$155+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Sep 3 — Sep 101
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 August 4, 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 August 4, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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.
Sat 8/221:50 pm -
1 stop5h 01m
Sat 8/298:00 am -
1 stop6h 48m
Deal found 8/4![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 8/296:40 am -
1 stop5h 19m
Mon 8/313:30 pm -
1 stop5h 25m
Deal found 8/1![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 9/210:54 am -
1 stop5h 22m
Wed 9/95:03 pm -
1 stop5h 41m
Deal found 8/3![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 8/297:40 am -
2 stops6h 15m
Mon 8/3112:40 pm -
1 stop4h 15m
Deal found 8/1![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 9/1210:44 am -
1 stop5h 34m
Sat 9/1911:08 am -
1 stop5h 29m
Deal found 8/1![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 7/31. 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.
Sat 9/121:45 pm -
1 stop5h 25m
Sat 9/1912:25 pm -
1 stop5h 15m
Deal found 7/31![Southwest logo]()
$335
This American Airlines deal was found by Cheapflights users on 8/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 am -
1 stop5h 50m
Sun 9/612:22 pm -
1 stop8h 08m
Deal found 8/2![American Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:54 am -
1 stop5h 22m
Mon 9/75:01 pm -
1 stop5h 35m
Deal found 7/30![Delta logo]()
$338
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/215:25 am -
1 stop6h 35m
Mon 8/315:55 am -
2 stops8h 15m
Deal found 7/30![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 am -
1 stop5h 07m
Fri 8/287:00 pm -
1 stop4h 57m
Deal found 7/31![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:05 am -
1 stop4h 32m
Fri 8/285:01 pm -
1 stop5h 35m
Deal found 7/31![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:54 am -
1 stop6h 22m
Sun 9/66:00 am -
1 stop6h 40m
Deal found 7/31![Delta 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 August 4, 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 August 4, 2026.
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:40 pm -
1 stop4h 09m
Thu 10/17:51 am -
1 stop6h 38m
Deal found 7/31![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 9/121:45 pm -
1 stop5h 25m
Sat 9/1912:25 pm -
1 stop5h 15m
Deal found 8/1![Southwest logo]()
$335
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:15 am -
1 stop6h 08m
Sat 9/59:20 am -
1 stop10h 45m
Deal found 8/4![United Airlines logo]()
$537
This Delta deal was found by Cheapflights users on 8/1. 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.
Fri 10/306:04 am -
1 stop6h 10m
Mon 11/211:10 am -
1 stop4h 07m
Deal found 8/1![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 8/3. 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.
Fri 9/45:25 am -
1 stop6h 35m
Sun 9/66:15 pm -
1 stop4h 40m
Deal found 8/3![Southwest logo]()
$338
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:44 am -
1 stop5h 34m
Sat 9/1911:08 am -
1 stop5h 29m
Deal found 8/2![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 8/2. 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.
Wed 9/162:05 pm -
1 stop5h 45m
Wed 9/237:05 am -
2 stops8h 25m
Deal found 8/2![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:30 am -
1 stop4h 53m
Mon 9/2111:08 am -
1 stop7h 37m
Deal found 7/31![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 8/4. 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.
Mon 8/315:25 am -
1 stop6h 35m
Tue 9/87:05 am -
2 stops8h 55m
Deal found 8/4![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:05 am -
1 stop4h 18m
Wed 9/235:14 pm -
1 stop5h 30m
Deal found 8/2![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/215:25 am -
1 stop6h 35m
Mon 8/315:55 am -
2 stops8h 15m
Deal found 7/30![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 8/4. 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.
Mon 8/316:05 am -
1 stop6h 07m
Tue 9/85:03 pm -
1 stop5h 41m
Deal found 8/4![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:16 pm -
1 stop5h 49m
Sun 9/67:00 am -
2 stops13h 18m
Deal found 8/3![United Airlines logo]()
$577
This KAYAK deal was found by Cheapflights users on 7/31. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:30 am -
1 stop6h 42m
Wed 9/25:01 pm -
1 stop6h 56m
Deal found 7/31![Delta logo]()
$371
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Sun 8/166:30 am -
1 stop6h 53m
Thu 8/2012:00 pm -
1 stop6h 30m
Deal found 8/1![United Airlines logo]()
$579
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2610:32 am -
1 stop5h 53m
Thu 10/112:02 pm -
2 stops18h 26m
Deal found 7/31![United Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Sat 9/1212:47 pm -
1 stop7h 33m
Sat 9/199:20 am -
2 stops11h 13m
Deal found 8/1![United Airlines logo]()
$608
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated August 4, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/215:25 am -
1 stop6h 35m
Mon 8/315:55 am -
2 stops8h 15m
Deal found 7/30![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 8/4. 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.
Sat 8/221:50 pm -
1 stop5h 01m
Sat 8/298:00 am -
1 stop6h 48m
Deal found 8/4![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:30 am -
1 stop5h 07m
Fri 8/287:00 pm -
1 stop4h 57m
Deal found 7/31![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:05 am -
1 stop4h 32m
Fri 8/285:01 pm -
1 stop5h 35m
Deal found 7/31![Delta logo]()
$351
This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 8/296:40 am -
1 stop5h 19m
Mon 8/313:30 pm -
1 stop5h 25m
Deal found 8/1![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 8/1. 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.
Sat 8/297:40 am -
2 stops6h 15m
Mon 8/3112:40 pm -
1 stop4h 15m
Deal found 8/1![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 9/210:54 am -
1 stop5h 22m
Wed 9/95:03 pm -
1 stop5h 41m
Deal found 8/3![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:00 am -
1 stop5h 50m
Sun 9/612:22 pm -
1 stop8h 08m
Deal found 8/2![American Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:54 am -
1 stop5h 22m
Mon 9/75:01 pm -
1 stop5h 35m
Deal found 7/30![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:54 am -
1 stop6h 22m
Sun 9/66:00 am -
1 stop6h 40m
Deal found 7/31![Delta logo]()
$353
This Delta deal was found by Cheapflights users on 8/1. 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.
Sat 9/1210:44 am -
1 stop5h 34m
Sat 9/1911:08 am -
1 stop5h 29m
Deal found 8/1![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 7/31. 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.
Sat 9/121:45 pm -
1 stop5h 25m
Sat 9/1912:25 pm -
1 stop5h 15m
Deal found 7/31![Southwest logo]()
$335
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 August 4, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This American Airlines deal was found by Cheapflights users on 8/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:49 pm -
1 stop4h 50m
Deal found 8/2![American Airlines logo]()
$155
This Southwest deal was found by Cheapflights users on 8/2. 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.
Tue 9/17:50 am -
1 stop5h 00m
Deal found 8/2![Southwest logo]()
$155
This Delta deal was found by Cheapflights users on 8/4. 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.
Mon 8/316:40 am -
1 stop5h 32m
Deal found 8/4![Delta logo]()
$168
This Southwest deal was found by Cheapflights users on 8/4. 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.
Mon 8/315:25 am -
1 stop6h 35m
Deal found 8/4![Southwest logo]()
$168
This Southwest deal was found by Cheapflights users on 8/2. 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.
Wed 9/1610:15 am -
2 stops9h 35m
Deal found 8/2![Southwest logo]()
$173
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:27 am -
1 stop6h 47m
Deal found 8/2![Delta logo]()
$184
This Delta deal was found by Cheapflights users on 8/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:59 am -
1 stop5h 18m
Deal found 8/2![Delta logo]()
$184
This Delta deal was found by Cheapflights users on 8/4. 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.
Sun 9/135:30 am -
1 stop4h 15m
Deal found 8/4![Delta logo]()
$199
This Delta deal was found by Cheapflights users on 8/4. 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.
Sun 8/305:30 am -
1 stop6h 42m
Deal found 8/4![Delta logo]()
$209
This Southwest deal was found by Cheapflights users on 8/2. 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.
Fri 10/911:05 am -
2 stops8h 45m
Deal found 8/2![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 8/4. 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.
Sun 9/137:20 am -
1 stop4h 30m
Deal found 8/4![Southwest logo]()
$239
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:20 am -
1 stop4h 30m
Deal found 7/30![Southwest logo]()
$249
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 August 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (Delta) |
One-way from | $155 (American Airlines) |
Popular in | December |
Cheapest in | January |
Average price | $409 |
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 August 4, 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
Sat 9/26
3:40 pm-7:49 pm
1 stop4h 09m
Jackson-Evers Intl
Thu 10/1
7:51 am-2:29 pm
1 stop6h 38m
$309
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 10/30
6:04 am-12:14 pm
1 stop6h 10m
Jackson-Evers Intl
Mon 11/2
11:10 am-3:17 pm
1 stop4h 07m
$322
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Sat 9/12
1:45 pm-7:10 pm
1 stop5h 25m
Jackson-Evers Intl
Sat 9/19
12:25 pm-5:40 pm
1 stop5h 15m
$335
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Sat 9/12
10:44 am-4:18 pm
1 stop5h 34m
Jackson-Evers Intl
Sat 9/19
11:08 am-4:37 pm
1 stop5h 29m
$335
ChicagoJackson
ORD - JAN
ORDJAN
Chicago O'Hare Intl
Mon 9/14
5:30 am-10:23 am
1 stop4h 53m
Jackson-Evers Intl
Mon 9/21
11:08 am-6:45 pm
1 stop7h 37m
$335
Quickest round-trip
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Wed 9/16
6:05 am-10:23 am
1 stop4h 18m
Jackson-Evers Intl
Wed 9/23
5:14 pm-10:44 pm
1 stop5h 30m
$335
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Mon 8/31
6:05 am-12:12 pm
1 stop6h 07m
Jackson-Evers Intl
Tue 9/8
5:03 pm-10:44 pm
1 stop5h 41m
$335
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Fri 9/4
5:25 am-12:00 pm
1 stop6h 35m
Jackson-Evers Intl
Sun 9/6
6:15 pm-10:55 pm
1 stop4h 40m
$338
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Wed 9/16
2:05 pm-7:50 pm
1 stop5h 45m
Jackson-Evers Intl
Wed 9/23
7:05 am-3:30 pm
2 stops8h 25m
$340
ChicagoJackson
MDW - JAN
MDWJAN
Chicago Midway
Mon 8/31
5:25 am-12:00 pm
1 stop6h 35m
Jackson-Evers Intl
Tue 9/8
7:05 am-4:00 pm
2 stops8h 55m
$340
Showing 1-10 of 39 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 August.
| 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, January is the cheapest month in which you can book a flight from Chicago to Jackson, Mississippi (average of $300). Flying from Chicago to Jackson, Mississippi in February is currently the most expensive (average of $576). 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.
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 August 4, 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
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 4, 2026.
Chicago and Jackson flights
Browse other Chicago and Jackson flight options. Last updated on August 4, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 4, 2026.
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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 August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$261 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$296 | Average$432 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$562 | FlexibilityNo cancel fee | On-time63% |