$126+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
May 25 — Jun 11
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 April 25, 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 April 25, 2026.
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:05 am
ORD
- JAN
1 stop7h 45m
American Airlines
Tue 5/267:29 pm
JAN
- ORD
1 stop5h 13m
American Airlines
Deal found 4/21![American Airlines logo]()
$257
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:33 pm
ORD
- JAN
1 stop7h 26m
American Airlines
Tue 5/267:29 pm
JAN
- ORD
1 stop5h 13m
American Airlines
Deal found 4/21![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 9/2610:35 am
MDW
- JAN
1 stop5h 18m
Delta
Tue 9/292:40 pm
JAN
- MDW
1 stop7h 06m
Delta
Deal found 4/23![Delta logo]()
$277
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:40 am
MDW
- JAN
2 stops6h 15m
Southwest
Tue 9/297:05 am
JAN
- MDW
1 stop5h 10m
Southwest
Deal found 4/23![Southwest logo]()
$283
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 9/267:10 am
ORD
- JAN
1 stop6h 54m
Delta
Mon 9/286:59 pm
JAN
- ORD
1 stop4h 58m
Delta
Deal found 4/23![Delta logo]()
$303
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/2710:59 am
MDW
- JAN
1 stop5h 17m
Delta
Wed 6/32:55 pm
JAN
- MDW
1 stop6h 14m
Delta
Deal found 4/24![Delta logo]()
$319
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:06 pm
ORD
- JAN
1 stop5h 12m
Delta
Mon 6/87:10 pm
JAN
- ORD
1 stop4h 49m
Delta
Deal found 4/20![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/2710:10 am
MDW
- JAN
2 stops7h 20m
Southwest
Wed 6/36:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 4/24![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:00 pm
MDW
- JAN
1 stop7h 10m
Southwest
Mon 9/2812:40 pm
JAN
- MDW
2 stops9h 15m
Southwest
Deal found 4/21![Southwest logo]()
$339
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:23 am
MDW
- JAN
1 stop5h 49m
Delta
Tue 6/305:04 pm
JAN
- MDW
1 stop5h 13m
Delta
Deal found 4/21![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:55 am
MDW
- JAN
1 stop4h 45m
Southwest
Tue 6/306:00 am
JAN
- MDW
2 stops8h 40m
Southwest
Deal found 4/21![Southwest logo]()
$350
This American Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 7/17:58 am
ORD
- JAN
1 stop7h 53m
American Airlines
Tue 7/77:20 am
JAN
- ORD
1 stop7h 00m
American Airlines
Deal found 4/24![American Airlines logo]()
$353
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 April 25, 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 April 25, 2026.
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:06 pm
ORD
- JAN
1 stop5h 12m
Delta
Mon 6/87:10 pm
JAN
- ORD
1 stop4h 49m
Delta
Deal found 4/21![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 6/2511:00 am
MDW
- JAN
2 stops8h 45m
Southwest
Tue 6/3012:20 pm
JAN
- MDW
2 stops7h 35m
Southwest
Deal found 4/24![Southwest logo]()
$363
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:30 am
ORD
- JAN
1 stop4h 05m
Delta
Sun 7/59:39 am
JAN
- ORD
1 stop6h 55m
Delta
Deal found 4/21![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:40 pm
ORD
- JAN
1 stop4h 25m
Southwest
Thu 5/285:45 am
JAN
- ORD
2 stops9h 45m
Southwest
Deal found 4/21![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:03 am
ORD
- JAN
1 stop6h 20m
Delta
Mon 7/277:10 pm
JAN
- ORD
1 stop4h 43m
Delta
Deal found 4/20![Delta logo]()
$387
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 7/312:20 pm
MDW
- JAN
2 stops9h 35m
Southwest
Sun 7/55:30 am
JAN
- MDW
2 stops9h 00m
Southwest
Deal found 4/24![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:41 pm
MDW
- JAN
1 stop5h 32m
Delta
Sun 7/59:39 am
JAN
- MDW
1 stop6h 37m
Delta
Deal found 4/21![Delta logo]()
$387
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/127:07 am
ORD
- JAN
1 stop5h 36m
Delta
Mon 5/187:23 pm
JAN
- ORD
1 stop4h 36m
Delta
Deal found 4/24![Delta logo]()
$407
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:00 am
MDW
- JAN
2 stops9h 15m
Southwest
Wed 5/136:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 4/24![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 6/131:49 pm
ORD
- JAN
1 stop5h 10m
Delta
Sat 6/201:08 pm
JAN
- ORD
1 stop5h 34m
Delta
Deal found 4/23![Delta logo]()
$433
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:55 am
ORD
- JAN
2 stops8h 25m
Southwest
Sun 5/105:55 am
JAN
- ORD
2 stops9h 35m
Southwest
Deal found 4/21![Southwest logo]()
$477
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:23 am
MDW
- JAN
1 stop6h 20m
Delta
Mon 5/185:00 pm
JAN
- MDW
1 stop4h 09m
Delta
Deal found 4/20![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:08 pm
MDW
- JAN
1 stop6h 10m
Delta
Mon 6/85:04 pm
JAN
- MDW
1 stop5h 13m
Delta
Deal found 4/24![Delta logo]()
$433
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:07 am
ORD
- JAN
1 stop7h 08m
Delta
Sun 5/177:23 pm
JAN
- ORD
1 stop4h 36m
Delta
Deal found 4/20![Delta logo]()
$453
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Mon 5/185:30 am
ORD
- JAN
1 stop4h 34m
Delta
Thu 5/2110:51 am
JAN
- ORD
1 stop6h 05m
Delta
Deal found 4/24![Delta logo]()
$521
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated April 25, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated April 25, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:00 am
ORD
- JAN
1 stop6h 03m
American Airlines
Tue 5/126:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/23![American Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:05 am
ORD
- JAN
1 stop7h 45m
American Airlines
Tue 5/267:29 pm
JAN
- ORD
1 stop5h 13m
American Airlines
Deal found 4/21![American Airlines logo]()
$257
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/175:30 am
ORD
- JAN
1 stop4h 34m
Delta
Thu 5/2110:51 am
JAN
- ORD
1 stop6h 05m
Delta
Deal found 4/24![Delta logo]()
$377
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
Mon 5/186:39 pm
JAN
- ORD
1 stop5h 15m
American Airlines
Deal found 4/22![American Airlines logo]()
$389
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/215:10 am
ORD
- JAN
1 stop5h 16m
American Airlines
Thu 5/287:29 pm
JAN
- ORD
1 stop5h 13m
American Airlines
Deal found 4/22![American Airlines logo]()
$364
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:40 pm
ORD
- JAN
1 stop4h 25m
Southwest
Thu 5/285:45 am
JAN
- ORD
2 stops9h 45m
Southwest
Deal found 4/21![Southwest logo]()
$392
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:33 pm
ORD
- JAN
1 stop7h 26m
American Airlines
Tue 5/267:29 pm
JAN
- ORD
1 stop5h 13m
American Airlines
Deal found 4/21![American Airlines logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:00 am
ORD
- JAN
1 stop5h 54m
American Airlines
Mon 5/257:29 pm
JAN
- ORD
1 stop5h 13m
American Airlines
Deal found 4/20![American Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/2710:59 am
MDW
- JAN
1 stop5h 17m
Delta
Wed 6/32:55 pm
JAN
- MDW
1 stop6h 14m
Delta
Deal found 4/24![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/2710:10 am
MDW
- JAN
2 stops7h 20m
Southwest
Wed 6/36:20 pm
JAN
- MDW
1 stop4h 45m
Southwest
Deal found 4/24![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:23 am
MDW
- JAN
1 stop5h 49m
Delta
Tue 6/305:04 pm
JAN
- MDW
1 stop5h 13m
Delta
Deal found 4/21![Delta logo]()
$345
This Southwest deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:55 am
MDW
- JAN
1 stop4h 45m
Southwest
Tue 6/306:00 am
JAN
- MDW
2 stops8h 40m
Southwest
Deal found 4/21![Southwest logo]()
$350
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 April 25, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated April 25, 2026.
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:15 am
ORD
- JAN
1 stop6h 26m
American Airlines
Deal found 4/20![American Airlines logo]()
$126
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:23 am
MDW
- JAN
1 stop5h 49m
Delta
Deal found 4/20![Delta logo]()
$126
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:57 am
ORD
- JAN
1 stop6h 53m
American Airlines
Deal found 4/20![American Airlines logo]()
$132
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/125:10 pm
MDW
- JAN
1 stop6h 08m
Delta
Deal found 4/20![Delta logo]()
$132
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/306:06 pm
ORD
- JAN
1 stop5h 12m
Delta
Deal found 4/23![Delta logo]()
$152
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/306:23 am
MDW
- JAN
1 stop5h 49m
Delta
Deal found 4/23![Delta logo]()
$152
This American Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:05 am
ORD
- JAN
1 stop7h 45m
American Airlines
Deal found 4/20![American Airlines logo]()
$159
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:55 am
ORD
- JAN
2 stops8h 25m
Southwest
Deal found 4/20![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1210:10 am
MDW
- JAN
2 stops7h 20m
Southwest
Deal found 4/20![Southwest logo]()
$174
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:30 am
ORD
- JAN
1 stop4h 34m
Delta
Deal found 4/20![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:08 pm
MDW
- JAN
1 stop6h 10m
Delta
Deal found 4/20![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3010:00 am
MDW
- JAN
2 stops9h 15m
Southwest
Deal found 4/23![Southwest logo]()
$179
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 April 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (American Airlines) |
One-way from | $126 (American Airlines) |
Popular in | December |
Cheapest in | June |
Average price | $534 |
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 April 25, 2026.
Use the filters below to find and compare flights from Chicago to Jackson that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 6/5
6:06 pm-11:18 pm
1 stop5h 12m
Jackson-Evers Intl
Mon 6/8
7:10 pm-11:59 pm
1 stop4h 49m
$328
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Thu 6/25
11:00 am-7:45 pm
2 stops8h 45m
Jackson-Evers Intl
Tue 6/30
12:20 pm-7:55 pm
2 stops7h 35m
$363
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Fri 7/3
5:30 am-9:35 am
1 stop4h 05m
Jackson-Evers Intl
Sun 7/5
9:39 am-4:34 pm
1 stop6h 55m
$387
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Thu 7/23
8:03 am-2:23 pm
1 stop6h 20m
Jackson-Evers Intl
Mon 7/27
7:10 pm-11:53 pm
1 stop4h 43m
$387
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 7/3
5:41 pm-11:13 pm
1 stop5h 32m
Jackson-Evers Intl
Sun 7/5
9:39 am-4:16 pm
1 stop6h 37m
$387
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Thu 5/21
2:40 pm-7:05 pm
1 stop4h 25m
Jackson-Evers Intl
Thu 5/28
5:45 am-3:30 pm
2 stops9h 45m
$392
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 7/3
12:20 pm-9:55 pm
2 stops9h 35m
Jackson-Evers Intl
Sun 7/5
5:30 am-2:30 pm
2 stops9h 00m
$397
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Tue 5/12
7:07 am-12:43 pm
1 stop5h 36m
Jackson-Evers Intl
Mon 5/18
7:23 pm-11:59 pm
1 stop4h 36m
$407
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Sat 6/13
1:49 pm-6:59 pm
1 stop5h 10m
Jackson-Evers Intl
Sat 6/20
1:08 pm-6:42 pm
1 stop5h 34m
$433
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 5/15
6:23 am-12:43 pm
1 stop6h 20m
Jackson-Evers Intl
Mon 5/18
5:00 pm-9:09 pm
1 stop4h 09m
$433
Showing 1-10 of 37 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
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 April 25, 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.
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Comfort
8.0
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Chicago to Jackson. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Jackson?
Book flights to Jackson if you plan to visit one of these locationsVicksburg
Clinton
Flowood
Pearl
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Other flights to Jackson
Explore flights to Jackson departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 25, 2026.
Chicago and Jackson flights
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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 April 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$406 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$538 | FlexibilityNo cancel fee | On-time63% |