$76+ 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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Apr 22 — Apr 291
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 March 23, 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 March 23, 2026.
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/116:15 am
ORD
- MEM
1 stop5h 15m
Delta
Mon 4/137:26 pm
MEM
- ORD
1 stop4h 33m
Delta
Deal found 3/18![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/116:10 am
MDW
- MEM
2 stops7h 50m
Southwest
Wed 4/158:10 am
MEM
- MDW
2 stops7h 35m
Southwest
Deal found 3/19![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/176:00 am
ORD
- MEM
1 stop9h 30m
Southwest
Tue 4/218:10 am
MEM
- ORD
2 stops10h 15m
Southwest
Deal found 3/18![Southwest logo]()
$198
This Expedia deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/165:50 am
ORD
- MEM
1 stop11h 26m
Frontier
Sun 4/197:47 pm
MEM
- ORD
1 stop14h 03m
Frontier
Deal found 3/19![Frontier logo]()
$201
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/96:00 am
MDW
- MEM
1 stop11h 09m
Frontier
Sun 4/125:54 pm
MEM
- MDW
1 stop4h 27m
Frontier
Deal found 3/22![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/172:40 pm
ORD
- MEM
1 stop8h 20m
Southwest
Fri 4/246:10 am
MEM
- ORD
1 stop8h 50m
Southwest
Deal found 3/18![Southwest logo]()
$202
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/167:45 am
MDW
- MEM
2 stops8h 05m
Southwest
Thu 4/235:25 pm
MEM
- MDW
1 stop6h 40m
Southwest
Deal found 3/19![Southwest logo]()
$202
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/510:15 am
MDW
- MEM
2 stops7h 20m
Southwest
Sat 5/165:25 am
MEM
- MDW
2 stops11h 25m
Southwest
Deal found 3/20![Southwest logo]()
$203
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/204:40 pm
ORD
- MEM
1 stop6h 18m
American Airlines
Tue 4/2112:58 pm
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 3/20![American Airlines logo]()
$207
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/116:10 am
MDW
- MEM
2 stops7h 50m
Southwest
Mon 4/134:25 pm
MEM
- MDW
2 stops7h 30m
Southwest
Deal found 3/18![Southwest logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/305:05 am
ORD
- MEM
1 stop12h 50m
Multiple Airlines
Sun 5/36:45 pm
MEM
- ORD
1 stop14h 46m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/46:41 pm
ORD
- MEM
1 stop5h 06m
American Airlines
Mon 5/117:34 pm
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 3/20![American Airlines logo]()
$216
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 March 23, 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 March 23, 2026.
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:47 pm
ORD
- MEM
1 stop6h 33m
Delta
Mon 5/184:11 pm
MEM
- ORD
1 stop4h 15m
Delta
Deal found 3/19![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/1411:55 am
ORD
- MEM
2 stops8h 45m
Southwest
Thu 4/165:40 am
MEM
- ORD
2 stops9h 50m
Southwest
Deal found 3/18![Southwest logo]()
$197
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/238:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Sat 4/257:30 am
MEM
- ORD
Nonstop1h 56m
United Airlines
Deal found 3/18![United Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/116:15 am
ORD
- MEM
1 stop5h 15m
Delta
Mon 4/135:59 pm
MEM
- ORD
1 stop6h 00m
Delta
Deal found 3/19![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/176:00 am
ORD
- MEM
1 stop9h 30m
Southwest
Tue 4/218:10 am
MEM
- ORD
2 stops10h 15m
Southwest
Deal found 3/18![Southwest logo]()
$198
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/26:25 am
ORD
- MEM
1 stop5h 15m
Delta
Mon 5/47:26 pm
MEM
- ORD
1 stop4h 33m
Delta
Deal found 3/19![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/119:10 am
MDW
- MEM
1 stop4h 50m
Southwest
Mon 4/134:25 pm
MEM
- MDW
2 stops7h 30m
Southwest
Deal found 3/18![Southwest logo]()
$202
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/165:15 am
ORD
- MEM
1 stop4h 20m
Delta
Sat 4/1812:21 pm
MEM
- ORD
1 stop7h 31m
Delta
Deal found 3/20![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/302:40 pm
ORD
- MEM
1 stop8h 20m
Southwest
Sat 5/25:25 am
MEM
- ORD
2 stops10h 05m
Southwest
Deal found 3/19![Southwest logo]()
$208
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/307:30 am
ORD
- BTR
1 stop8h 04m
United Airlines
Wed 6/36:09 pm
BTR
- ORD
1 stop5h 05m
United Airlines
Deal found 3/19![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/159:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Tue 5/195:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/22![Southwest logo]()
$255
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/205:21 pm
MDW
- MEM
1 stop6h 05m
Delta
Tue 4/215:15 am
MEM
- MDW
1 stop6h 52m
Delta
Deal found 3/18![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 8/158:51 am
ORD
- GPT
1 stop7h 11m
United Airlines
Sat 8/222:00 pm
GPT
- ORD
1 stop6h 05m
United Airlines
Deal found 3/21![United Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/59:25 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Mon 6/85:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/19![Southwest logo]()
$264
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:21 pm
MDW
- MEM
1 stop6h 05m
Delta
Mon 4/275:59 pm
MEM
- MDW
1 stop4h 29m
Delta
Deal found 3/18![Delta logo]()
$278
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/812:43 pm
ORD
- GPT
1 stop7h 10m
United Airlines
Sat 4/114:26 pm
GPT
- ORD
1 stop8h 19m
United Airlines
Deal found 3/22![United Airlines logo]()
$339
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/167:45 am
MDW
- MEM
2 stops8h 05m
Southwest
Sun 4/195:10 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/20![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/305:15 am
ORD
- MEM
1 stop4h 20m
Delta
Sun 5/36:29 am
MEM
- ORD
1 stop6h 16m
Delta
Deal found 3/19![Delta logo]()
$284
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 5/152:40 pm
ORD
- MEM
1 stop8h 20m
Southwest
Tue 5/198:10 am
MEM
- ORD
1 stop4h 40m
Southwest
Deal found 3/22![Southwest logo]()
$280
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 8/201:05 pm
MDW
- MOB
1 stop5h 11m
Delta
Tue 8/254:15 pm
MOB
- MDW
1 stop5h 31m
Delta
Deal found 3/18![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/175:15 pm
ORD
- BTR
1 stop5h 30m
United Airlines
Sun 4/196:08 pm
BTR
- ORD
1 stop7h 18m
United Airlines
Deal found 3/18![United Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/177:45 am
MDW
- MEM
2 stops7h 45m
Southwest
Tue 4/216:00 am
MEM
- MDW
2 stops7h 30m
Southwest
Deal found 3/18![Southwest logo]()
$284
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/285:48 am
ORD
- BTR
1 stop5h 33m
United Airlines
Sat 5/22:00 pm
BTR
- ORD
1 stop7h 51m
United Airlines
Deal found 3/19![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/298:15 am
ORD
- MEM
1 stop6h 12m
Delta
Wed 5/610:34 am
MEM
- ORD
1 stop5h 44m
Delta
Deal found 3/21![Delta logo]()
$311
This United Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/212:05 pm
ORD
- BTR
1 stop7h 05m
United Airlines
Sat 4/257:20 am
BTR
- ORD
1 stop7h 25m
United Airlines
Deal found 3/22![United Airlines logo]()
$409
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 5/65:15 am
ORD
- MEM
1 stop4h 20m
Delta
Wed 5/136:35 am
MEM
- ORD
1 stop3h 54m
Delta
Deal found 3/21![Delta logo]()
$311
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 5/511:35 am
MDW
- JAN
2 stops8h 45m
Southwest
Tue 5/121:00 pm
JAN
- MDW
1 stop3h 45m
Southwest
Deal found 3/21![Southwest logo]()
$342
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 7/87:35 am
ORD
- GPT
1 stop5h 50m
United Airlines
Sun 7/125:19 pm
GPT
- ORD
1 stop7h 26m
United Airlines
Deal found 3/19![United Airlines logo]()
$419
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/182:25 pm
ORD
- JAN
1 stop4h 24m
Delta
Tue 4/2112:54 pm
JAN
- ORD
1 stop7h 22m
Delta
Deal found 3/18![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/256:00 am
MDW
- BTR
1 stop6h 50m
Delta
Sat 5/24:00 pm
BTR
- MDW
1 stop6h 28m
Delta
Deal found 3/20![Delta logo]()
$329
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated March 23, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/96:00 am
MDW
- MEM
1 stop11h 09m
Frontier
Sun 4/125:54 pm
MEM
- MDW
1 stop4h 27m
Frontier
Deal found 3/22![Frontier logo]()
$201
This American Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/910:05 pm
ORD
- MEM
Nonstop1h 54m
American Airlines
Mon 4/137:01 pm
MEM
- ORD
1 stop4h 53m
American Airlines
Deal found 3/18![American Airlines logo]()
$218
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/116:10 am
MDW
- MEM
2 stops7h 50m
Southwest
Wed 4/158:10 am
MEM
- MDW
2 stops7h 35m
Southwest
Deal found 3/19![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/1112:15 pm
ORD
- MEM
1 stop8h 35m
Southwest
Mon 4/136:10 am
MEM
- ORD
1 stop8h 50m
Southwest
Deal found 3/18![Southwest logo]()
$197
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/116:10 am
MDW
- MEM
2 stops7h 50m
Southwest
Mon 4/134:25 pm
MEM
- MDW
2 stops7h 30m
Southwest
Deal found 3/18![Southwest logo]()
$207
This Expedia deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/165:50 am
ORD
- MEM
1 stop11h 26m
Frontier
Sun 4/197:47 pm
MEM
- ORD
1 stop14h 03m
Frontier
Deal found 3/19![Frontier logo]()
$201
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/167:45 am
MDW
- MEM
2 stops8h 05m
Southwest
Thu 4/235:25 pm
MEM
- MDW
1 stop6h 40m
Southwest
Deal found 3/19![Southwest logo]()
$202
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/176:00 am
ORD
- MEM
1 stop9h 30m
Southwest
Tue 4/218:10 am
MEM
- ORD
2 stops10h 15m
Southwest
Deal found 3/18![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/172:40 pm
ORD
- MEM
1 stop8h 20m
Southwest
Fri 4/246:10 am
MEM
- ORD
1 stop8h 50m
Southwest
Deal found 3/18![Southwest logo]()
$202
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/204:40 pm
ORD
- MEM
1 stop6h 18m
American Airlines
Tue 4/2112:58 pm
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 3/20![American Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/305:05 am
ORD
- MEM
1 stop12h 50m
Multiple Airlines
Sun 5/36:45 pm
MEM
- ORD
1 stop14h 46m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/307:10 am
ORD
- MEM
Nonstop1h 59m
American Airlines
Mon 5/43:44 pm
MEM
- ORD
1 stop5h 29m
American Airlines
Deal found 3/20![American Airlines logo]()
$217
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 March 23, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Frontier deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/196:00 am
MDW
- MEM
1 stop11h 42m
Frontier
Deal found 3/20![Frontier logo]()
$76
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/37:58 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Deal found 3/19![United Airlines logo]()
$79
This Southwest deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/2010:05 am
MDW
- MEM
Nonstop1h 40m
Southwest
Deal found 3/20![Southwest logo]()
$79
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 5/195:30 am
ORD
- MEM
1 stop5h 05m
Delta
Deal found 3/19![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/196:23 am
MDW
- MEM
1 stop5h 16m
Delta
Deal found 3/20![Delta logo]()
$89
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/1511:55 am
ORD
- MEM
2 stops9h 50m
Southwest
Deal found 3/18![Southwest logo]()
$94
This Super.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” 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 4/56:00 am
MDW
- MEM
1 stop11h 09m
Frontier
Deal found 3/21![Frontier logo]()
$95
This Frontier deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/165:50 am
ORD
- MEM
1 stop11h 26m
Frontier
Deal found 3/19![Frontier logo]()
$96
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” 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 4/236:00 am
MDW
- MEM
1 stop11h 16m
Frontier
Deal found 3/22![Frontier logo]()
$96
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/186:25 am
ORD
- MEM
1 stop5h 15m
Delta
Deal found 3/19![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 5/186:23 am
MDW
- MEM
1 stop5h 16m
Delta
Deal found 3/20![Delta logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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.
Wed 4/151:27 pm
ORD
- MEM
1 stop28h 28m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$100
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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $197 (Southwest) |
One-way from | $76 (Frontier) |
Popular in | December |
Cheapest in | June |
Average price | $532 |
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 March 23, 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
Fri 5/15
3:47 pm-10:20 pm
1 stop6h 33m
Memphis
Mon 5/18
4:11 pm-8:26 pm
1 stop4h 15m
$197
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Tue 4/14
11:55 am-8:40 pm
2 stops8h 45m
Memphis
Thu 4/16
5:40 am-3:30 pm
2 stops9h 50m
$197
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Sat 4/11
6:15 am-11:30 am
1 stop5h 15m
Memphis
Mon 4/13
5:59 pm-11:59 pm
1 stop6h 00m
$197
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Sat 5/2
6:25 am-11:40 am
1 stop5h 15m
Memphis
Mon 5/4
7:26 pm-11:59 pm
1 stop4h 33m
$197
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Thu 4/16
5:15 am-9:35 am
1 stop4h 20m
Memphis
Sat 4/18
12:21 pm-7:52 pm
1 stop7h 31m
$197
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Fri 4/17
6:00 am-3:30 pm
1 stop9h 30m
Memphis
Tue 4/21
8:10 am-6:25 pm
2 stops10h 15m
$198
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 4/11
9:10 am-2:00 pm
1 stop4h 50m
Memphis
Mon 4/13
4:25 pm-11:55 pm
2 stops7h 30m
$202
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Thu 4/30
2:40 pm-11:00 pm
1 stop8h 20m
Memphis
Sat 5/2
5:25 am-3:30 pm
2 stops10h 05m
$208
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Thu 4/23
8:03 pm-10:04 pm
Nonstop2h 01m
Memphis
Sat 4/25
7:30 am-9:26 am
Nonstop1h 56m
$247
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Fri 5/15
9:40 pm-11:25 pm
Nonstop1h 45m
Memphis
Tue 5/19
5:15 am-6:50 am
Nonstop1h 35m
$255
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-BTR
ORD-GPT
MDW-MOB
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-BTR
ORD-GPT
What is the cheapest month to book a flight from Chicago to Mississippi?
Currently, June is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $248). Flying from Chicago to Mississippi in February is currently the most expensive (average of $368). 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.
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 March 23, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Chicago to Mississippi have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
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 March 23, 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 March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$368 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$248 | Average$418 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$538 | FlexibilityNo cancel fee | On-time63% |