$70+ Cheap flights from Chicago (CHI) to Mississippi
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Jun 2 — Jun 91
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Mississippi with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to MississippiExplore the most affordable flight options available from Chicago to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.
Explore the most affordable flight options available from Chicago to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Tue 6/27:15 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/28![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:05 am
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 6/105:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/29![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:30 pm
ORD
- MEM
Nonstop1h 52m
American Airlines
Wed 6/176:10 am
MEM
- ORD
Nonstop2h 08m
American Airlines
Deal found 4/28![American Airlines logo]()
$158
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:15 am
MDW
- MEM
1 stop7h 15m
Southwest
Wed 6/175:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/28![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:08 am
ORD
- MEM
1 stop5h 49m
Delta
Wed 6/178:27 am
MEM
- ORD
1 stop5h 49m
Delta
Deal found 4/28![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 6/810:30 pm
ORD
- MEM
Nonstop1h 52m
American Airlines
Wed 6/102:14 pm
MEM
- ORD
Nonstop2h 03m
American Airlines
Deal found 4/30![American Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:25 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 6/103:35 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/28![Southwest logo]()
$198
This Travelocity deal was found by Cheapflights users on 4/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Sun 5/3111:59 am
MEM
- MDW
1 stop10h 03m
Frontier
Deal found 4/28![Frontier logo]()
$201
This Expedia deal was found by Cheapflights users on 4/28. 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.
Tue 6/99:48 pm
ORD
- MEM
1 stop21h 26m
Frontier
Thu 6/1111:51 am
MEM
- ORD
1 stop8h 02m
Frontier
Deal found 4/28![Frontier logo]()
$205
This Expedia deal was found by Cheapflights users on 4/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Sun 6/711:59 am
MEM
- MDW
1 stop10h 03m
Frontier
Deal found 4/30![Frontier logo]()
$205
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:00 am
ORD
- MEM
Nonstop2h 07m
United Airlines
Wed 6/177:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/1![United Airlines logo]()
$212
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:40 pm
ORD
- MEM
1 stop7h 05m
Southwest
Tue 6/28:10 am
MEM
- ORD
1 stop4h 40m
Southwest
Deal found 4/29![Southwest logo]()
$217
Best flights from Chicago to MississippiDiscover carefully curated flight deals from Chicago to Mississippi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 3, 2026.
Discover carefully curated flight deals from Chicago to Mississippi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 3, 2026.
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:55 am
ORD
- MEM
Nonstop2h 10m
United Airlines
Wed 6/107:15 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/29![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:40 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 6/174:15 pm
MEM
- MDW
1 stop4h 40m
Southwest
Deal found 5/2![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:10 am
ORD
- MEM
1 stop5h 34m
Delta
Mon 6/82:43 pm
MEM
- ORD
1 stop5h 49m
Delta
Deal found 4/29![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Tue 6/27:15 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/28![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2011:55 am
ORD
- MEM
1 stop5h 40m
Southwest
Wed 5/278:10 am
MEM
- ORD
1 stop4h 40m
Southwest
Deal found 4/28![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 5/2. 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 6/54:45 pm
ORD
- JAN
1 stop7h 28m
American Airlines
Mon 6/87:29 pm
JAN
- ORD
1 stop5h 10m
American Airlines
Deal found 5/2![American Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1610:15 am
MDW
- MEM
Nonstop1h 35m
Southwest
Tue 6/235:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/2![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:12 pm
MDW
- MEM
1 stop6h 00m
Delta
Mon 6/85:15 am
MEM
- MDW
1 stop6h 45m
Delta
Deal found 5/1![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:11 pm
MDW
- MOB
1 stop6h 19m
Delta
Tue 6/305:17 pm
MOB
- MDW
1 stop5h 00m
Delta
Deal found 5/1![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 4/30. 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 7/2212:41 pm
MDW
- MOB
1 stop5h 29m
Delta
Wed 7/294:26 pm
MOB
- MDW
1 stop5h 49m
Delta
Deal found 4/30![Delta logo]()
$251
This Southwest deal was found by Cheapflights users on 4/30. 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 6/179:40 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Sun 6/215:10 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/30![Southwest logo]()
$254
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Fri 5/297:22 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/29![United Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/12:35 pm
MDW
- MEM
2 stops8h 10m
Southwest
Tue 7/712:55 pm
MEM
- MDW
2 stops8h 15m
Southwest
Deal found 4/28![Southwest logo]()
$257
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/215:30 am
ORD
- MEM
1 stop5h 05m
Delta
Mon 5/259:30 am
MEM
- ORD
1 stop7h 26m
Delta
Deal found 4/28![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:35 am
ORD
- BTR
1 stop5h 54m
United Airlines
Sun 8/25:00 am
BTR
- ORD
1 stop5h 20m
United Airlines
Deal found 4/28![United Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:00 am
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 6/35:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/29![Southwest logo]()
$266
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:22 pm
ORD
- MEM
1 stop5h 04m
Delta
Tue 6/3010:29 am
MEM
- ORD
1 stop5h 57m
Delta
Deal found 5/1![Delta logo]()
$274
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:30 am
ORD
- BTR
1 stop4h 50m
United Airlines
Mon 7/134:09 pm
BTR
- ORD
1 stop7h 06m
United Airlines
Deal found 4/29![United Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:30 am
MDW
- MEM
2 stops8h 20m
Southwest
Tue 5/265:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/28![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 5/313:47 pm
ORD
- MEM
1 stop6h 33m
Delta
Tue 6/212:44 pm
MEM
- ORD
1 stop5h 57m
Delta
Deal found 4/30![Delta logo]()
$274
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/133:25 pm
ORD
- MOB
1 stop4h 43m
Delta
Sat 6/205:17 pm
MOB
- ORD
1 stop6h 47m
Delta
Deal found 5/1![Delta logo]()
$285
This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/75:00 am
MDW
- MEM
2 stops6h 45m
Southwest
Wed 6/104:15 pm
MEM
- MDW
1 stop4h 55m
Southwest
Deal found 5/2![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 5/2. 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 7/29:00 am
ORD
- MEM
Nonstop2h 05m
United Airlines
Sun 7/57:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/2![United Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:58 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Sun 6/217:15 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/28![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:15 pm
MDW
- GPT
1 stop4h 36m
Delta
Tue 6/95:56 pm
GPT
- MDW
1 stop4h 21m
Delta
Deal found 5/1![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:40 pm
ORD
- MEM
1 stop8h 20m
Southwest
Tue 5/266:35 am
MEM
- ORD
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$299
This United Airlines deal was found by Cheapflights users on 5/2. 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 6/129:00 am
ORD
- MEM
Nonstop2h 07m
United Airlines
Mon 6/159:48 am
MEM
- ORD
Nonstop2h 11m
United Airlines
Deal found 5/2![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:23 am
MDW
- MEM
1 stop4h 12m
Delta
Mon 5/255:30 am
MEM
- MDW
1 stop4h 30m
Delta
Deal found 4/28![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 5/1. 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.
Mon 6/16:15 pm
MDW
- MEM
1 stop4h 45m
Southwest
Wed 6/38:10 am
MEM
- MDW
2 stops7h 35m
Southwest
Deal found 5/1![Southwest logo]()
$299
This Delta deal was found by Cheapflights users on 5/2. 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 8/176:05 am
MDW
- GPT
1 stop6h 58m
Delta
Sat 8/224:00 pm
GPT
- MDW
1 stop6h 36m
Delta
Deal found 5/2![Delta logo]()
$300
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated May 3, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated May 3, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2011:55 am
ORD
- MEM
1 stop5h 40m
Southwest
Wed 5/278:10 am
MEM
- ORD
1 stop4h 40m
Southwest
Deal found 4/28![Southwest logo]()
$177
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Tue 5/266:35 pm
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/28![United Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/237:45 am
MDW
- MEM
1 stop6h 15m
Southwest
Tue 5/265:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/28![Southwest logo]()
$208
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/231:55 pm
ORD
- MEM
1 stop7h 50m
Southwest
Tue 5/266:35 am
MEM
- ORD
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$223
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Tue 6/27:15 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/28![United Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:00 pm
ORD
- MEM
Nonstop1h 55m
American Airlines
Tue 6/22:56 pm
MEM
- ORD
1 stop6h 41m
American Airlines
Deal found 4/29![American Airlines logo]()
$208
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:40 pm
ORD
- MEM
1 stop7h 05m
Southwest
Tue 6/28:10 am
MEM
- ORD
1 stop4h 40m
Southwest
Deal found 4/29![Southwest logo]()
$217
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:12 pm
MDW
- MEM
1 stop6h 00m
Delta
Mon 6/85:15 am
MEM
- MDW
1 stop6h 45m
Delta
Deal found 5/1![Delta logo]()
$218
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:05 am
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 6/105:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/29![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:00 am
ORD
- MEM
Nonstop1h 58m
American Airlines
Wed 6/102:14 pm
MEM
- ORD
Nonstop2h 03m
American Airlines
Deal found 4/29![American Airlines logo]()
$227
This Travelocity deal was found by Cheapflights users on 4/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Sun 5/3111:59 am
MEM
- MDW
1 stop10h 03m
Frontier
Deal found 4/28![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:05 am
ORD
- MEM
1 stop9h 44m
Multiple Airlines
Sun 5/318:33 pm
MEM
- ORD
2 stops35h 22m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$238
One-way flights from Chicago to MississippiSearch for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated May 3, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated May 3, 2026.
This Frontier deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 4/29![Frontier logo]()
$70
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:55 am
ORD
- MEM
Nonstop2h 10m
United Airlines
Deal found 4/29![United Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:05 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Deal found 4/29![Southwest logo]()
$79
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/32:00 pm
ORD
- MEM
1 stop6h 56m
Delta
Deal found 4/28![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2710:59 am
MDW
- MEM
1 stop7h 13m
Delta
Deal found 4/29![Delta logo]()
$89
This Frontier deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 4/29![Frontier logo]()
$90
This Southwest deal was found by Cheapflights users on 4/30. 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 5/274:40 pm
MDW
- MEM
2 stops5h 05m
Southwest
Deal found 4/30![Southwest logo]()
$94
This Super.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 4/29![Frontier logo]()
$110
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Deal found 4/29![United Airlines logo]()
$114
This Frontier deal was found by Cheapflights users on 4/30. 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.
Sun 7/266:00 am
MDW
- MEM
1 stop4h 55m
Frontier
Deal found 4/30![Frontier logo]()
$115
This Super.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:37 pm
ORD
- MEM
1 stop21h 32m
Frontier
Deal found 4/29![Frontier logo]()
$116
This Frontier deal was found by Cheapflights users on 4/30. 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 6/186:00 am
MDW
- MEM
1 stop4h 55m
Frontier
Deal found 4/30![Frontier logo]()
$116
Find flight deals from Chicago to Mississippi
Keep the following information in mind while searching for Chicago to Mississippi flight deals. Data was last updated May 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (United Airlines) |
One-way from | $70 (Frontier) |
Popular in | December |
Cheapest in | June |
Average price | $456 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Mississippi that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 3, 2026.
Use the filters below to find and compare flights from Chicago to Mississippi that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 6/3
8:55 am-11:05 am
Nonstop2h 10m
Memphis
Wed 6/10
7:15 am-9:20 am
Nonstop2h 05m
$157
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Tue 5/26
8:03 pm-10:04 pm
Nonstop2h 01m
Memphis
Tue 6/2
7:15 am-9:20 am
Nonstop2h 05m
$157
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 6/10
9:40 pm-11:20 pm
Nonstop1h 40m
Memphis
Wed 6/17
4:15 pm-8:55 pm
1 stop4h 40m
$167
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 5/20
11:55 am-5:35 pm
1 stop5h 40m
Memphis
Wed 5/27
8:10 am-12:50 pm
1 stop4h 40m
$177
Quickest round-trip
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Tue 6/16
10:15 am-11:50 am
Nonstop1h 35m
Memphis
Tue 6/23
5:20 am-6:55 am
Nonstop1h 35m
$192
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 6/3
8:10 am-1:44 pm
1 stop5h 34m
Memphis
Mon 6/8
2:43 pm-8:32 pm
1 stop5h 49m
$218
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Tue 5/26
5:12 pm-11:12 pm
1 stop6h 00m
Memphis
Mon 6/8
5:15 am-12:00 pm
1 stop6h 45m
$218
ChicagoMobile
MDW - MOB
MDWMOB
Chicago Midway
Tue 6/16
5:11 pm-11:30 pm
1 stop6h 19m
Mobile
Tue 6/30
5:17 pm-10:17 pm
1 stop5h 00m
$251
ChicagoMobile
MDW - MOB
MDWMOB
Chicago Midway
Wed 7/22
12:41 pm-6:10 pm
1 stop5h 29m
Mobile
Wed 7/29
4:26 pm-10:15 pm
1 stop5h 49m
$251
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 6/17
9:40 pm-11:20 pm
Nonstop1h 40m
Memphis
Sun 6/21
5:10 am-6:45 am
Nonstop1h 35m
$254
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Chicago to Mississippi
Have a flexible travel schedule? Discover the best time to fly to Mississippi from Chicago with our price prediction graph.
ORD-MEM
MDW-MEM
ORD-JAN
MDW-MOB
ORD-BTR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Mississippi
CHI-USMS
ORD-MEM
MDW-MEM
ORD-JAN
MDW-MOB
What is the cheapest month to book a flight from Chicago to Mississippi?
Currently, September is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $236). Flying from Chicago to Mississippi in March is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Mississippi?
Reviews of airlines servicing Mississippi
Get insights into the airlines that provide service to Mississippi. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Mississippi. Reviews last updated May 3, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Chicago to Mississippi have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Chicago to Mississippi. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to Mississippi
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Mississippi by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Mississippi by cabin class
Find flights from Chicago to Mississippi, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Mississippi flights
Browse other Chicago and Mississippi flight options. Last updated on May 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Mississippi flights
Consider these flights traveling from Chicago to Mississippi.
Top 3 airlines flying from Chicago to Mississippi
Discover the top 3 airlines that operate flights from Chicago to Mississippi. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$368 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$435 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$538 | FlexibilityNo cancel fee | On-time63% |