$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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — CHI
Sep 3 — Sep 101
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 4, 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 4, 2026.
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:47 am -
Nonstop2h 12m
Fri 9/119:29 pm -
Nonstop1h 57m
Deal found 8/4![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:10 am -
Nonstop1h 35m
Sun 9/611:00 am -
Nonstop1h 35m
Deal found 8/4![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:48 pm -
Nonstop2h 11m
Sun 9/68:05 am -
Nonstop1h 51m
Deal found 8/4![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:40 pm -
Nonstop1h 35m
Fri 9/115:55 am -
1 stop3h 05m
Deal found 8/4![Southwest logo]()
$167
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:35 pm -
1 stop7h 48m
Thu 10/811:06 am -
1 stop7h 52m
Deal found 7/30![Frontier logo]()
$174
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:45 am -
1 stop7h 14m
Sun 9/65:30 am -
1 stop7h 13m
Deal found 8/4![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:45 am -
1 stop3h 59m
Wed 9/911:35 am -
1 stop5h 29m
Deal found 7/30![Delta logo]()
$177
This CheapOair deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:50 pm -
1 stop22h 30m
Sat 8/295:59 pm -
1 stop19h 46m
Deal found 8/4![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:20 pm -
2 stops6h 35m
Thu 9/33:10 pm -
2 stops6h 50m
Deal found 7/30![Southwest logo]()
$187
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:50 pm -
1 stop8h 18m
Thu 9/1011:15 am -
1 stop8h 10m
Deal found 7/30![Frontier logo]()
$195
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Thu 9/39:20 pm -
Nonstop1h 58m
Deal found 7/30![United Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:32 am -
Nonstop2h 13m
Sun 9/68:05 am -
Nonstop1h 51m
Deal found 8/2![American Airlines logo]()
$206
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 4, 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 4, 2026.
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:40 pm -
Nonstop1h 35m
Fri 9/118:45 pm -
Nonstop1h 45m
Deal found 8/4![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:30 am -
1 stop4h 12m
Tue 8/2510:33 am -
1 stop6h 22m
Deal found 7/30![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:15 am -
Nonstop2h 06m
Mon 10/199:10 pm -
Nonstop1h 56m
Deal found 7/30![United Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:28 pm -
1 stop6h 46m
Tue 9/294:50 pm -
1 stop6h 03m
Deal found 8/1![American Airlines logo]()
$313
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:40 pm -
Nonstop1h 35m
Sun 9/67:35 am -
2 stops7h 25m
Deal found 8/1![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:10 pm -
1 stop5h 49m
Sat 9/196:40 am -
1 stop4h 07m
Deal found 7/30![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:12 pm -
1 stop4h 05m
Fri 9/116:40 am -
1 stop5h 52m
Deal found 8/4![Delta logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:46 pm -
2 stops39h 15m
Fri 10/236:50 am -
1 stop11h 16m
Deal found 8/4![Multiple Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/304:10 pm -
Nonstop1h 40m
Mon 11/29:35 pm -
Nonstop1h 45m
Deal found 7/31![Southwest logo]()
$206
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 pm -
1 stop5h 57m
Sun 9/65:30 am -
1 stop5h 09m
Deal found 8/2![Delta logo]()
$226
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:00 am -
Nonstop2h 00m
Mon 11/29:44 pm -
Nonstop2h 00m
Deal found 7/31![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/263:25 pm -
Nonstop1h 35m
Fri 8/288:45 pm -
Nonstop1h 40m
Deal found 7/30![Southwest logo]()
$233
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/215:45 pm -
1 stop6h 07m
Sun 8/236:41 pm -
1 stop5h 18m
Deal found 7/30![American Airlines logo]()
$319
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/44:55 pm -
1 stop6h 30m
Sun 9/611:00 am -
Nonstop1h 35m
Deal found 8/3![Southwest logo]()
$243
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:41 am -
1 stop5h 38m
Mon 10/196:04 am -
1 stop4h 54m
Deal found 7/30![Delta logo]()
$253
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:00 am -
Nonstop2h 00m
Sun 11/19:44 pm -
Nonstop2h 00m
Deal found 8/3![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/45:14 pm -
1 stop7h 04m
Sun 9/63:54 pm -
1 stop7h 26m
Deal found 8/2![American Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/94:05 pm -
1 stop7h 22m
Wed 10/142:10 pm -
1 stop5h 50m
Deal found 8/4![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:36 am -
1 stop5h 56m
Mon 10/198:05 am -
1 stop6h 25m
Deal found 8/2![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/174:55 pm -
1 stop6h 30m
Tue 9/223:05 pm -
2 stops6h 45m
Deal found 8/3![Southwest logo]()
$280
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:37 pm -
Nonstop2h 09m
Thu 8/278:47 am -
Nonstop2h 16m
Deal found 8/3![United Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:41 am -
1 stop5h 38m
Tue 10/2012:45 pm -
1 stop4h 21m
Deal found 7/31![Delta logo]()
$275
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:20 am -
2 stops8h 20m
Wed 9/23:50 pm -
1 stop5h 45m
Deal found 7/31![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:10 am -
1 stop4h 40m
Mon 11/21:27 pm -
1 stop5h 28m
Deal found 8/3![Delta logo]()
$275
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:10 pm -
1 stop5h 22m
Sun 8/166:30 am -
1 stop6h 46m
Deal found 7/31![United Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/104:43 pm -
1 stop5h 50m
Sat 10/171:27 pm -
1 stop5h 28m
Deal found 7/31![Delta logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:21 am -
1 stop10h 41m
Sun 8/237:05 am -
2 stops24h 36m
Deal found 7/30![Multiple Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:14 pm -
1 stop5h 12m
Mon 9/75:30 am -
1 stop5h 43m
Deal found 7/30![United Airlines logo]()
$359
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:05 am -
1 stop7h 10m
Thu 9/310:30 am -
2 stops7h 30m
Deal found 8/1![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:00 pm -
1 stop6h 44m
Sat 9/194:30 pm -
1 stop4h 19m
Deal found 7/31![Delta logo]()
$301
Last-minute flights from Mississippi to ChicagoDiscover last-minute flight deals from Mississippi to Chicago. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Mississippi to Chicago. Data last updated August 4, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:50 pm -
1 stop22h 30m
Sat 8/295:59 pm -
1 stop19h 46m
Deal found 8/4![Frontier logo]()
$186
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:20 pm -
2 stops6h 35m
Thu 9/33:10 pm -
2 stops6h 50m
Deal found 7/30![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/13:25 pm -
Nonstop1h 35m
Sat 9/56:15 pm -
Nonstop1h 40m
Deal found 8/3![Southwest logo]()
$206
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:50 pm -
1 stop8h 18m
Thu 9/1011:15 am -
1 stop8h 10m
Deal found 7/30![Frontier logo]()
$195
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Thu 9/39:20 pm -
Nonstop1h 58m
Deal found 7/30![United Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:32 am -
Nonstop2h 13m
Sun 9/68:05 am -
Nonstop1h 51m
Deal found 8/2![American Airlines logo]()
$206
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:47 am -
Nonstop2h 12m
Fri 9/119:29 pm -
Nonstop1h 57m
Deal found 8/4![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:40 pm -
Nonstop1h 35m
Fri 9/118:45 pm -
Nonstop1h 45m
Deal found 8/4![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/53:48 pm -
Nonstop2h 11m
Sun 9/68:05 am -
Nonstop1h 51m
Deal found 8/4![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:45 am -
1 stop5h 06m
Wed 9/97:05 am -
1 stop4h 08m
Deal found 7/30![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:12 pm -
1 stop4h 47m
Sun 9/66:05 am -
1 stop4h 34m
Deal found 8/4![Delta logo]()
$177
This Expedia deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:11 pm -
1 stop26h 48m
Sun 9/136:30 am -
1 stop9h 10m
Deal found 8/2![Frontier logo]()
$209
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 4, 2026.
Search for one-way flight options from Mississippi to Chicago. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:47 am -
Nonstop2h 12m
Deal found 7/31![United Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:40 pm -
Nonstop1h 35m
Deal found 7/31![Southwest logo]()
$79
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:35 pm -
1 stop7h 48m
Deal found 7/31![Frontier logo]()
$88
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:12 pm -
1 stop4h 05m
Deal found 7/31![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:10 am -
1 stop7h 40m
Deal found 7/31![Southwest logo]()
$89
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:50 pm -
1 stop22h 30m
Deal found 7/31![Frontier logo]()
$99
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:00 am -
Nonstop2h 00m
Deal found 8/2![United Airlines logo]()
$114
This Priceline deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/302:30 pm -
1 stop8h 38m
Deal found 7/30![Frontier logo]()
$121
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:51 pm -
1 stop17h 45m
Deal found 7/30![Frontier logo]()
$126
This Travelocity deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/208:11 pm -
1 stop26h 48m
Deal found 8/1![Frontier logo]()
$127
This United Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:47 am -
Nonstop2h 12m
Deal found 8/2![United Airlines logo]()
$128
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
Nonstop1h 35m
Deal found 7/31![Southwest logo]()
$128
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 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (United Airlines) |
One-way from | $79 (United Airlines) |
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 4, 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 - MDW
MEMMDW
Memphis
Sat 9/5
12:40 pm-2:15 pm
Nonstop1h 35m
Chicago Midway
Fri 9/11
8:45 pm-10:30 pm
Nonstop1h 45m
$157
MemphisChicago
MEM - MDW
MEMMDW
Memphis
Sat 9/5
12:40 pm-2:15 pm
Nonstop1h 35m
Chicago Midway
Sun 9/6
7:35 am-3:00 pm
2 stops7h 25m
$172
MemphisChicago
MEM - ORD
MEMORD
Memphis
Thu 8/20
6:30 am-10:42 am
1 stop4h 12m
Chicago O'Hare Intl
Tue 8/25
10:33 am-4:55 pm
1 stop6h 22m
$177
MemphisChicago
MEM - ORD
MEMORD
Memphis
Wed 9/16
6:10 pm-11:59 pm
1 stop5h 49m
Chicago O'Hare Intl
Sat 9/19
6:40 am-10:47 am
1 stop4h 07m
$177
MemphisChicago
MEM - ORD
MEMORD
Memphis
Sat 9/5
12:12 pm-4:17 pm
1 stop4h 05m
Chicago O'Hare Intl
Fri 9/11
6:40 am-12:32 pm
1 stop5h 52m
$177
MemphisChicago
MEM - MDW
MEMMDW
Memphis
Fri 10/30
4:10 pm-5:50 pm
Nonstop1h 40m
Chicago Midway
Mon 11/2
9:35 pm-11:20 pm
Nonstop1h 45m
$206
MemphisChicago
MEM - ORD
MEMORD
Memphis
Mon 8/31
6:00 pm-11:57 pm
1 stop5h 57m
Chicago O'Hare Intl
Sun 9/6
5:30 am-10:39 am
1 stop5h 09m
$226
Quickest round-trip
MemphisChicago
MEM - MDW
MEMMDW
Memphis
Wed 8/26
3:25 pm-5:00 pm
Nonstop1h 35m
Chicago Midway
Fri 8/28
8:45 pm-10:25 pm
Nonstop1h 40m
$233
MemphisChicago
MEM - MDW
MEMMDW
Memphis
Fri 9/4
4:55 pm-11:25 pm
1 stop6h 30m
Chicago Midway
Sun 9/6
11:00 am-12:35 pm
Nonstop1h 35m
$243
MemphisChicago
MEM - MDW
MEMMDW
Memphis
Thu 10/15
10:41 am-4:19 pm
1 stop5h 38m
Chicago Midway
Mon 10/19
6:04 am-10:58 am
1 stop4h 54m
$253
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-MDW
MEM-ORD
BTR-ORD
GPT-ORD
AEX-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-MDW
MEM-ORD
BTR-ORD
GPT-ORD
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 $331). 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
Flights by cabin class
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Top destinations
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 4, 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 4, 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$477 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$249 | Average$487 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$371 | Average$428 | FlexibilityNo cancel fee | On-time63% |