$79+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Sep 27 — Oct 41
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 28, 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 28, 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.
Sat 9/267:15 am -
Nonstop2h 06m
Wed 9/309:20 pm -
Nonstop1h 56m
Deal found 8/26![United Airlines logo]()
$157
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 9/2612:40 pm -
Nonstop1h 35m
Wed 9/308:45 pm -
Nonstop1h 45m
Deal found 8/26![Southwest logo]()
$157
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:35 pm -
1 stop7h 48m
Thu 10/16:30 am -
1 stop9h 10m
Deal found 8/25![Frontier logo]()
$158
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 9/245:15 am -
Nonstop1h 35m
Sat 9/262:25 pm -
1 stop4h 45m
Deal found 8/27![Southwest logo]()
$167
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:59 pm -
1 stop28h 25m
Thu 10/226:30 am -
1 stop12h 44m
Deal found 8/24![Frontier logo]()
$168
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 9/195:10 am -
Nonstop1h 35m
Tue 9/2210:30 am -
2 stops7h 20m
Deal found 8/26![Southwest logo]()
$172
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 10/125:15 pm -
1 stop7h 50m
Thu 10/1510:20 pm -
Nonstop1h 35m
Deal found 8/26![Southwest logo]()
$173
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 10/216:10 am -
1 stop4h 19m
Mon 10/269:51 am -
1 stop7h 12m
Deal found 8/27![Delta logo]()
$177
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 10/213:35 pm -
1 stop6h 58m
Mon 10/261:27 pm -
1 stop3h 50m
Deal found 8/27![Delta logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:55 am -
1 stop6h 40m
Tue 9/293:50 pm -
2 stops6h 00m
Deal found 8/25![Southwest logo]()
$182
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/123:00 pm -
1 stop16h 31m
Thu 10/156:30 am -
1 stop12h 44m
Deal found 8/25![Frontier logo]()
$183
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 9/247:15 am -
Nonstop2h 06m
Thu 10/19:20 pm -
Nonstop1h 56m
Deal found 8/27![United Airlines 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 28, 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 28, 2026.
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 9/247:15 am -
Nonstop2h 06m
Thu 10/19:20 pm -
Nonstop1h 56m
Deal found 8/25![United Airlines logo]()
$157
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:40 pm -
Nonstop1h 35m
Wed 9/308:45 pm -
Nonstop1h 45m
Deal found 8/25![Southwest logo]()
$157
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.
Sat 9/2611:52 am -
1 stop4h 45m
Tue 9/2910:44 am -
1 stop6h 20m
Deal found 8/25![Delta logo]()
$177
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.
Tue 9/226:00 am -
Nonstop1h 35m
Sat 9/266:15 pm -
Nonstop1h 45m
Deal found 8/26![Southwest logo]()
$157
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.
Sat 9/262:29 pm -
1 stop7h 35m
Mon 9/285:00 am -
1 stop5h 51m
Deal found 8/27![American Airlines logo]()
$316
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.
Thu 10/151:38 pm -
1 stop7h 00m
Thu 10/226:30 am -
1 stop4h 28m
Deal found 8/27![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:20 am -
Nonstop1h 35m
Mon 10/125:05 am -
1 stop6h 05m
Deal found 8/23![Southwest logo]()
$167
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 am -
Nonstop2h 06m
Mon 10/129:20 pm -
Nonstop1h 56m
Deal found 8/23![United Airlines logo]()
$186
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.
Thu 9/176:16 pm -
1 stop5h 43m
Sat 9/196:40 am -
1 stop4h 07m
Deal found 8/27![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:20 am -
Nonstop1h 35m
Tue 10/136:05 am -
1 stop8h 00m
Deal found 8/24![Southwest logo]()
$167
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.
Tue 11/106:19 am -
1 stop4h 20m
Sat 11/146:15 pm -
1 stop4h 56m
Deal found 8/27![Delta logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:25 pm -
Nonstop1h 35m
Tue 9/293:50 pm -
2 stops6h 00m
Deal found 8/25![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:03 pm -
1 stop4h 30m
Mon 10/196:04 am -
1 stop6h 49m
Deal found 8/23![Delta logo]()
$177
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.
Fri 10/96:25 pm -
Nonstop2h 09m
Tue 10/139:20 pm -
Nonstop1h 56m
Deal found 8/25![United Airlines logo]()
$222
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:45 pm -
1 stop5h 55m
Mon 10/56:30 pm -
1 stop5h 00m
Deal found 8/24![Southwest logo]()
$177
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:09 pm -
1 stop4h 46m
Thu 12/101:02 pm -
1 stop7h 11m
Deal found 8/24![Delta logo]()
$177
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.
Wed 11/117:00 am -
Nonstop2h 00m
Wed 11/188:43 am -
Nonstop2h 07m
Deal found 8/26![United Airlines logo]()
$229
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.
Sat 9/194:49 pm -
1 stop5h 55m
Mon 9/215:10 pm -
1 stop5h 04m
Deal found 8/27![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:29 pm -
1 stop6h 40m
Mon 9/145:00 am -
1 stop5h 51m
Deal found 8/23![American Airlines logo]()
$316
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.
Sat 10/104:43 pm -
1 stop7h 14m
Sat 10/177:00 am -
1 stop4h 23m
Deal found 8/26![Delta logo]()
$208
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.
Sun 12/206:28 pm -
Nonstop2h 05m
Fri 1/17:35 am -
Nonstop2h 15m
Deal found 8/27![United Airlines logo]()
$318
This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/152:29 pm -
1 stop7h 46m
Sat 12/1912:00 pm -
1 stop4h 53m
Deal found 8/23![American Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:38 pm -
1 stop5h 33m
Tue 10/136:30 am -
1 stop4h 28m
Deal found 8/23![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:40 pm -
1 stop4h 35m
Mon 9/285:25 am -
1 stop6h 35m
Deal found 8/23![Southwest logo]()
$309
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:05 am -
2 stops8h 15m
Sat 10/38:40 am -
1 stop6h 05m
Deal found 8/23![Southwest logo]()
$314
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:55 pm -
1 stop6h 31m
Tue 11/102:22 pm -
1 stop5h 12m
Deal found 8/23![United Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:58 pm -
1 stop5h 25m
Wed 10/146:25 am -
1 stop6h 55m
Deal found 8/23![United Airlines logo]()
$386
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 11/135:40 am -
2 stops10h 05m
Tue 11/1712:45 pm -
1 stop4h 50m
Deal found 8/26![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:14 pm -
1 stop6h 45m
Tue 10/135:27 am -
1 stop4h 58m
Deal found 8/23![Delta logo]()
$309
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 10/76:26 am -
2 stops6h 33m
Sat 10/107:00 am -
2 stops7h 21m
Deal found 8/27![Delta logo]()
$311
Last-minute flights from Mississippi to ChicagoDiscover last-minute flight deals from Mississippi to Chicago. Data last updated August 28, 2026 and is based on user searches.
Discover last-minute flight deals from Mississippi to Chicago. Data last updated August 28, 2026 and is based on user searches.
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.
Wed 9/166:10 pm -
1 stop4h 34m
Sat 9/194:30 pm -
1 stop6h 55m
Deal found 8/25![Delta logo]()
$177
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 9/1912:40 pm -
Nonstop1h 35m
Wed 9/2310:30 am -
2 stops7h 20m
Deal found 8/26![Southwest logo]()
$172
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.
Tue 9/221:37 pm -
1 stop7h 19m
Tue 9/296:40 am -
1 stop4h 07m
Deal found 8/27![Delta logo]()
$177
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:25 pm -
1 stop4h 45m
Wed 9/2310:30 am -
2 stops7h 20m
Deal found 8/25![Southwest logo]()
$182
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:35 pm -
2 stops7h 20m
Tue 9/2910:35 am -
2 stops7h 15m
Deal found 8/25![Southwest logo]()
$187
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.
Tue 9/229:55 am -
2 stops6h 55m
Sat 9/266:45 am -
2 stops12h 25m
Deal found 8/26![Southwest logo]()
$193
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:35 pm -
1 stop7h 48m
Thu 10/16:30 am -
1 stop9h 10m
Deal found 8/25![Frontier logo]()
$158
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 9/245:15 am -
Nonstop1h 35m
Sat 9/262:25 pm -
1 stop4h 45m
Deal found 8/27![Southwest logo]()
$167
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 9/247:15 am -
Nonstop2h 06m
Thu 10/19:20 pm -
Nonstop1h 56m
Deal found 8/27![United Airlines logo]()
$186
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 9/244:35 pm -
1 stop7h 48m
Sun 9/276:30 am -
1 stop9h 10m
Deal found 8/27![Frontier logo]()
$189
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.
Sat 9/267:15 am -
Nonstop2h 06m
Wed 9/309:20 pm -
Nonstop1h 56m
Deal found 8/26![United Airlines logo]()
$157
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 9/2612:40 pm -
Nonstop1h 35m
Wed 9/308:45 pm -
Nonstop1h 45m
Deal found 8/26![Southwest logo]()
$157
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 28, 2026.
Search for one-way flight options from Mississippi to Chicago. Find affordable one-way fares based on user searches. Data last updated August 28, 2026.
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 9/247:15 am -
Nonstop2h 06m
Deal found 8/25![United Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:15 am -
Nonstop1h 35m
Deal found 8/24![Southwest logo]()
$79
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 10/226:51 pm -
1 stop12h 40m
Deal found 8/26![Frontier logo]()
$85
This CheapOair deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:59 pm -
1 stop28h 25m
Deal found 8/24![Frontier logo]()
$87
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.
Sat 9/266:10 pm -
1 stop5h 49m
Deal found 8/27![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 9/236:10 pm -
1 stop4h 34m
Deal found 8/27![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:35 pm -
2 stops7h 20m
Deal found 8/23![Southwest logo]()
$94
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:11 pm -
1 stop21h 25m
Deal found 8/25![Multiple Airlines logo]()
$97
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.
Tue 9/225:34 pm -
Nonstop2h 31m
Deal found 8/26![American Airlines logo]()
$114
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:11 pm -
1 stop14h 09m
Deal found 8/28![Frontier logo]()
$116
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.
Mon 2/226:10 am -
1 stop6h 23m
Deal found 8/25![Delta logo]()
$120
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:46 pm -
1 stop20h 55m
Deal found 8/27![Allegiant Air logo]()
$126
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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (American Airlines) |
One-way from | $79 (United Airlines) |
Popular in | June |
Cheapest in | October |
Average price | $416 |
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 7,457,451 searches. Data last updated August 28, 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
Thu 9/24
7:15 am-9:21 am
Nonstop2h 06m
Chicago O'Hare Intl
Thu 10/1
9:20 pm-11:16 pm
Nonstop1h 56m
$157
Quickest round-trip
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Sat 9/26
12:40 pm-2:15 pm
Nonstop1h 35m
Chicago Midway
Wed 9/30
8:45 pm-10:30 pm
Nonstop1h 45m
$157
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Tue 9/22
6:00 am-7:35 am
Nonstop1h 35m
Chicago Midway
Sat 9/26
6:15 pm-8:00 pm
Nonstop1h 45m
$157
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Mon 10/5
5:20 am-6:55 am
Nonstop1h 35m
Chicago Midway
Mon 10/12
5:05 am-11:10 am
1 stop6h 05m
$167
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Mon 10/12
5:20 am-6:55 am
Nonstop1h 35m
Chicago Midway
Tue 10/13
6:05 am-2:05 pm
1 stop8h 00m
$167
MemphisChicago
MEM Memphis - MDW Chicago Midway
MEMMDW
Memphis
Tue 9/22
3:25 pm-5:00 pm
Nonstop1h 35m
Chicago Midway
Tue 9/29
3:50 pm-9:50 pm
2 stops6h 00m
$172
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Sat 9/26
11:52 am-4:37 pm
1 stop4h 45m
Chicago O'Hare Intl
Tue 9/29
10:44 am-5:04 pm
1 stop6h 20m
$177
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Thu 10/15
1:38 pm-8:38 pm
1 stop7h 00m
Chicago O'Hare Intl
Thu 10/22
6:30 am-10:58 am
1 stop4h 28m
$177
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Thu 9/17
6:16 pm-11:59 pm
1 stop5h 43m
Chicago O'Hare Intl
Sat 9/19
6:40 am-10:47 am
1 stop4h 07m
$177
MemphisChicago
MEM Memphis - ORD Chicago O'Hare Intl
MEMORD
Memphis
Tue 11/10
6:19 am-10:39 am
1 stop4h 20m
Chicago O'Hare Intl
Sat 11/14
6:15 pm-11:11 pm
1 stop4h 56m
$177
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
BTR-ORD
JAN-MDW
GPT-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
BTR-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 $321). 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
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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 28, 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 28, 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 7,457,451 searches. Data last updated August 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$464 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$487 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$308 | Average$426 | FlexibilityNo cancel fee | On-time63% |