$160+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
מאי 6 — מאי 131
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 אפריל 6, 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 אפריל 6, 2026.
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 4/255:15 am
ORD
- JAN
1 stop4h 10m
Delta
ג' 4/287:15 am
JAN
- ORD
1 stop5h 59m
Delta
Deal found 4/3![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 4/256:00 am
MDW
- JAN
1 stop6h 08m
Delta
ג' 4/285:02 pm
JAN
- MDW
1 stop5h 26m
Delta
Deal found 4/3![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 4/2510:00 am
MDW
- JAN
2 stops9h 15m
Southwest
ג' 4/286:30 am
JAN
- MDW
1 stop5h 10m
Southwest
Deal found 4/3![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 4/4. 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.
ש' 5/27:10 am
ORD
- JAN
1 stop7h 12m
Delta
ש' 5/95:00 pm
JAN
- ORD
1 stop6h 59m
Delta
Deal found 4/4![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
ה' 6/41:19 pm
ORD
- JAN
1 stop6h 40m
American Airlines
ב' 6/85:29 pm
JAN
- ORD
1 stop7h 13m
American Airlines
Deal found 3/31![American Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
ה' 6/45:00 am
MDW
- JAN
1 stop5h 45m
Southwest
ב' 6/811:25 am
JAN
- MDW
1 stop10h 30m
Southwest
Deal found 3/31![Southwest logo]()
$352
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
א' 5/176:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
ד' 5/206:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/1![American Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
א' 5/176:50 am
MDW
- JAN
1 stop5h 05m
Southwest
ד' 5/206:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 4/1![Southwest logo]()
$353
This American Airlines deal was found by Cheapflights users on 4/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ש' 5/912:30 pm
ORD
- JAN
1 stop5h 02m
American Airlines
א' 5/102:20 pm
JAN
- ORD
1 stop8h 00m
American Airlines
Deal found 4/3![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 5/95:10 pm
MDW
- JAN
1 stop6h 08m
Delta
א' 5/107:30 am
JAN
- MDW
1 stop4h 26m
Delta
Deal found 4/3![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 5/99:20 am
MDW
- JAN
2 stops8h 15m
Southwest
א' 5/105:55 am
JAN
- MDW
1 stop4h 40m
Southwest
Deal found 4/3![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 4/256:00 am
ORD
- JAN
2 stops11h 35m
Southwest
ג' 4/286:30 am
JAN
- ORD
2 stops8h 30m
Southwest
Deal found 4/3![Southwest logo]()
$369
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 אפריל 6, 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 אפריל 6, 2026.
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 4/255:15 am
ORD
- JAN
1 stop4h 10m
Delta
ג' 4/283:00 pm
JAN
- ORD
1 stop7h 21m
Delta
Deal found 4/3![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 4/2510:05 am
MDW
- JAN
2 stops9h 10m
Southwest
ג' 4/281:00 pm
JAN
- MDW
2 stops8h 50m
Southwest
Deal found 4/3![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
א' 5/176:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
ד' 5/206:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/1![American Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ג' 4/285:48 am
ORD
- JAN
1 stop16h 11m
United Airlines
ד' 4/291:58 pm
JAN
- ORD
1 stop9h 17m
United Airlines
Deal found 4/1![United Airlines logo]()
$425
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” 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.
ה' 6/45:00 am
MDW
- JAN
1 stop5h 45m
Southwest
ב' 6/811:25 am
JAN
- MDW
1 stop10h 30m
Southwest
Deal found 3/31![Southwest logo]()
$352
This Delta deal was found by Cheapflights users on 4/5. 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.
ו' 7/171:44 pm
ORD
- JAN
1 stop4h 35m
Delta
ו' 7/249:39 am
JAN
- ORD
1 stop7h 05m
Delta
Deal found 4/5![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
א' 5/176:50 am
MDW
- JAN
1 stop5h 05m
Southwest
ד' 5/206:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 4/1![Southwest logo]()
$353
This American Airlines deal was found by Cheapflights users on 4/5. 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.
ש' 4/256:41 pm
ORD
- JAN
1 stop5h 18m
American Airlines
ב' 4/276:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/5![American Airlines logo]()
$407
This Delta deal was found by Cheapflights users on 4/4. 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.
ו' 7/36:05 am
MDW
- JAN
1 stop6h 05m
Delta
א' 7/59:39 am
JAN
- MDW
1 stop6h 37m
Delta
Deal found 4/4![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 4/256:00 am
ORD
- JAN
2 stops11h 35m
Southwest
ג' 4/286:30 am
JAN
- ORD
2 stops8h 30m
Southwest
Deal found 4/3![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ו' 7/36:40 am
ORD
- JAN
1 stop5h 30m
Delta
א' 7/55:30 am
JAN
- ORD
1 stop7h 06m
Delta
Deal found 4/1![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 4/5. 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.
ו' 7/175:00 am
MDW
- JAN
1 stop5h 45m
Southwest
ו' 7/2411:25 am
JAN
- MDW
1 stop6h 25m
Southwest
Deal found 4/5![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 9/267:20 am
MDW
- JAN
1 stop4h 30m
Southwest
ב' 9/285:55 am
JAN
- MDW
1 stop4h 50m
Southwest
Deal found 4/3![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 4/3. 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.
ו' 7/1712:20 pm
MDW
- JAN
2 stops9h 35m
Southwest
ב' 7/2011:25 am
JAN
- MDW
1 stop10h 30m
Southwest
Deal found 4/3![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 4/5. 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.
ש' 4/256:00 am
ORD
- JAN
2 stops11h 35m
Southwest
ב' 4/275:45 am
JAN
- ORD
2 stops9h 45m
Southwest
Deal found 4/5![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 4/5. 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.
א' 5/32:40 pm
ORD
- JAN
1 stop5h 00m
Southwest
א' 5/105:55 am
JAN
- ORD
2 stops9h 35m
Southwest
Deal found 4/5![Southwest logo]()
$419
This Southwest deal was found by Cheapflights users on 4/5. 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.
ה' 4/2311:40 am
MDW
- JAN
2 stops7h 25m
Southwest
א' 4/265:55 am
JAN
- MDW
2 stops9h 35m
Southwest
Deal found 4/5![Southwest logo]()
$447
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated אפריל 6, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated אפריל 6, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 4/255:15 am
ORD
- JAN
1 stop4h 10m
Delta
ג' 4/287:15 am
JAN
- ORD
1 stop5h 59m
Delta
Deal found 4/3![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 4/256:00 am
MDW
- JAN
1 stop6h 08m
Delta
ג' 4/285:02 pm
JAN
- MDW
1 stop5h 26m
Delta
Deal found 4/3![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 4/2510:00 am
MDW
- JAN
2 stops9h 15m
Southwest
ג' 4/286:30 am
JAN
- MDW
1 stop5h 10m
Southwest
Deal found 4/3![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 4/256:00 am
ORD
- JAN
2 stops11h 35m
Southwest
ג' 4/286:30 am
JAN
- ORD
2 stops8h 30m
Southwest
Deal found 4/3![Southwest logo]()
$369
This American Airlines deal was found by Cheapflights users on 4/4. 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.
א' 4/265:00 am
ORD
- JAN
1 stop6h 03m
American Airlines
ש' 5/92:20 pm
JAN
- ORD
1 stop6h 54m
American Airlines
Deal found 4/4![American Airlines logo]()
$372
This Delta deal was found by Cheapflights users on 4/4. 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.
ש' 5/27:10 am
ORD
- JAN
1 stop7h 12m
Delta
ש' 5/95:00 pm
JAN
- ORD
1 stop6h 59m
Delta
Deal found 4/4![Delta logo]()
$337
This American Airlines deal was found by Cheapflights users on 4/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ש' 5/912:30 pm
ORD
- JAN
1 stop5h 02m
American Airlines
א' 5/102:20 pm
JAN
- ORD
1 stop8h 00m
American Airlines
Deal found 4/3![American Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 4/3. 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.
ש' 5/95:10 pm
MDW
- JAN
1 stop6h 08m
Delta
א' 5/107:30 am
JAN
- MDW
1 stop4h 26m
Delta
Deal found 4/3![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 4/3. 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.
ש' 5/99:20 am
MDW
- JAN
2 stops8h 15m
Southwest
א' 5/105:55 am
JAN
- MDW
1 stop4h 40m
Southwest
Deal found 4/3![Southwest logo]()
$367
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ו' 5/156:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
א' 5/176:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/1![American Airlines logo]()
$387
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
א' 5/176:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
ד' 5/206:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/1![American Airlines logo]()
$353
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
א' 5/176:50 am
MDW
- JAN
1 stop5h 05m
Southwest
ד' 5/206:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 4/1![Southwest logo]()
$353
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 אפריל 6, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated אפריל 6, 2026.
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ג' 5/194:17 pm
ORD
- JAN
1 stop6h 53m
American Airlines
Deal found 4/1![American Airlines logo]()
$160
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ג' 5/197:25 am
MDW
- JAN
1 stop4h 55m
Southwest
Deal found 4/1![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ג' 5/1911:55 am
ORD
- JAN
2 stops8h 25m
Southwest
Deal found 4/1![Southwest logo]()
$165
This Southwest deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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.
ד' 5/2711:35 am
MDW
- JAN
2 stops8h 45m
Southwest
Deal found 4/2![Southwest logo]()
$165
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ש' 4/255:15 am
ORD
- JAN
1 stop6h 53m
Delta
Deal found 4/1![Delta logo]()
$169
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ש' 4/256:00 am
MDW
- JAN
1 stop6h 08m
Delta
Deal found 4/1![Delta logo]()
$169
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ש' 4/2512:55 pm
MDW
- JAN
2 stops6h 20m
Southwest
Deal found 4/1![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ש' 4/256:00 am
ORD
- JAN
2 stops13h 15m
Southwest
Deal found 4/1![Southwest logo]()
$180
This United Airlines deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” 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.
ד' 5/277:30 am
ORD
- JAN
1 stop8h 45m
United Airlines
Deal found 4/2![United Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ג' 4/216:57 am
ORD
- JAN
1 stop6h 53m
American Airlines
Deal found 4/1![American Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ד' 4/156:00 am
MDW
- JAN
1 stop4h 13m
Delta
Deal found 4/1![Delta logo]()
$234
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” 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.
ג' 4/2111:55 am
ORD
- JAN
2 stops8h 25m
Southwest
Deal found 4/1![Southwest logo]()
$239
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 אפריל 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $328 (Delta) |
One-way from | $160 (American Airlines) |
Popular in | December |
Cheapest in | June |
Average price | $514 |
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 אפריל 6, 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
ORD - JAN
ORDJAN
Chicago O'Hare Intl
ש' 4/25
5:15 am-9:25 am
1 stop4h 10m
Jackson-Evers Intl
ג' 4/28
3:00 pm-10:21 pm
1 stop7h 21m
$328
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
ש' 4/25
10:05 am-7:15 pm
2 stops9h 10m
Jackson-Evers Intl
ג' 4/28
1:00 pm-9:50 pm
2 stops8h 50m
$338
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
ה' 6/4
5:00 am-10:45 am
1 stop5h 45m
Jackson-Evers Intl
ב' 6/8
11:25 am-9:55 pm
1 stop10h 30m
$352
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
א' 5/17
6:05 am-11:03 am
1 stop4h 58m
Jackson-Evers Intl
ד' 5/20
6:05 pm-11:48 pm
1 stop5h 43m
$353
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
א' 5/17
6:50 am-11:55 am
1 stop5h 05m
Jackson-Evers Intl
ד' 5/20
6:20 pm-11:05 pm
1 stop4h 45m
$353
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
ש' 4/25
6:00 am-5:35 pm
2 stops11h 35m
Jackson-Evers Intl
ג' 4/28
6:30 am-3:00 pm
2 stops8h 30m
$369
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
ו' 7/17
1:44 pm-6:19 pm
1 stop4h 35m
Jackson-Evers Intl
ו' 7/24
9:39 am-4:44 pm
1 stop7h 05m
$387
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
ו' 7/3
6:05 am-12:10 pm
1 stop6h 05m
Jackson-Evers Intl
א' 7/5
9:39 am-4:16 pm
1 stop6h 37m
$387
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
ו' 7/17
5:00 am-10:45 am
1 stop5h 45m
Jackson-Evers Intl
ו' 7/24
11:25 am-5:50 pm
1 stop6h 25m
$387
Quickest round-trip
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
ש' 9/26
7:20 am-11:50 am
1 stop4h 30m
Jackson-Evers Intl
ב' 9/28
5:55 am-10:45 am
1 stop4h 50m
$387
Showing 1-10 of 35 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 April.
| 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
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 אפריל 6, 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
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
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 locationsClinton
Flowood
Vicksburg
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 אפריל 6, 2026.
Chicago and Jackson flights
Browse other Chicago and Jackson flight options. Last updated on אפריל 6, 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 אפריל 6, 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 אפריל 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$406 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$447 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$538 | FlexibilityNo cancel fee | On-time63% |