$121+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Aug 8 — Aug 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Jackson with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 July 9, 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 July 9, 2026.
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:54 am
ORD
- JAN
1 stop6h 22m
Delta
Mon 8/245:01 pm
JAN
- ORD
1 stop6h 56m
Delta
Deal found 7/7![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 7/7. 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 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 stop6h 07m
Delta
Thu 8/135:32 am
JAN
- MDW
1 stop4h 27m
Delta
Deal found 7/7![Delta logo]()
$239
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/201:50 pm
ORD
- JAN
1 stop5h 04m
American Airlines
Mon 8/245:28 pm
JAN
- ORD
1 stop6h 02m
American Airlines
Deal found 7/7![American Airlines logo]()
$241
This Delta deal was found by Cheapflights users on 7/8. 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 11/510:58 am
MDW
- JAN
1 stop5h 19m
Delta
Mon 11/95:35 pm
JAN
- MDW
1 stop4h 35m
Delta
Deal found 7/8![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 7/6. 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.
Thu 8/65:25 am
MDW
- JAN
1 stop6h 35m
Southwest
Tue 8/111:30 pm
JAN
- MDW
1 stop3h 25m
Southwest
Deal found 7/6![Southwest logo]()
$246
This Southwest deal was found by Cheapflights users on 7/7. 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 9/291:00 pm
MDW
- JAN
2 stops5h 05m
Southwest
Wed 9/301:30 pm
JAN
- MDW
2 stops8h 20m
Southwest
Deal found 7/7![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 7/8. 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 11/511:10 am
MDW
- JAN
2 stops10h 55m
Southwest
Mon 11/98:15 pm
JAN
- MDW
1 stop4h 50m
Southwest
Deal found 7/8![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 7/8. 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 8/711:23 am
ORD
- JAN
1 stop4h 53m
Delta
Mon 8/107:00 pm
JAN
- ORD
1 stop4h 57m
Delta
Deal found 7/8![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 7/8. 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 11/66:00 am
MDW
- JAN
1 stop4h 25m
Delta
Mon 11/97:45 am
JAN
- MDW
1 stop4h 11m
Delta
Deal found 7/8![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:10 pm
MDW
- JAN
1 stop6h 01m
Delta
Mon 8/315:01 pm
JAN
- MDW
1 stop5h 35m
Delta
Deal found 7/7![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 7/7. 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.
Fri 8/2112:30 pm
MDW
- JAN
2 stops7h 40m
Southwest
Mon 8/315:55 am
JAN
- MDW
1 stop10h 45m
Southwest
Deal found 7/7![Southwest logo]()
$290
This Delta deal was found by Cheapflights users on 7/8. 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 stop6h 22m
Delta
Fri 8/141:00 pm
JAN
- ORD
1 stop5h 49m
Delta
Deal found 7/8![Delta logo]()
$303
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 July 9, 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 July 9, 2026.
This Southwest deal was found by Cheapflights users on 7/8. 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 11/511:10 am
MDW
- JAN
2 stops10h 55m
Southwest
Mon 11/98:15 pm
JAN
- MDW
1 stop4h 50m
Southwest
Deal found 7/8![Southwest logo]()
$263
This Delta deal was found by Cheapflights users on 7/8. 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 11/66:00 am
MDW
- JAN
1 stop4h 25m
Delta
Mon 11/97:45 am
JAN
- MDW
1 stop4h 11m
Delta
Deal found 7/8![Delta logo]()
$272
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:00 am
ORD
- JAN
1 stop5h 50m
American Airlines
Sun 8/165:30 am
JAN
- ORD
1 stop5h 41m
American Airlines
Deal found 7/6![American Airlines logo]()
$377
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Tue 11/179:00 am
ORD
- JAN
1 stop12h 18m
United Airlines
Wed 11/187:00 am
JAN
- ORD
1 stop12h 53m
United Airlines
Deal found 7/8![United Airlines logo]()
$520
This Delta deal was found by Cheapflights users on 7/8. 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 stop6h 22m
Delta
Fri 8/141:00 pm
JAN
- ORD
1 stop5h 49m
Delta
Deal found 7/8![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 7/7. 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.
Fri 8/75:25 am
MDW
- JAN
1 stop6h 35m
Southwest
Fri 8/1412:40 pm
JAN
- MDW
1 stop4h 15m
Southwest
Deal found 7/7![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 7/9. 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 10/226:45 am
ORD
- JAN
1 stop5h 34m
Delta
Sun 10/255:45 am
JAN
- ORD
1 stop6h 31m
Delta
Deal found 7/9![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/69:40 am
MDW
- JAN
2 stops8h 20m
Southwest
Wed 10/76:40 am
JAN
- MDW
2 stops8h 50m
Southwest
Deal found 7/3![Southwest logo]()
$335
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:10 pm
MDW
- JAN
1 stop6h 01m
Delta
Sun 8/99:15 am
JAN
- MDW
1 stop7h 00m
Delta
Deal found 7/7![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 7/7. 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.
Fri 8/145:25 am
MDW
- JAN
1 stop6h 35m
Southwest
Sun 8/166:55 pm
JAN
- MDW
1 stop5h 15m
Southwest
Deal found 7/7![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am
MDW
- JAN
1 stop4h 25m
Delta
Wed 10/73:23 pm
JAN
- MDW
1 stop7h 02m
Delta
Deal found 7/3![Delta logo]()
$325
This American Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 7/244:45 pm
ORD
- JAN
1 stop7h 03m
American Airlines
Sun 7/265:22 am
JAN
- ORD
1 stop5h 48m
American Airlines
Deal found 7/4![American Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 7/7. 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.
Fri 8/79:00 am
MDW
- JAN
2 stops9h 00m
Southwest
Sun 8/96:15 am
JAN
- MDW
1 stop4h 40m
Southwest
Deal found 7/7![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/712:46 pm
MDW
- JAN
1 stop5h 34m
Delta
Sun 8/97:49 am
JAN
- MDW
1 stop4h 02m
Delta
Deal found 7/7![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 7/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:45 pm
MDW
- JAN
1 stop5h 20m
Southwest
Sat 8/222:30 pm
JAN
- MDW
1 stop4h 50m
Southwest
Deal found 7/5![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/75:10 pm
MDW
- JAN
1 stop6h 01m
Delta
Mon 8/103:30 pm
JAN
- MDW
1 stop7h 06m
Delta
Deal found 7/3![Delta logo]()
$356
This United Airlines deal was found by Cheapflights users on 7/5. 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.
Tue 7/287:35 am
ORD
- JAN
1 stop5h 57m
United Airlines
Thu 7/309:20 am
JAN
- ORD
1 stop5h 31m
United Airlines
Deal found 7/5![United Airlines logo]()
$579
This Southwest deal was found by Cheapflights users on 7/8. 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 11/611:10 am
MDW
- JAN
2 stops8h 35m
Southwest
Mon 11/95:35 am
JAN
- MDW
2 stops9h 40m
Southwest
Deal found 7/8![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/15:30 am
ORD
- JAN
1 stop8h 02m
United Airlines
Sat 8/89:20 am
JAN
- ORD
2 stops11h 17m
United Airlines
Deal found 7/8![United Airlines logo]()
$579
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/209:54 am
ORD
- JAN
1 stop6h 22m
Delta
Mon 8/245:01 pm
JAN
- ORD
1 stop6h 56m
Delta
Deal found 7/4![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Mon 8/37:57 pm
ORD
- JAN
2 stops15h 27m
United Airlines
Fri 8/75:10 pm
JAN
- ORD
1 stop14h 49m
United Airlines
Deal found 7/8![United Airlines logo]()
$616
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated July 9, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/7. 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 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 stop6h 07m
Delta
Thu 8/135:32 am
JAN
- MDW
1 stop4h 27m
Delta
Deal found 7/7![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 7/6. 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.
Thu 8/65:25 am
MDW
- JAN
1 stop6h 35m
Southwest
Tue 8/111:30 pm
JAN
- MDW
1 stop3h 25m
Southwest
Deal found 7/6![Southwest logo]()
$246
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/62:57 pm
ORD
- JAN
1 stop7h 22m
American Airlines
Sun 8/95:30 am
JAN
- ORD
1 stop6h 45m
American Airlines
Deal found 7/7![American Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:10 pm
MDW
- JAN
1 stop6h 01m
Delta
Sun 8/99:15 am
JAN
- MDW
1 stop7h 00m
Delta
Deal found 7/7![Delta logo]()
$314
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/65:25 am
MDW
- JAN
1 stop6h 35m
Southwest
Sun 8/96:15 am
JAN
- MDW
1 stop4h 40m
Southwest
Deal found 7/7![Southwest logo]()
$320
This Delta deal was found by Cheapflights users on 7/8. 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 8/711:23 am
ORD
- JAN
1 stop4h 53m
Delta
Mon 8/107:00 pm
JAN
- ORD
1 stop4h 57m
Delta
Deal found 7/8![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 7/8. 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 stop6h 22m
Delta
Fri 8/141:00 pm
JAN
- ORD
1 stop5h 49m
Delta
Deal found 7/8![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 7/8. 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 8/712:46 pm
MDW
- JAN
1 stop5h 34m
Delta
Fri 8/145:01 pm
JAN
- MDW
1 stop5h 35m
Delta
Deal found 7/8![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:54 am
ORD
- JAN
1 stop6h 22m
Delta
Mon 8/245:01 pm
JAN
- ORD
1 stop6h 56m
Delta
Deal found 7/7![Delta logo]()
$239
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/201:50 pm
ORD
- JAN
1 stop5h 04m
American Airlines
Mon 8/245:28 pm
JAN
- ORD
1 stop6h 02m
American Airlines
Deal found 7/7![American Airlines logo]()
$241
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:10 pm
MDW
- JAN
1 stop6h 01m
Delta
Mon 8/315:01 pm
JAN
- MDW
1 stop5h 35m
Delta
Deal found 7/7![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 7/7. 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.
Fri 8/2112:30 pm
MDW
- JAN
2 stops7h 40m
Southwest
Mon 8/315:55 am
JAN
- MDW
1 stop10h 45m
Southwest
Deal found 7/7![Southwest logo]()
$290
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 July 9, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This American Airlines deal was found by Cheapflights users on 7/8. 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.
Wed 8/56:00 am
ORD
- JAN
1 stop5h 50m
American Airlines
Deal found 7/8![American Airlines logo]()
$121
This Delta deal was found by Cheapflights users on 7/7. 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 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
Deal found 7/7![Delta logo]()
$121
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:10 pm
MDW
- JAN
1 stop6h 01m
Delta
Deal found 7/7![Delta logo]()
$126
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 10/78:05 am
ORD
- JAN
1 stop4h 14m
Delta
Deal found 7/6![Delta logo]()
$184
This Southwest deal was found by Cheapflights users on 7/6. 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 10/712:25 pm
MDW
- JAN
1 stop7h 30m
Southwest
Deal found 7/6![Southwest logo]()
$184
This Southwest deal was found by Cheapflights users on 7/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:25 am
MDW
- JAN
1 stop4h 35m
Southwest
Deal found 7/5![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 7/7. 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.
Thu 8/69:00 am
MDW
- JAN
2 stops9h 00m
Southwest
Deal found 7/7![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 7/8. 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.
Sun 8/25:30 am
ORD
- JAN
1 stop4h 30m
Delta
Deal found 7/8![Delta logo]()
$204
This Southwest deal was found by Cheapflights users on 7/7. 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 8/46:00 am
MDW
- JAN
2 stops6h 50m
Southwest
Deal found 7/7![Southwest logo]()
$209
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 7/235:30 am
ORD
- JAN
1 stop6h 35m
Delta
Deal found 7/4![Delta logo]()
$234
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 7/233:00 pm
MDW
- JAN
1 stop7h 00m
Southwest
Deal found 7/4![Southwest logo]()
$234
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Mon 8/315:00 am
ORD
- JAN
1 stop6h 50m
American Airlines
Deal found 7/5![American Airlines logo]()
$237
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 July 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Delta) |
One-way from | $121 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $396 |
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 July 9, 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 11/5
11:10 am-10:05 pm
2 stops10h 55m
Jackson-Evers Intl
Mon 11/9
8:15 pm-1:05 am
1 stop4h 50m
$263
Quickest round-trip
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 11/6
6:00 am-10:25 am
1 stop4h 25m
Jackson-Evers Intl
Mon 11/9
7:45 am-11:56 am
1 stop4h 11m
$272
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 8/7
9:54 am-4:16 pm
1 stop6h 22m
Jackson-Evers Intl
Fri 8/14
1:00 pm-6:49 pm
1 stop5h 49m
$303
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Thu 10/22
6:45 am-12:19 pm
1 stop5h 34m
Jackson-Evers Intl
Sun 10/25
5:45 am-12:16 pm
1 stop6h 31m
$314
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Thu 8/6
5:10 pm-11:11 pm
1 stop6h 01m
Jackson-Evers Intl
Sun 8/9
9:15 am-4:15 pm
1 stop7h 00m
$314
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 8/7
5:25 am-12:00 pm
1 stop6h 35m
Jackson-Evers Intl
Fri 8/14
12:40 pm-4:55 pm
1 stop4h 15m
$320
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Tue 10/6
6:00 am-10:25 am
1 stop4h 25m
Jackson-Evers Intl
Wed 10/7
3:23 pm-10:25 pm
1 stop7h 02m
$325
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Tue 10/6
9:40 am-6:00 pm
2 stops8h 20m
Jackson-Evers Intl
Wed 10/7
6:40 am-3:30 pm
2 stops8h 50m
$335
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 8/7
12:46 pm-6:20 pm
1 stop5h 34m
Jackson-Evers Intl
Sun 8/9
7:49 am-11:51 am
1 stop4h 02m
$345
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 8/14
5:25 am-12:00 pm
1 stop6h 35m
Jackson-Evers Intl
Sun 8/16
6:55 pm-12:10 am
1 stop5h 15m
$353
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 July.
| 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 July 9, 2026.
Read reviews from past customers who have flown Delta and American 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
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 July 9, 2026.
Chicago and Jackson flights
Browse other Chicago and Jackson flight options. Last updated on July 9, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on July 9, 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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$256 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$280 | Average$404 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$538 | FlexibilityNo cancel fee | On-time63% |