$164+ Cheap flights from Chicago (CHI) to Jackson, MS (JAN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Dec 8 — Dec 151
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Jackson with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Jackson
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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 November 8, 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 November 8, 2026.
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 12/15:19 am -
1 stop5h 03m
Tue 12/812:35 pm -
1 stop5h 03m
Deal found 11/3![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:30 am -
1 stop4h 59m
Fri 12/45:11 pm -
1 stop6h 45m
Deal found 11/3![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 11/5. 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.
Sat 12/54:08 pm -
1 stop5h 32m
Sat 12/123:48 pm -
1 stop7h 06m
Deal found 11/5![Delta logo]()
$327
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:22 pm -
1 stop7h 38m
Sat 12/129:23 am -
1 stop6h 36m
Deal found 11/8![American Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:50 am -
1 stop3h 40m
Sat 12/126:30 am -
2 stops6h 25m
Deal found 11/5![Southwest logo]()
$338
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:00 pm -
1 stop6h 57m
Sun 12/64:52 pm -
1 stop6h 12m
Deal found 11/6![American Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Thu 12/31:22 pm -
1 stop6h 18m
Sun 12/65:00 am -
1 stop6h 02m
Deal found 11/4![American Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 11/5. 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.
Thu 12/39:55 am -
1 stop7h 40m
Thu 12/106:15 pm -
1 stop4h 55m
Deal found 11/5![Southwest logo]()
$351
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:00 am -
1 stop6h 45m
Wed 11/255:01 pm -
1 stop7h 19m
Deal found 11/6![American Airlines logo]()
$357
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:45 pm -
1 stop4h 50m
Thu 12/106:15 pm -
1 stop4h 55m
Deal found 11/6![Southwest logo]()
$360
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:12 pm -
1 stop5h 53m
Sun 12/65:20 am -
1 stop6h 44m
Deal found 11/6![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:04 am -
1 stop6h 57m
Thu 12/107:54 am -
1 stop4h 30m
Deal found 11/6![Delta logo]()
$366
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 November 8, 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 November 8, 2026.
This Delta deal was found by Cheapflights users on 11/3. 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.
Mon 1/115:30 am -
1 stop5h 58m
Mon 1/114:58 pm -
1 stop6h 59m
Deal found 11/3![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/910:55 am -
2 stops9h 00m
Thu 12/106:15 pm -
1 stop4h 55m
Deal found 11/6![Southwest logo]()
$390
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Thu 11/1912:02 pm -
1 stop6h 57m
Mon 11/235:01 pm -
1 stop6h 07m
Deal found 11/3![American Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 12/19:45 pm -
2 stops13h 38m
Tue 12/85:25 pm -
2 stops13h 33m
Deal found 11/3![United Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/185:49 pm -
1 stop5h 39m
Sat 2/205:06 pm -
1 stop5h 39m
Deal found 11/5![Delta logo]()
$327
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:00 am -
1 stop4h 31m
Sun 2/2111:26 am -
1 stop5h 10m
Deal found 11/7![Delta logo]()
$422
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/225:15 am -
1 stop5h 50m
Wed 11/258:15 pm -
1 stop4h 45m
Deal found 11/8![Southwest logo]()
$492
This Southwest deal was found by Cheapflights users on 11/4. 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.
Fri 11/2012:45 pm -
2 stops7h 00m
Tue 11/248:15 pm -
1 stop4h 45m
Deal found 11/4![Southwest logo]()
$496
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/272:00 pm -
1 stop4h 54m
Mon 11/305:30 am -
1 stop4h 55m
Deal found 11/6![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 11/3. 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.
Mon 11/2312:55 pm -
2 stops9h 15m
Mon 11/308:15 pm -
1 stop4h 45m
Deal found 11/3![Southwest logo]()
$512
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/410:30 am -
1 stop11h 11m
Fri 12/115:25 pm -
2 stops13h 23m
Deal found 11/4![United Airlines logo]()
$657
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:02 pm -
1 stop6h 49m
Mon 11/164:52 pm -
1 stop5h 38m
Deal found 11/7![American Airlines logo]()
$669
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1912:45 pm -
1 stop4h 50m
Tue 12/16:15 pm -
1 stop4h 55m
Deal found 11/8![Southwest logo]()
$525
This Delta deal was found by Cheapflights users on 11/4. 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.
Fri 11/274:13 pm -
1 stop5h 26m
Mon 11/305:06 pm -
1 stop5h 48m
Deal found 11/4![Delta logo]()
$527
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:45 pm -
2 stops25h 56m
Sun 12/67:00 am -
1 stop5h 29m
Deal found 11/6![United Airlines logo]()
$680
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:04 am -
1 stop4h 36m
Fri 11/274:30 pm -
1 stop4h 19m
Deal found 11/7![Delta logo]()
$541
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:21 am -
1 stop7h 13m
Thu 11/269:05 am -
1 stop5h 46m
Deal found 11/6![United Airlines logo]()
$699
This United Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:40 pm -
1 stop7h 46m
Sun 11/155:23 pm -
1 stop7h 22m
Deal found 11/6![United Airlines logo]()
$717
Last-minute flights from Chicago to JacksonDiscover last-minute flight deals from Chicago to Jackson. Data last updated November 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Jackson. Data last updated November 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:00 am -
1 stop6h 45m
Wed 11/255:01 pm -
1 stop7h 19m
Deal found 11/6![American Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 12/15:19 am -
1 stop5h 03m
Tue 12/812:35 pm -
1 stop5h 03m
Deal found 11/3![American Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:30 am -
1 stop4h 59m
Fri 12/45:11 pm -
1 stop6h 45m
Deal found 11/3![Delta logo]()
$327
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Thu 12/31:22 pm -
1 stop6h 18m
Sun 12/65:00 am -
1 stop6h 02m
Deal found 11/4![American Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 11/5. 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.
Thu 12/39:55 am -
1 stop7h 40m
Thu 12/106:15 pm -
1 stop4h 55m
Deal found 11/5![Southwest logo]()
$351
This American Airlines deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:00 pm -
1 stop6h 57m
Sun 12/64:52 pm -
1 stop6h 12m
Deal found 11/6![American Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:12 pm -
1 stop5h 53m
Sun 12/65:20 am -
1 stop6h 44m
Deal found 11/6![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 11/5. 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.
Sat 12/54:08 pm -
1 stop5h 32m
Sat 12/123:48 pm -
1 stop7h 06m
Deal found 11/5![Delta logo]()
$327
This American Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/51:22 pm -
1 stop7h 38m
Sat 12/129:23 am -
1 stop6h 36m
Deal found 11/8![American Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:50 am -
1 stop3h 40m
Sat 12/126:30 am -
2 stops6h 25m
Deal found 11/5![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:45 pm -
1 stop4h 50m
Thu 12/106:15 pm -
1 stop4h 55m
Deal found 11/6![Southwest logo]()
$360
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/98:04 am -
1 stop6h 57m
Thu 12/107:54 am -
1 stop4h 30m
Deal found 11/6![Delta logo]()
$366
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 November 8, 2026.
Search for one-way flight options from Chicago to Jackson. Find affordable one-way fares based on user searches. Data last updated November 8, 2026.
This Delta deal was found by Cheapflights users on 11/4. 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.
Fri 12/45:30 am -
1 stop4h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Delta logo]()
$164
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:50 am -
1 stop3h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/510:36 am -
1 stop5h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Delta logo]()
$176
This Southwest deal was found by Cheapflights users on 11/5. 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.
Fri 1/1510:05 am -
2 stops8h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![Southwest logo]()
$197
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Mon 12/711:47 am -
1 stop5h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 1/25:00 am -
1 stop6h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![American Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/158:10 pm -
2 stops25h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/5![United Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 11/4. 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 12/47:45 pm -
2 stops17h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![United Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/115:30 am -
1 stop4h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Delta logo]()
$297
This KAYAK deal was found by Cheapflights users on 11/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/163:59 pm -
1 stop4h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Delta logo]()
$330
This Southwest deal was found by Cheapflights users on 11/3. 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.
Sun 11/299:45 am -
2 stops10h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Southwest logo]()
$351
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/164:07 pm -
1 stop5h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![United Airlines logo]()
$359
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 November 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (American Airlines) |
One-way from | $164 (Delta) |
Popular in | December |
Cheapest in | August |
Average price | $391 |
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 7,457,451 searches. Data last updated November 8, 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 Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Fri 1/15
9:50 am-4:09 pm
1 stop6h 19m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
Quickest round-trip
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Sat 12/5
7:50 am-11:30 am
1 stop3h 40m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$167
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Sat 12/5
10:36 am-4:24 pm
1 stop5h 48m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Fri 1/15
10:05 am-6:45 pm
2 stops8h 40m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$197
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Mon 12/7
11:47 am-5:23 pm
1 stop5h 36m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$214
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Fri 1/15
8:10 pm-9:59 pm
2 stops25h 49m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$284
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Mon 12/7
7:45 pm-11:23 am
2 stops15h 38m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$292
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Fri 12/4
7:45 pm-1:20 pm
2 stops17h 35m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$292
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Wed 11/11
5:30 am-10:29 am
1 stop4h 59m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$297
ChicagoJackson
ORD Chicago O'Hare Intl - JAN Jackson-Evers Intl
ORDJAN
Chicago O'Hare Intl
Mon 1/11
5:30 am-11:28 am
1 stop5h 58m
Jackson-Evers Intl
Mon 1/11
4:58 pm-11:57 pm
1 stop6h 59m
$327
Showing 1-10 of 34 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 November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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 November 8, 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
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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 locationsFlowood
Vicksburg
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 November 8, 2026.
Chicago and Jackson flights
Browse other Chicago and Jackson flight options. Last updated on November 8, 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 November 8, 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 7,457,451 searches. Data last updated November 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$270 | Average$386 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$308 | Average$502 | FlexibilityNo cancel fee | On-time63% |