$170+ 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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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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 June 10, 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 June 10, 2026.
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/143:54 pm
ORD
- JAN
1 stop5h 48m
American Airlines
Tue 8/185:28 pm
JAN
- ORD
1 stop6h 02m
American Airlines
Deal found 6/8![American Airlines logo]()
$287
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/146:05 am
MDW
- JAN
1 stop6h 07m
Delta
Tue 8/189:15 am
JAN
- MDW
1 stop7h 00m
Delta
Deal found 6/8![Delta logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/65:05 am
ORD
- JAN
1 stop6h 31m
American Airlines
Sat 8/812:22 pm
JAN
- ORD
1 stop6h 09m
American Airlines
Deal found 6/8![American Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/610:54 am
MDW
- JAN
1 stop3h 51m
Delta
Sat 8/810:36 am
JAN
- MDW
1 stop5h 02m
Delta
Deal found 6/8![Delta logo]()
$288
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/203:54 pm
ORD
- JAN
1 stop7h 37m
American Airlines
Mon 8/245:28 pm
JAN
- ORD
1 stop6h 02m
American Airlines
Deal found 6/9![American Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/141:50 pm
ORD
- JAN
1 stop4h 30m
Delta
Tue 8/189:15 am
JAN
- ORD
1 stop7h 36m
Delta
Deal found 6/8![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/145:55 am
MDW
- JAN
1 stop6h 05m
Southwest
Tue 8/186:40 pm
JAN
- MDW
1 stop4h 30m
Southwest
Deal found 6/8![Southwest logo]()
$297
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/65:55 am
MDW
- JAN
1 stop6h 05m
Southwest
Sat 8/86:00 am
JAN
- MDW
2 stops8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/117:50 am
MDW
- JAN
1 stop5h 00m
Southwest
Tue 8/116:40 pm
JAN
- MDW
1 stop4h 30m
Southwest
Deal found 6/7![Southwest logo]()
$304
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/216:00 am
ORD
- JAN
1 stop5h 50m
American Airlines
Mon 8/245:28 pm
JAN
- ORD
1 stop6h 02m
American Airlines
Deal found 6/9![American Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:25 pm
ORD
- JAN
1 stop5h 34m
American Airlines
Wed 7/85:26 pm
JAN
- ORD
1 stop7h 24m
American Airlines
Deal found 6/8![American Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/79:54 am
ORD
- JAN
1 stop4h 53m
Delta
Sun 8/97:49 am
JAN
- ORD
1 stop4h 51m
Delta
Deal found 6/8![Delta logo]()
$361
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 June 10, 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 June 10, 2026.
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/66:05 am
MDW
- JAN
1 stop4h 32m
Delta
Sat 8/86:00 am
JAN
- MDW
1 stop4h 10m
Delta
Deal found 6/9![Delta logo]()
$288
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 8/65:55 am
MDW
- JAN
2 stops6h 05m
Southwest
Sat 8/86:00 am
JAN
- MDW
2 stops8h 15m
Southwest
Deal found 6/9![Southwest logo]()
$306
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/2010:45 am
ORD
- JAN
1 stop6h 13m
American Airlines
Mon 8/2412:22 pm
JAN
- ORD
1 stop8h 08m
American Airlines
Deal found 6/7![American Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 10/2410:32 am
ORD
- JAN
1 stop5h 53m
United Airlines
Wed 10/287:00 am
JAN
- ORD
1 stop15h 36m
United Airlines
Deal found 6/9![United Airlines logo]()
$543
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/141:50 pm
ORD
- JAN
1 stop4h 30m
Delta
Tue 8/189:15 am
JAN
- ORD
1 stop7h 36m
Delta
Deal found 6/8![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 8/1412:30 pm
MDW
- JAN
2 stops7h 40m
Southwest
Tue 8/187:05 am
JAN
- MDW
2 stops8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$307
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 8/116:00 am
MDW
- JAN
2 stops6h 50m
Southwest
Tue 8/116:40 pm
JAN
- MDW
1 stop4h 30m
Southwest
Deal found 6/7![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 9/117:10 am
ORD
- JAN
1 stop4h 08m
Delta
Sun 9/135:45 am
JAN
- ORD
1 stop4h 19m
Delta
Deal found 6/9![Delta logo]()
$361
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/36:47 pm
ORD
- JAN
1 stop5h 01m
American Airlines
Sun 7/57:26 pm
JAN
- ORD
1 stop5h 24m
American Airlines
Deal found 6/10![American Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/76:35 am
ORD
- JAN
1 stop5h 30m
Delta
Mon 7/133:06 pm
JAN
- ORD
1 stop5h 27m
Delta
Deal found 6/5![Delta logo]()
$373
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/235:00 am
ORD
- JAN
1 stop6h 53m
American Airlines
Sun 7/267:26 pm
JAN
- ORD
1 stop5h 24m
American Airlines
Deal found 6/10![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/226:00 am
MDW
- JAN
1 stop4h 00m
Delta
Fri 7/245:04 pm
JAN
- MDW
1 stop5h 11m
Delta
Deal found 6/10![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/232:45 pm
MDW
- JAN
2 stops7h 15m
Southwest
Mon 7/2711:25 am
JAN
- MDW
2 stops7h 40m
Southwest
Deal found 6/8![Southwest logo]()
$417
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/55:30 am
ORD
- JAN
1 stop5h 54m
United Airlines
Tue 7/75:10 pm
JAN
- ORD
1 stop6h 05m
United Airlines
Deal found 6/7![United Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/76:00 am
MDW
- JAN
1 stop4h 00m
Delta
Mon 7/133:06 pm
JAN
- MDW
1 stop7h 09m
Delta
Deal found 6/5![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/305:30 am
ORD
- JAN
1 stop6h 35m
Delta
Sat 8/13:06 pm
JAN
- ORD
1 stop5h 27m
Delta
Deal found 6/6![Delta logo]()
$377
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:30 am
ORD
- JAN
1 stop6h 53m
United Airlines
Fri 9/45:20 pm
JAN
- ORD
1 stop6h 06m
United Airlines
Deal found 6/5![United Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/216:05 am
MDW
- JAN
1 stop6h 07m
Delta
Mon 8/245:01 pm
JAN
- MDW
1 stop5h 35m
Delta
Deal found 6/5![Delta logo]()
$388
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/208:02 am
ORD
- JAN
1 stop6h 42m
Delta
Mon 8/247:17 pm
JAN
- ORD
1 stop4h 45m
Delta
Deal found 6/5![Delta logo]()
$389
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 9/1110:35 am
MDW
- JAN
1 stop5h 18m
Delta
Sun 9/135:45 am
JAN
- MDW
1 stop6h 09m
Delta
Deal found 6/6![Delta logo]()
$397
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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
MDW
- JAN
1 stop6h 10m
Delta
Sun 7/53:06 pm
JAN
- MDW
1 stop7h 11m
Delta
Deal found 6/8![Delta logo]()
$433
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated June 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/301:25 pm
ORD
- JAN
1 stop5h 34m
American Airlines
Wed 7/85:26 pm
JAN
- ORD
1 stop7h 24m
American Airlines
Deal found 6/8![American Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/307:10 am
MDW
- JAN
1 stop4h 35m
Southwest
Wed 7/87:15 pm
JAN
- MDW
1 stop4h 40m
Southwest
Deal found 6/8![Southwest logo]()
$390
This American Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/26:47 pm
ORD
- JAN
1 stop5h 01m
American Airlines
Mon 7/67:26 pm
JAN
- ORD
1 stop5h 24m
American Airlines
Deal found 6/5![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” 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 7/77:10 am
MDW
- JAN
1 stop4h 35m
Southwest
Tue 7/1412:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 6/7![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/76:35 am
ORD
- JAN
1 stop5h 30m
Delta
Mon 7/133:06 pm
JAN
- ORD
1 stop5h 27m
Delta
Deal found 6/5![Delta logo]()
$373
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 7/76:00 am
MDW
- JAN
1 stop4h 00m
Delta
Mon 7/133:06 pm
JAN
- MDW
1 stop7h 09m
Delta
Deal found 6/5![Delta logo]()
$373
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/103:00 pm
MDW
- JAN
1 stop7h 00m
Southwest
Fri 7/1711:25 am
JAN
- MDW
1 stop10h 35m
Southwest
Deal found 6/9![Southwest logo]()
$392
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/175:45 pm
ORD
- JAN
1 stop6h 03m
American Airlines
Sun 7/197:26 pm
JAN
- ORD
1 stop5h 24m
American Airlines
Deal found 6/9![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/187:00 am
ORD
- JAN
1 stop7h 17m
Delta
Sat 7/253:06 pm
JAN
- ORD
1 stop5h 27m
Delta
Deal found 6/8![Delta logo]()
$367
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/185:05 am
MDW
- JAN
1 stop6h 40m
Southwest
Sat 7/255:35 am
JAN
- MDW
2 stops11h 15m
Southwest
Deal found 6/8![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/225:30 am
ORD
- JAN
1 stop6h 35m
Delta
Fri 7/245:04 pm
JAN
- ORD
1 stop6h 49m
Delta
Deal found 6/10![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/305:30 am
ORD
- JAN
1 stop6h 35m
Delta
Sat 8/13:06 pm
JAN
- ORD
1 stop5h 27m
Delta
Deal found 6/6![Delta logo]()
$377
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 June 10, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/227:10 am
MDW
- JAN
1 stop4h 35m
Southwest
Deal found 6/6![Southwest logo]()
$170
This Delta deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” 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 8/255:28 am
ORD
- JAN
1 stop5h 09m
Delta
Deal found 6/5![Delta logo]()
$175
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/87:10 am
MDW
- JAN
1 stop4h 35m
Southwest
Deal found 6/8![Southwest logo]()
$184
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 7/85:30 am
ORD
- JAN
1 stop6h 35m
Delta
Deal found 6/8![Delta logo]()
$194
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/96:00 am
MDW
- JAN
1 stop4h 00m
Delta
Deal found 6/9![Delta logo]()
$194
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/91:00 pm
MDW
- JAN
2 stops9h 00m
Southwest
Deal found 6/9![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” 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 7/17:10 am
MDW
- JAN
1 stop4h 35m
Southwest
Deal found 6/6![Southwest logo]()
$214
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/22:45 pm
MDW
- JAN
2 stops7h 10m
Southwest
Deal found 6/9![Southwest logo]()
$226
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/25:30 am
ORD
- JAN
1 stop4h 05m
Delta
Deal found 6/9![Delta logo]()
$230
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/275:30 am
ORD
- JAN
1 stop6h 56m
Delta
Deal found 6/8![Delta logo]()
$234
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” 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 7/95:30 am
ORD
- JAN
1 stop8h 02m
United Airlines
Deal found 6/9![United Airlines logo]()
$268
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” 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 6/272:15 pm
ORD
- JAN
1 stop5h 55m
United Airlines
Deal found 6/8![United Airlines logo]()
$269
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 June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $287 (American Airlines) |
One-way from | $170 (Southwest) |
Popular in | April |
Cheapest in | January |
Average price | $561 |
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 June 10, 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
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Thu 8/6
6:05 am-10:37 am
1 stop4h 32m
Jackson-Evers Intl
Sat 8/8
6:00 am-10:10 am
1 stop4h 10m
$288
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 8/14
1:50 pm-6:20 pm
1 stop4h 30m
Jackson-Evers Intl
Tue 8/18
9:15 am-4:51 pm
1 stop7h 36m
$296
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Thu 8/6
5:55 am-12:00 pm
2 stops6h 05m
Jackson-Evers Intl
Sat 8/8
6:00 am-2:15 pm
2 stops8h 15m
$306
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 8/14
12:30 pm-8:10 pm
2 stops7h 40m
Jackson-Evers Intl
Tue 8/18
7:05 am-3:20 pm
2 stops8h 15m
$307
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Tue 8/11
6:00 am-12:50 pm
2 stops6h 50m
Jackson-Evers Intl
Tue 8/11
6:40 pm-11:10 pm
1 stop4h 30m
$309
Quickest round-trip
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 9/11
7:10 am-11:18 am
1 stop4h 08m
Jackson-Evers Intl
Sun 9/13
5:45 am-10:04 am
1 stop4h 19m
$361
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Tue 7/7
6:35 am-12:05 pm
1 stop5h 30m
Jackson-Evers Intl
Mon 7/13
3:06 pm-8:33 pm
1 stop5h 27m
$373
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Wed 7/22
6:00 am-10:00 am
1 stop4h 00m
Jackson-Evers Intl
Fri 7/24
5:04 pm-10:15 pm
1 stop5h 11m
$373
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Tue 7/7
6:00 am-10:00 am
1 stop4h 00m
Jackson-Evers Intl
Mon 7/13
3:06 pm-10:15 pm
1 stop7h 09m
$373
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Thu 7/30
5:30 am-12:05 pm
1 stop6h 35m
Jackson-Evers Intl
Sat 8/1
3:06 pm-8:33 pm
1 stop5h 27m
$377
Showing 1-10 of 40 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 June.
| 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
What is the cheapest month to book a flight from Chicago to Jackson, Mississippi?
Currently, September is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $236). Flying from Chicago to Jackson, Mississippi in March is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Jackson, Mississippi?
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 June 10, 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.
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Crew
8.6
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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
Flowood
Clinton
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 June 10, 2026.
Chicago and Jackson flights
Browse other Chicago and Jackson flight options. Last updated on June 10, 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 June 10, 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$280 | Average$436 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$538 | FlexibilityNo cancel fee | On-time63% |