This Super.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/269:20 pm -
1 stop16h 15m
Deal found 8/18![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 9/196:30 am -
2 stops29h 37m
Deal found 8/16![Frontier logo]()
$163
This Frontier deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/146:30 am -
1 stop7h 13m
Deal found 8/18![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:03 pm -
2 stops30h 32m
Deal found 8/14![Frontier logo]()
$165
This Booking.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/12:41 pm -
1 stop28h 30m
Deal found 8/18![Frontier logo]()
$165
This CheapOair deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Wed 9/22:41 pm -
1 stop28h 30m
Deal found 8/18![Frontier logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:30 am -
2 stops29h 37m
Deal found 8/15![Frontier logo]()
$167
This Frontier deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:02 pm -
1 stop9h 06m
Deal found 8/14![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:25 am -
2 stops29h 42m
Deal found 8/13![Frontier logo]()
$170
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 August 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $293 (Expedia) |
One-way from | $161 (Southwest) |
Popular in | August |
Cheapest in | January |
Average price | $430 |
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 August 18, 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
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Mon 11/16
8:40 pm-11:20 pm
Nonstop4h 40m
Portland
Thu 11/19
11:20 am-5:05 pm
Nonstop3h 45m
$357
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Tue 9/22
4:45 pm-7:18 pm
Nonstop4h 33m
Portland
Sat 9/26
8:30 am-2:43 pm
Nonstop4h 13m
$357
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Sat 10/24
8:55 am-11:33 am
Nonstop4h 38m
Portland
Mon 10/26
11:30 pm-5:19 am
Nonstop3h 49m
$357
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Thu 9/17
6:15 am-12:05 pm
1 stop7h 50m
Portland
Sun 9/20
11:30 pm-5:25 am
Nonstop3h 55m
$367
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Thu 12/17
9:15 pm-11:55 pm
Nonstop4h 40m
Portland
Mon 12/21
6:20 am-5:50 pm
2 stops9h 30m
$372
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Sat 9/12
2:15 pm-9:25 pm
2 stops9h 10m
Portland
Thu 9/17
6:15 am-12:10 pm
Nonstop3h 55m
$372
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Tue 2/2
6:10 am-1:25 pm
2 stops9h 15m
Portland
Sat 2/6
8:35 am-2:25 pm
Nonstop3h 50m
$372
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Fri 11/13
2:25 pm-10:40 pm
1 stop10h 15m
Portland
Sun 11/15
6:00 am-2:55 pm
1 stop6h 55m
$375
ChicagoPortland
ORD Chicago O'Hare Intl - PDX Portland
ORDPDX
Chicago O'Hare Intl
Fri 10/23
2:45 pm-10:19 pm
1 stop9h 34m
Portland
Sun 10/25
1:00 pm-11:34 pm
1 stop8h 34m
$375
Quickest round-trip
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Fri 10/2
9:45 pm-12:10 am
Nonstop4h 25m
Portland
Tue 10/6
11:35 pm-5:25 am
Nonstop3h 50m
$376
Showing 1-10 of 45 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.
ORD-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 Chicago to Salem
CHI-SA8
ORD-PDX
MDW-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 August 18, 2026.
One of the essential ways to save on airfare from Chicago to Salem is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 42% 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 August 18, 2026.
The most flights from CHI to SA8 are scheduled on a Monday (31 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Chicago to Salem?
Airfare is below average for this route at the moment.
Chicago to Salem flights typically cost between $331 and $496 in September.The cheapest round-trip price found within the last 5 days was $293 on Frontier (Sep 14-Sep 17).
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 August 15, 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. Monday 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 August 18, 2026.
Get a feel of what it's like to fly with Southwest,Alaska Airlines, 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.
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Alternative routes for Chicago to Salem
See prices for flight routes from nearby airports that may be better suited for you.
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 August 18, 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 August 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Chicago to Salem
Discover the top 7 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 August 18, 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$437 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$213 | Average$406 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$217 | Average$399 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$227 | Average$372 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$256 | Average$449 | FlexibilityNo cancel fee | On-timeN/A |