$74+ Cheap flights from Mississippi to Chicago (CHI)
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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Sep 13 — Sep 201
Round-trip
1 adult, Economy
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Find cheap flights from Mississippi to Chicago 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 Mississippi to Chicago
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Cheapest flights from Mississippi to ChicagoExplore the most affordable flight options available from Mississippi to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2026.
Explore the most affordable flight options available from Mississippi to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2026.
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/57:15 am -
Nonstop2h 06m
Fri 9/118:47 am -
Nonstop2h 16m
Deal found 8/13![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/75:15 am -
Nonstop1h 35m
Tue 9/88:45 pm -
Nonstop1h 45m
Deal found 8/14![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/56:32 am -
Nonstop2h 13m
Sun 9/68:05 am -
Nonstop1h 51m
Deal found 8/10![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/55:10 am -
Nonstop1h 35m
Fri 9/113:10 pm -
2 stops6h 50m
Deal found 8/13![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/145:15 am -
Nonstop1h 35m
Wed 9/232:05 pm -
1 stop5h 50m
Deal found 8/13![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/51:40 pm -
1 stop5h 40m
Tue 9/88:45 pm -
Nonstop1h 45m
Deal found 8/11![Southwest logo]()
$173
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/52:37 pm -
Nonstop2h 09m
Tue 9/89:29 pm -
Nonstop1h 58m
Deal found 8/11![United Airlines logo]()
$176
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/53:50 pm -
1 stop5h 05m
Sun 9/65:30 am -
1 stop5h 09m
Deal found 8/14![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/58:51 am -
1 stop6h 53m
Sun 9/66:05 am -
1 stop4h 34m
Deal found 8/12![Delta logo]()
$177
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/174:35 pm -
1 stop7h 48m
Thu 9/2411:15 am -
1 stop8h 10m
Deal found 8/11![Frontier logo]()
$183
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/116:15 pm -
1 stop5h 35m
Tue 9/153:50 pm -
1 stop5h 50m
Deal found 8/13![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/65:10 pm -
1 stop5h 35m
Wed 9/98:45 pm -
Nonstop1h 45m
Deal found 8/10![Southwest logo]()
$186
Best flights from Mississippi to ChicagoDiscover carefully curated flight deals from Mississippi to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2026.
Discover carefully curated flight deals from Mississippi to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 14, 2026.
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/511:45 am -
1 stop7h 14m
Sun 9/65:30 am -
1 stop7h 13m
Deal found 8/11![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/294:10 pm -
Nonstop1h 40m
Tue 11/312:50 pm -
2 stops8h 55m
Deal found 8/13![Southwest logo]()
$210
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/37:15 am -
Nonstop2h 06m
Mon 9/149:29 pm -
Nonstop1h 58m
Deal found 8/13![United Airlines logo]()
$211
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/262:29 pm -
1 stop7h 35m
Mon 9/285:00 am -
1 stop5h 51m
Deal found 8/13![American Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 10/217:10 am -
1 stop4h 40m
Mon 10/261:27 pm -
1 stop3h 50m
Deal found 8/13![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/285:15 am -
Nonstop1h 35m
Thu 10/17:45 am -
2 stops8h 50m
Deal found 8/12![Southwest logo]()
$210
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/26:25 pm -
Nonstop2h 09m
Tue 10/612:40 pm -
Nonstop2h 04m
Deal found 8/11![United Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/156:10 am -
1 stop6h 49m
Tue 10/201:23 pm -
1 stop5h 00m
Deal found 8/11![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/184:55 pm -
1 stop6h 30m
Mon 9/215:30 pm -
1 stop4h 30m
Deal found 8/13![Southwest logo]()
$226
This United Airlines deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/46:31 pm -
Nonstop2h 06m
Sun 9/68:47 am -
Nonstop2h 16m
Deal found 8/11![United Airlines logo]()
$235
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 10/36:10 pm -
1 stop5h 49m
Tue 10/61:55 pm -
1 stop7h 10m
Deal found 8/12![Delta logo]()
$215
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/81:37 pm -
1 stop7h 19m
Sat 10/32:00 pm -
1 stop4h 49m
Deal found 8/12![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/126:00 am -
2 stops8h 10m
Sat 9/198:05 am -
1 stop5h 50m
Deal found 8/10![Southwest logo]()
$252
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/69:47 am -
Nonstop2h 12m
Thu 9/108:47 am -
Nonstop2h 16m
Deal found 8/13![United Airlines logo]()
$262
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/1011:21 am -
1 stop7h 04m
Mon 9/145:00 am -
1 stop5h 51m
Deal found 8/14![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 10/22:50 pm -
1 stop7h 25m
Tue 10/68:40 pm -
Nonstop1h 35m
Deal found 8/11![Southwest logo]()
$255
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 10/17:15 am -
Nonstop2h 06m
Wed 10/78:40 am -
Nonstop2h 05m
Deal found 8/12![United Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/55:37 pm -
1 stop4h 59m
Sun 9/66:05 am -
1 stop6h 38m
Deal found 8/10![Delta logo]()
$248
This American Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 8/276:34 pm -
1 stop5h 44m
Sun 8/305:00 am -
1 stop5h 41m
Deal found 8/13![American Airlines logo]()
$349
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/296:25 pm -
Nonstop2h 09m
Sat 10/33:40 pm -
Nonstop1h 59m
Deal found 8/12![United Airlines logo]()
$265
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/42:55 pm -
2 stops7h 05m
Sun 9/611:00 am -
Nonstop1h 35m
Deal found 8/12![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 10/75:10 am -
Nonstop1h 35m
Sun 10/116:00 am -
1 stop7h 50m
Deal found 8/12![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/124:00 pm -
1 stop6h 44m
Sat 9/194:30 pm -
1 stop4h 19m
Deal found 8/12![Delta logo]()
$297
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 11/214:13 pm -
1 stop7h 13m
Mon 11/235:30 am -
1 stop5h 51m
Deal found 8/10![United Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/124:00 pm -
1 stop4h 56m
Sat 9/193:40 pm -
1 stop5h 09m
Deal found 8/11![Delta logo]()
$297
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 11/65:00 am -
Nonstop1h 40m
Sun 11/810:05 am -
Nonstop1h 40m
Deal found 8/13![Southwest logo]()
$308
This United Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/46:14 pm -
1 stop6h 45m
Sun 9/65:30 am -
1 stop5h 43m
Deal found 8/10![United Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/264:30 pm -
1 stop6h 14m
Mon 9/286:05 am -
1 stop6h 47m
Deal found 8/10![Delta logo]()
$298
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 8/285:15 am -
Nonstop1h 35m
Thu 9/35:55 am -
1 stop3h 05m
Deal found 8/13![Southwest logo]()
$324
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/36:19 pm -
1 stop5h 59m
Tue 9/85:00 am -
1 stop6h 11m
Deal found 8/12![American Airlines logo]()
$531
Last-minute flights from Mississippi to ChicagoDiscover last-minute flight deals from Mississippi to Chicago. Data last updated August 14, 2026 and is based on user searches.
Discover last-minute flight deals from Mississippi to Chicago. Data last updated August 14, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/57:15 am -
Nonstop2h 06m
Fri 9/118:47 am -
Nonstop2h 16m
Deal found 8/13![United Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/56:32 am -
Nonstop2h 13m
Sun 9/68:05 am -
Nonstop1h 51m
Deal found 8/10![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/55:10 am -
Nonstop1h 35m
Fri 9/113:10 pm -
2 stops6h 50m
Deal found 8/13![Southwest logo]()
$160
This Southwest deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/51:40 pm -
1 stop5h 40m
Tue 9/88:45 pm -
Nonstop1h 45m
Deal found 8/11![Southwest logo]()
$173
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/59:47 am -
Nonstop2h 12m
Sat 9/129:29 pm -
Nonstop1h 57m
Deal found 8/12![United Airlines logo]()
$176
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/56:30 am -
1 stop7h 20m
Fri 9/111:55 pm -
1 stop4h 54m
Deal found 8/13![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/55:37 pm -
1 stop4h 59m
Fri 9/1111:35 am -
1 stop5h 29m
Deal found 8/13![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/10. Clicking the “Pick Dates” 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 9/510:26 am -
1 stop6h 25m
Sun 9/66:40 am -
1 stop6h 03m
Deal found 8/10![Delta logo]()
$178
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/75:15 am -
Nonstop1h 35m
Tue 9/88:45 pm -
Nonstop1h 45m
Deal found 8/14![Southwest logo]()
$157
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/116:15 pm -
1 stop5h 35m
Tue 9/153:50 pm -
1 stop5h 50m
Deal found 8/13![Southwest logo]()
$183
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/145:15 am -
Nonstop1h 35m
Wed 9/232:05 pm -
1 stop5h 50m
Deal found 8/13![Southwest logo]()
$167
This Frontier deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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 9/174:35 pm -
1 stop7h 48m
Thu 9/2411:15 am -
1 stop8h 10m
Deal found 8/11![Frontier logo]()
$183
One-way flights from Mississippi to ChicagoSearch for one-way flight options from Mississippi to Chicago. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
Search for one-way flight options from Mississippi to Chicago. Find affordable one-way fares based on user searches. Data last updated August 14, 2026.
This Priceline deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:35 pm -
1 stop7h 48m
Deal found 8/14![Frontier logo]()
$74
This Southwest deal was found by Cheapflights users on 8/13. Clicking the “Pick Dates” 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 9/116:15 pm -
1 stop5h 35m
Deal found 8/13![Southwest logo]()
$76
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/62:37 pm -
Nonstop2h 09m
Deal found 8/9![United Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/55:10 am -
Nonstop1h 35m
Deal found 8/12![Southwest logo]()
$79
This CheapOair deal was found by Cheapflights users on 8/11. Clicking the “Pick Dates” 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.
Tue 10/137:10 pm -
1 stop18h 06m
Deal found 8/11![Frontier logo]()
$86
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/61:54 pm -
1 stop7h 01m
Deal found 8/12![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/68:51 am -
1 stop6h 53m
Deal found 8/12![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/166:30 am -
2 stops9h 35m
Deal found 8/14![Southwest logo]()
$94
This Jetabroad deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:51 pm -
1 stop17h 45m
Deal found 8/12![Frontier logo]()
$95
This United Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 9/167:15 am -
Nonstop2h 06m
Deal found 8/12![United Airlines logo]()
$98
This Southwest deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” 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 10/135:10 am -
Nonstop1h 35m
Deal found 8/12![Southwest logo]()
$98
This Southwest deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” 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 9/96:00 am -
Nonstop1h 35m
Deal found 8/9![Southwest logo]()
$99
Find flight deals from Mississippi to Chicago
Keep the following information in mind while searching for Mississippi to Chicago flight deals. Data was last updated August 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (United Airlines) |
One-way from | $74 (Priceline) |
Popular in | June |
Cheapest in | April |
Average price | $354 |
Cheapflights Fare Finder
Customize your flight search to find flights from Mississippi to Chicago 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 14, 2026.
Use the filters below to find and compare flights from Mississippi to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Sat 9/5
11:45 am-6:59 pm
1 stop7h 14m
Chicago O'Hare Intl
Sun 9/6
5:30 am-12:43 pm
1 stop7h 13m
$177
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Wed 10/21
7:10 am-11:50 am
1 stop4h 40m
Chicago Midway
Mon 10/26
1:27 pm-5:17 pm
1 stop3h 50m
$177
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Thu 10/29
4:10 pm-5:50 pm
Nonstop1h 40m
Chicago Midway
Tue 11/3
12:50 pm-9:45 pm
2 stops8h 55m
$210
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Mon 9/28
5:15 am-6:50 am
Nonstop1h 35m
Chicago Midway
Thu 10/1
7:45 am-4:35 pm
2 stops8h 50m
$210
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Thu 9/3
7:15 am-9:21 am
Nonstop2h 06m
Chicago O'Hare Intl
Mon 9/14
9:29 pm-11:27 pm
Nonstop1h 58m
$211
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Thu 10/15
6:10 am-12:59 pm
1 stop6h 49m
Chicago O'Hare Intl
Tue 10/20
1:23 pm-6:23 pm
1 stop5h 00m
$215
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Sat 10/3
6:10 pm-11:59 pm
1 stop5h 49m
Chicago O'Hare Intl
Tue 10/6
1:55 pm-9:05 pm
1 stop7h 10m
$215
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Tue 9/8
1:37 pm-8:56 pm
1 stop7h 19m
Chicago O'Hare Intl
Sat 10/3
2:00 pm-6:49 pm
1 stop4h 49m
$215
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Fri 10/2
6:25 pm-8:34 pm
Nonstop2h 09m
Chicago O'Hare Intl
Tue 10/6
12:40 pm-2:44 pm
Nonstop2h 04m
$223
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Fri 9/18
4:55 pm-11:25 pm
1 stop6h 30m
Chicago Midway
Mon 9/21
5:30 pm-10:00 pm
1 stop4h 30m
$226
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Mississippi to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Mississippi with our price prediction graph.
MEM-ORD
MEM-MDW
JAN-ORD
JAN-MDW
BTR-ORD
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 Mississippi to Chicago
USMS-CHI
MEM-ORD
MEM-MDW
JAN-ORD
JAN-MDW
What is the cheapest month to book a flight from Mississippi to Chicago?
Currently, October is the cheapest month in which you can book a flight from Mississippi to Chicago (average of $286). Flying from Mississippi to Chicago in June is currently the most expensive (average of $629). 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.
Related info for your journey
Find useful and relevant information for your journey from Mississippi to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Chicago flight routes
Complete your trip
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Alternative routes for Mississippi to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 14, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Mississippi to Chicago by cabin class
Find flights from Mississippi to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Mississippi and Chicago flights
Browse other Mississippi and Chicago flight options. Last updated on August 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Mississippi to Chicago flights
Consider these flights traveling from Mississippi to Chicago.
Top 3 airlines flying from Mississippi to Chicago
Discover the top 3 airlines that operate flights from Mississippi to Chicago. 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 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$463 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$487 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$308 | Average$426 | FlexibilityNo cancel fee | On-time63% |