$169+ Cheap flights from Chicago (CHI) to Jackson, MS (JAN)
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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Apr 21 — Apr 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Jackson with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to JacksonExplore the most affordable flight options available from Chicago to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.
Explore the most affordable flight options available from Chicago to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.
This American Airlines deal was found by Cheapflights users on 3/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:41 pm
ORD
- JAN
1 stop5h 18m
American Airlines
Wed 4/226:39 pm
JAN
- ORD
1 stop5h 15m
American Airlines
Deal found 3/18![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:25 am
MDW
- JAN
1 stop4h 55m
Southwest
Wed 4/226:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 3/18![Southwest logo]()
$319
This Delta deal was found by Cheapflights users on 3/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:25 pm
ORD
- JAN
1 stop4h 24m
Delta
Tue 4/2112:54 pm
JAN
- ORD
1 stop7h 22m
Delta
Deal found 3/18![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 3/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:05 am
ORD
- JAN
1 stop7h 22m
American Airlines
Tue 4/215:30 am
JAN
- ORD
1 stop7h 05m
American Airlines
Deal found 3/18![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:05 am
ORD
- JAN
1 stop6h 52m
American Airlines
Sat 4/256:39 pm
JAN
- ORD
1 stop5h 15m
American Airlines
Deal found 3/19![American Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:25 am
MDW
- JAN
1 stop4h 55m
Southwest
Tue 5/126:30 am
JAN
- MDW
1 stop5h 10m
Southwest
Deal found 3/21![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1511:55 am
ORD
- JAN
2 stops8h 25m
Southwest
Wed 4/221:00 pm
JAN
- ORD
2 stops8h 55m
Southwest
Deal found 3/18![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:15 am
ORD
- JAN
1 stop6h 53m
Delta
Mon 4/275:02 pm
JAN
- ORD
1 stop6h 57m
Delta
Deal found 3/21![Delta logo]()
$347
This American Airlines deal was found by Cheapflights users on 3/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:04 am
ORD
- JAN
1 stop7h 46m
American Airlines
Tue 4/216:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 3/18![American Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
ORD
- JAN
2 stops11h 35m
Southwest
Tue 4/216:30 am
JAN
- ORD
2 stops11h 55m
Southwest
Deal found 3/18![Southwest logo]()
$362
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:00 am
ORD
- JAN
1 stop6h 03m
American Airlines
Sun 5/248:15 am
JAN
- ORD
1 stop6h 05m
American Airlines
Deal found 3/22![American Airlines logo]()
$365
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/55:30 am
ORD
- JAN
1 stop4h 34m
Delta
Mon 6/86:59 pm
JAN
- ORD
1 stop4h 56m
Delta
Deal found 3/19![Delta logo]()
$367
Best flights from Chicago to JacksonDiscover carefully curated flight deals from Chicago to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 22, 2026.
Discover carefully curated flight deals from Chicago to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 22, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:30 am
ORD
- JAN
1 stop4h 34m
Delta
Mon 6/86:59 pm
JAN
- ORD
1 stop4h 56m
Delta
Deal found 3/18![Delta logo]()
$367
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/186:00 am
ORD
- JAN
2 stops11h 35m
Southwest
Sat 4/2512:20 pm
JAN
- ORD
2 stops9h 35m
Southwest
Deal found 3/19![Southwest logo]()
$372
This American Airlines deal was found by Cheapflights users on 3/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:00 am
ORD
- JAN
1 stop6h 53m
American Airlines
Sun 7/55:30 am
JAN
- ORD
1 stop6h 40m
American Airlines
Deal found 3/17![American Airlines logo]()
$487
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/206:55 am
MDW
- JAN
1 stop4h 45m
Southwest
Thu 4/3012:15 pm
JAN
- MDW
2 stops8h 20m
Southwest
Deal found 3/19![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 am
ORD
- JAN
1 stop5h 20m
Delta
Sun 7/55:45 am
JAN
- ORD
1 stop4h 19m
Delta
Deal found 3/21![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:53 pm
ORD
- JAN
1 stop5h 22m
Delta
Mon 4/273:00 pm
JAN
- ORD
1 stop6h 25m
Delta
Deal found 3/21![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
ORD
- JAN
2 stops11h 35m
Southwest
Sun 5/246:00 pm
JAN
- ORD
2 stops15h 45m
Southwest
Deal found 3/22![Southwest logo]()
$403
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/812:10 pm
MDW
- JAN
1 stop8h 50m
Southwest
Sun 5/105:55 am
JAN
- MDW
1 stop4h 40m
Southwest
Deal found 3/18![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
MDW
- JAN
1 stop4h 13m
Delta
Mon 4/275:02 pm
JAN
- MDW
1 stop5h 26m
Delta
Deal found 3/21![Delta logo]()
$433
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/912:55 pm
MDW
- JAN
2 stops6h 20m
Southwest
Sun 5/241:20 pm
JAN
- MDW
2 stops9h 25m
Southwest
Deal found 3/22![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 6/55:08 pm
MDW
- JAN
1 stop6h 10m
Delta
Mon 6/85:45 am
JAN
- MDW
1 stop4h 06m
Delta
Deal found 3/20![Delta logo]()
$437
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/26:30 am
MDW
- JAN
1 stop5h 15m
Southwest
Mon 4/65:30 am
JAN
- MDW
1 stop5h 05m
Southwest
Deal found 3/18![Southwest logo]()
$467
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
MDW
- JAN
1 stop6h 08m
Delta
Mon 4/275:02 pm
JAN
- MDW
1 stop5h 26m
Delta
Deal found 3/21![Delta logo]()
$473
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/43:00 pm
MDW
- JAN
1 stop6h 50m
Southwest
Tue 4/76:30 am
JAN
- MDW
2 stops7h 00m
Southwest
Deal found 3/19![Southwest logo]()
$472
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/56:00 am
ORD
- JAN
2 stops13h 20m
Southwest
Thu 4/95:45 am
JAN
- ORD
2 stops9h 45m
Southwest
Deal found 3/21![Southwest logo]()
$477
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/2112:00 pm
MDW
- JAN
1 stop7h 05m
Southwest
Sun 5/241:20 pm
JAN
- MDW
1 stop3h 50m
Southwest
Deal found 3/19![Southwest logo]()
$478
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/47:20 pm
ORD
- JAN
2 stops16h 15m
Southwest
Wed 4/86:30 am
JAN
- ORD
2 stops11h 55m
Southwest
Deal found 3/20![Southwest logo]()
$483
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/102:40 pm
ORD
- JAN
1 stop4h 25m
Southwest
Sun 4/125:55 am
JAN
- ORD
2 stops9h 35m
Southwest
Deal found 3/20![Southwest logo]()
$488
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/34:05 pm
MDW
- JAN
1 stop3h 35m
Southwest
Sun 4/55:30 am
JAN
- MDW
2 stops9h 40m
Southwest
Deal found 3/19![Southwest logo]()
$518
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated March 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated March 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:41 pm
ORD
- JAN
1 stop5h 18m
American Airlines
Wed 4/226:39 pm
JAN
- ORD
1 stop5h 15m
American Airlines
Deal found 3/18![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:25 am
MDW
- JAN
1 stop4h 55m
Southwest
Wed 4/226:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 3/18![Southwest logo]()
$319
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1511:55 am
ORD
- JAN
2 stops8h 25m
Southwest
Wed 4/221:00 pm
JAN
- ORD
2 stops8h 55m
Southwest
Deal found 3/18![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 3/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:05 am
ORD
- JAN
1 stop7h 22m
American Airlines
Tue 4/215:30 am
JAN
- ORD
1 stop7h 05m
American Airlines
Deal found 3/18![American Airlines logo]()
$333
This American Airlines deal was found by Cheapflights users on 3/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:04 am
ORD
- JAN
1 stop7h 46m
American Airlines
Tue 4/216:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 3/18![American Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:40 pm
ORD
- JAN
1 stop4h 25m
Southwest
Tue 4/216:30 am
JAN
- ORD
2 stops11h 55m
Southwest
Deal found 3/18![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 3/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/182:25 pm
ORD
- JAN
1 stop4h 24m
Delta
Tue 4/2112:54 pm
JAN
- ORD
1 stop7h 22m
Delta
Deal found 3/18![Delta logo]()
$328
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:05 am
ORD
- JAN
1 stop6h 52m
American Airlines
Sat 4/256:39 pm
JAN
- ORD
1 stop5h 15m
American Airlines
Deal found 3/19![American Airlines logo]()
$337
This Southwest deal was found by Cheapflights users on 3/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
ORD
- JAN
2 stops11h 35m
Southwest
Tue 4/216:30 am
JAN
- ORD
2 stops11h 55m
Southwest
Deal found 3/18![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/186:00 am
ORD
- JAN
2 stops11h 35m
Southwest
Sat 4/2512:20 pm
JAN
- ORD
2 stops9h 35m
Southwest
Deal found 3/19![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/206:55 am
MDW
- JAN
1 stop4h 45m
Southwest
Thu 4/3012:15 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 3/19![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/235:15 am
ORD
- JAN
1 stop6h 53m
Delta
Mon 4/275:02 pm
JAN
- ORD
1 stop6h 57m
Delta
Deal found 3/21![Delta logo]()
$347
One-way flights from Chicago to JacksonSearch for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated March 22, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated March 22, 2026.
This Delta deal was found by Cheapflights users on 3/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:00 am
MDW
- JAN
1 stop6h 08m
Delta
Deal found 3/17![Delta logo]()
$169
This Southwest deal was found by Cheapflights users on 3/17. 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 4/1810:00 am
MDW
- JAN
1 stop9h 15m
Southwest
Deal found 3/17![Southwest logo]()
$174
This American Airlines deal was found by Cheapflights users on 3/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:00 pm
ORD
- JAN
1 stop5h 47m
American Airlines
Deal found 3/17![American Airlines logo]()
$194
This Southwest deal was found by Cheapflights users on 3/17. 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 5/112:10 pm
MDW
- JAN
1 stop8h 50m
Southwest
Deal found 3/17![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 3/17. 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 5/17:35 pm
ORD
- JAN
2 stops16h 10m
Southwest
Deal found 3/17![Southwest logo]()
$205
This American Airlines deal was found by Cheapflights users on 3/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/510:28 am
ORD
- JAN
1 stop7h 49m
American Airlines
Deal found 3/17![American Airlines logo]()
$234
This Southwest deal was found by Cheapflights users on 3/17. 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 4/52:10 pm
MDW
- JAN
1 stop5h 10m
Southwest
Deal found 3/17![Southwest logo]()
$234
This Southwest deal was found by Cheapflights users on 3/17. 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 4/56:00 am
ORD
- JAN
2 stops13h 20m
Southwest
Deal found 3/17![Southwest logo]()
$239
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/285:00 am
ORD
- JAN
1 stop6h 54m
American Airlines
Deal found 3/21![American Airlines logo]()
$244
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/256:55 am
MDW
- JAN
1 stop4h 45m
Southwest
Deal found 3/19![Southwest logo]()
$244
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:34 pm
ORD
- JAN
1 stop6h 20m
American Airlines
Deal found 3/19![American Airlines logo]()
$260
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/258:00 am
ORD
- JAN
2 stops13h 00m
Southwest
Deal found 3/19![Southwest logo]()
$291
Find flight deals from Chicago to Jackson
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Jackson (JAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $319 (American Airlines) |
One-way from | $169 (Delta) |
Popular in | December |
Cheapest in | June |
Average price | $532 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Jackson 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 March 22, 2026.
Use the filters below to find and compare flights from Chicago to Jackson that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 6/5
5:30 am-10:04 am
1 stop4h 34m
Jackson-Evers Intl
Mon 6/8
6:59 pm-11:55 pm
1 stop4h 56m
$367
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Sat 4/18
6:00 am-5:35 pm
2 stops11h 35m
Jackson-Evers Intl
Sat 4/25
12:20 pm-9:55 pm
2 stops9h 35m
$372
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Mon 4/20
6:55 am-11:40 am
1 stop4h 45m
Jackson-Evers Intl
Thu 4/30
12:15 pm-8:35 pm
2 stops8h 20m
$372
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 7/3
6:00 am-11:20 am
1 stop5h 20m
Jackson-Evers Intl
Sun 7/5
5:45 am-10:04 am
1 stop4h 19m
$387
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 4/24
5:53 pm-11:15 pm
1 stop5h 22m
Jackson-Evers Intl
Mon 4/27
3:00 pm-9:25 pm
1 stop6h 25m
$401
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Sat 5/9
6:00 am-5:35 pm
2 stops11h 35m
Jackson-Evers Intl
Sun 5/24
6:00 pm-9:45 am
2 stops15h 45m
$403
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 5/8
12:10 pm-9:00 pm
1 stop8h 50m
Jackson-Evers Intl
Sun 5/10
5:55 am-10:35 am
1 stop4h 40m
$412
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Sat 5/9
12:55 pm-7:15 pm
2 stops6h 20m
Jackson-Evers Intl
Sun 5/24
1:20 pm-10:45 pm
2 stops9h 25m
$412
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Thu 4/23
6:00 am-10:13 am
1 stop4h 13m
Jackson-Evers Intl
Mon 4/27
5:02 pm-10:28 pm
1 stop5h 26m
$433
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 6/5
5:08 pm-11:18 pm
1 stop6h 10m
Jackson-Evers Intl
Mon 6/8
5:45 am-9:51 am
1 stop4h 06m
$437
Showing 1-10 of 33 resultsSorted by cheapest first
Compare providers for flights from Chicago to Jackson
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Jackson in March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Jackson, Mississippi flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Jackson, Mississippi flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Jackson, Mississippi flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Jackson, Mississippi flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Jackson, Mississippi flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Jackson
Have a flexible travel schedule? Discover the best time to fly to Jackson from Chicago with our price prediction graph.
CHI-JAN
ORD-JAN
MDW-JAN
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 Jackson
CHI-JAN
ORD-JAN
MDW-JAN
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Jackson
Get insights into the airlines that provide service to Jackson. 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 Jackson. Reviews last updated March 22, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican Airlines from Chicago to Jackson. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Chicago to Jackson. 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 Jackson?
Book flights to Jackson if you plan to visit one of these locationsVicksburg
Clinton
Flowood
Pearl
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Other flights to Jackson
Explore flights to Jackson departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 22, 2026.
Chicago and Jackson flights
Browse other Chicago and Jackson flight options. Last updated on March 22, 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 March 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Jackson
Discover the top 3 airlines that operate flights from Chicago to Jackson. 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 March 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$413 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$447 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$538 | FlexibilityNo cancel fee | On-time63% |