$78+ Cheap flights from Chicago (CHI) to Mississippi
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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Mississippi 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 MississippiExplore the most affordable flight options available from Chicago to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
Explore the most affordable flight options available from Chicago to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 30, 2026.
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/59:20 pm -
Nonstop1h 56m
Thu 10/87:15 am -
Nonstop2h 06m
Deal found 8/26![United Airlines logo]()
$193
This Expedia deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:15 am -
1 stop8h 10m
Sun 9/208:11 pm -
1 stop26h 48m
Deal found 8/27![Frontier logo]()
$204
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/188:45 pm -
Nonstop1h 45m
Tue 9/223:25 pm -
Nonstop1h 35m
Deal found 8/27![Southwest logo]()
$206
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/189:29 pm -
Nonstop1h 57m
Tue 9/226:31 pm -
Nonstop2h 06m
Deal found 8/27![United Airlines logo]()
$206
This Expedia deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:15 am -
1 stop8h 10m
Thu 10/18:11 pm -
1 stop26h 48m
Deal found 8/27![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:30 am -
1 stop9h 10m
Sun 10/44:35 pm -
1 stop7h 48m
Deal found 8/25![Frontier logo]()
$210
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/235:00 am -
1 stop6h 07m
Tue 9/296:45 am -
Nonstop2h 15m
Deal found 8/27![American Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/104:00 pm -
Nonstop2h 03m
Sat 10/175:14 am -
1 stop5h 51m
Deal found 8/26![American Airlines logo]()
$217
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/215:30 am -
1 stop5h 17m
Wed 9/236:10 pm -
1 stop5h 49m
Deal found 8/27![Delta logo]()
$218
This CheapOair deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:30 am -
1 stop12h 39m
Sun 11/16:49 pm -
1 stop13h 57m
Deal found 8/27![Frontier logo]()
$219
This Frontier deal was found by Cheapflights users on 8/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:15 am -
1 stop8h 10m
Sun 9/274:35 pm -
1 stop7h 48m
Deal found 8/30![Frontier logo]()
$220
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:30 am -
1 stop12h 44m
Sun 10/186:51 pm -
1 stop12h 40m
Deal found 8/27![Frontier logo]()
$224
Best flights from Chicago to MississippiDiscover carefully curated flight deals from Chicago to Mississippi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
Discover carefully curated flight deals from Chicago to Mississippi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 30, 2026.
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/21:55 pm -
1 stop7h 03m
Sat 10/34:49 pm -
1 stop7h 10m
Deal found 8/25![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Thu 10/19:20 pm -
Nonstop1h 56m
Sat 10/37:15 am -
Nonstop2h 06m
Deal found 8/25![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/55:50 pm -
2 stops5h 40m
Thu 10/85:20 am -
Nonstop1h 35m
Deal found 8/26![Southwest logo]()
$248
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 12/316:50 am -
1 stop5h 29m
Tue 1/53:58 pm -
1 stop6h 02m
Deal found 8/25![American Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:30 am -
1 stop7h 02m
Fri 10/27:19 pm -
1 stop4h 40m
Deal found 8/25![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/293:40 pm -
Nonstop1h 59m
Wed 10/77:15 am -
Nonstop2h 06m
Deal found 8/25![United Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/293:40 pm -
Nonstop1h 59m
Thu 10/17:15 am -
Nonstop2h 06m
Deal found 8/25![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/1510:20 pm -
Nonstop1h 35m
Sun 10/185:10 am -
Nonstop1h 35m
Deal found 8/26![Southwest logo]()
$269
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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.
Thu 10/159:20 pm -
Nonstop1h 56m
Sun 10/187:15 am -
Nonstop2h 06m
Deal found 8/26![United Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:40 pm -
1 stop6h 36m
Tue 11/36:26 am -
1 stop5h 47m
Deal found 8/26![Delta logo]()
$310
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/256:00 pm -
1 stop5h 24m
Tue 9/2911:18 am -
1 stop8h 18m
Deal found 8/25![American Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/295:30 am -
1 stop5h 17m
Sun 10/47:19 pm -
1 stop4h 40m
Deal found 8/25![Delta logo]()
$312
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 9/2311:10 am -
1 stop6h 40m
Wed 9/306:00 am -
Nonstop1h 35m
Deal found 8/28![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/1111:35 am -
1 stop5h 30m
Tue 9/1510:24 am -
1 stop5h 51m
Deal found 8/26![Delta logo]()
$316
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/175:55 am -
1 stop3h 05m
Sun 9/206:10 am -
1 stop4h 45m
Deal found 8/27![Southwest logo]()
$363
This United Airlines deal was found by Cheapflights users on 8/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:43 am -
Nonstop2h 07m
Thu 10/299:51 am -
Nonstop2h 08m
Deal found 8/30![United Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/94:30 pm -
1 stop4h 14m
Sat 9/129:11 am -
1 stop6h 13m
Deal found 8/26![Delta logo]()
$317
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 11/2110:05 am -
Nonstop1h 40m
Sat 11/214:15 pm -
Nonstop1h 40m
Deal found 8/26![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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.
Wed 9/239:29 pm -
Nonstop1h 57m
Wed 9/307:15 am -
Nonstop2h 06m
Deal found 8/28![United Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 12/116:00 am -
1 stop5h 42m
Sun 12/133:59 pm -
1 stop6h 56m
Deal found 8/27![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/1210:20 pm -
Nonstop1h 35m
Mon 10/195:45 am -
1 stop5h 35m
Deal found 8/28![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:40 pm -
Nonstop2h 04m
Tue 10/62:36 pm -
Nonstop2h 09m
Deal found 8/30![United Airlines logo]()
$343
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/236:04 am -
1 stop5h 13m
Mon 10/266:30 pm -
1 stop4h 03m
Deal found 8/28![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/56:15 pm -
Nonstop1h 40m
Sun 9/66:10 am -
Nonstop1h 35m
Deal found 8/27![Southwest logo]()
$369
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 12/118:04 am -
1 stop6h 41m
Sun 12/136:00 am -
1 stop6h 26m
Deal found 8/29![Delta logo]()
$319
This Southwest deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” 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 10/18:55 am -
1 stop6h 40m
Mon 10/54:10 pm -
Nonstop1h 40m
Deal found 8/28![Southwest logo]()
$369
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/3112:40 pm -
1 stop6h 54m
Wed 11/41:54 pm -
1 stop7h 42m
Deal found 8/29![United Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/291:27 pm -
2 stops8h 49m
Tue 11/36:26 am -
2 stops6h 21m
Deal found 8/26![Delta logo]()
$320
This Southwest deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/69:35 pm -
Nonstop1h 45m
Sun 11/85:00 am -
Nonstop1h 40m
Deal found 8/29![Southwest logo]()
$370
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:30 am -
1 stop5h 51m
Fri 11/205:00 am -
1 stop5h 11m
Deal found 8/28![United Airlines logo]()
$386
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated August 30, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:15 am -
1 stop8h 10m
Sun 9/208:11 pm -
1 stop26h 48m
Deal found 8/27![Frontier logo]()
$204
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/188:45 pm -
Nonstop1h 45m
Tue 9/223:25 pm -
Nonstop1h 35m
Deal found 8/27![Southwest logo]()
$206
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/189:29 pm -
Nonstop1h 57m
Tue 9/226:31 pm -
Nonstop2h 06m
Deal found 8/27![United Airlines logo]()
$206
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/188:45 pm -
Nonstop1h 45m
Sat 9/195:10 am -
Nonstop1h 35m
Deal found 8/26![Southwest logo]()
$233
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/215:30 am -
1 stop5h 17m
Wed 9/236:10 pm -
1 stop5h 49m
Deal found 8/27![Delta logo]()
$218
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/235:00 am -
1 stop6h 07m
Tue 9/296:45 am -
Nonstop2h 15m
Deal found 8/27![American Airlines logo]()
$216
This Expedia deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:15 am -
1 stop8h 10m
Thu 10/18:11 pm -
1 stop26h 48m
Deal found 8/27![Frontier logo]()
$209
This Frontier deal was found by Cheapflights users on 8/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:15 am -
1 stop8h 10m
Sun 9/274:35 pm -
1 stop7h 48m
Deal found 8/30![Frontier logo]()
$220
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/247:25 am -
2 stops7h 20m
Mon 9/284:55 pm -
1 stop6h 30m
Deal found 8/27![Southwest logo]()
$231
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/249:15 pm -
Nonstop1h 52m
Thu 10/110:31 am -
Nonstop2h 02m
Deal found 8/27![American Airlines logo]()
$233
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/298:05 am -
1 stop4h 27m
Fri 10/27:19 pm -
1 stop4h 40m
Deal found 8/25![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/299:20 pm -
Nonstop1h 56m
Sat 10/37:15 am -
Nonstop2h 06m
Deal found 8/25![United Airlines logo]()
$227
One-way flights from Chicago to MississippiSearch for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Super.com deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:15 am -
1 stop8h 10m
Deal found 8/27![Frontier logo]()
$78
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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.
Thu 9/249:20 pm -
Nonstop1h 56m
Deal found 8/27![United Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/810:20 pm -
Nonstop1h 35m
Deal found 8/26![Southwest logo]()
$79
This Super.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/86:58 pm -
1 stop20h 59m
Deal found 8/26![Frontier logo]()
$85
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:27 am -
1 stop4h 09m
Deal found 8/28![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/2310:48 am -
1 stop4h 56m
Deal found 8/27![Delta logo]()
$89
This Frontier deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:15 am -
1 stop8h 10m
Deal found 8/26![Frontier logo]()
$94
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” 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 9/233:50 pm -
2 stops6h 00m
Deal found 8/27![Southwest logo]()
$94
This Super.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:50 pm -
1 stop26h 16m
Deal found 8/26![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:30 am -
1 stop12h 44m
Deal found 8/27![Frontier logo]()
$100
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Thu 10/88:40 am -
Nonstop2h 05m
Deal found 8/25![United Airlines logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:50 am -
1 stop11h 10m
Deal found 8/28![Multiple Airlines logo]()
$109
Find flight deals from Chicago to Mississippi
Keep the following information in mind while searching for Chicago to Mississippi flight deals. Data was last updated August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $193 (United Airlines) |
One-way from | $78 (Super.com) |
Popular in | December |
Cheapest in | January |
Average price | $402 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Mississippi 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 August 30, 2026.
Use the filters below to find and compare flights from Chicago to Mississippi that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Fri 10/2
1:55 pm-8:58 pm
1 stop7h 03m
Memphis
Sat 10/3
4:49 pm-11:59 pm
1 stop7h 10m
$226
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Thu 10/1
5:30 am-12:32 pm
1 stop7h 02m
Memphis
Fri 10/2
7:19 pm-11:59 pm
1 stop4h 40m
$226
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Thu 10/1
9:20 pm-11:16 pm
Nonstop1h 56m
Memphis
Sat 10/3
7:15 am-9:21 am
Nonstop2h 06m
$227
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Tue 9/29
3:40 pm-5:39 pm
Nonstop1h 59m
Memphis
Wed 10/7
7:15 am-9:21 am
Nonstop2h 06m
$227
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Tue 9/29
3:40 pm-5:39 pm
Nonstop1h 59m
Memphis
Thu 10/1
7:15 am-9:21 am
Nonstop2h 06m
$227
ChicagoMemphis
MDW Chicago Midway - MEM Memphis
MDWMEM
Chicago Midway
Mon 10/5
5:50 pm-11:30 pm
2 stops5h 40m
Memphis
Thu 10/8
5:20 am-6:55 am
Nonstop1h 35m
$248
Quickest round-trip
ChicagoMemphis
MDW Chicago Midway - MEM Memphis
MDWMEM
Chicago Midway
Thu 10/15
10:20 pm-11:55 pm
Nonstop1h 35m
Memphis
Sun 10/18
5:10 am-6:45 am
Nonstop1h 35m
$269
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Thu 10/15
9:20 pm-11:16 pm
Nonstop1h 56m
Memphis
Sun 10/18
7:15 am-9:21 am
Nonstop2h 06m
$269
ChicagoGulfport
ORD Chicago O'Hare Intl - GPT Gulfport Biloxi Regional
ORDGPT
Chicago O'Hare Intl
Thu 10/29
3:40 pm-10:16 pm
1 stop6h 36m
Gulfport Biloxi Regional
Tue 11/3
6:26 am-12:13 pm
1 stop5h 47m
$310
ChicagoMemphis
ORD Chicago O'Hare Intl - MEM Memphis
ORDMEM
Chicago O'Hare Intl
Tue 9/29
5:30 am-10:47 am
1 stop5h 17m
Memphis
Sun 10/4
7:19 pm-11:59 pm
1 stop4h 40m
$312
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Mississippi
Have a flexible travel schedule? Discover the best time to fly to Mississippi from Chicago with our price prediction graph.
MDW-MEM
ORD-MEM
MDW-GPT
ORD-BTR
ORD-GPT
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 Mississippi
CHI-USMS
MDW-MEM
ORD-MEM
MDW-GPT
ORD-BTR
What is the cheapest month to book a flight from Chicago to Mississippi?
Currently, February is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $324). Flying from Chicago to Mississippi in May is currently the most expensive (average of $526). 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 Mississippi?
Airfare is below average for this route at the moment.
Chicago to Mississippi flights typically cost between $346 and $617 in September.The cheapest round-trip price found within the last 5 days was $309 on American Airlines (Sep 17-Sep 21).
Reviews of airlines servicing Mississippi
Get insights into the airlines that provide service to Mississippi. 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 Mississippi. Reviews last updated August 30, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Chicago to Mississippi have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
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 Mississippi. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Mississippi
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Mississippi by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Mississippi by cabin class
Find flights from Chicago to Mississippi, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Mississippi flights
Browse other Chicago and Mississippi flight options. Last updated on August 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Mississippi flights
Consider these flights traveling from Chicago to Mississippi.
Top 2 airlines flying from Chicago to Mississippi
Discover the top 2 airlines that operate flights from Chicago to Mississippi. 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 August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$504 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$268 | Average$450 | FlexibilityNo cancel fee | On-timeN/A |