$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
May 23 — May 301
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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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 Chicago to Mississippi
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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 April 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 April 23, 2026.
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/1810:05 pm
ORD
- MEM
Nonstop1h 54m
American Airlines
Wed 5/207:34 pm
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 4/17![American Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 4/22. 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.
Wed 5/204:50 pm
MDW
- MEM
1 stop4h 55m
Southwest
Wed 5/275:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/22![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 4/21. 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.
Tue 5/197:07 am
ORD
- MEM
1 stop6h 37m
Delta
Tue 5/262:30 pm
MEM
- ORD
1 stop5h 56m
Delta
Deal found 4/21![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:23 am
MDW
- MEM
1 stop7h 21m
Delta
Wed 5/2712:11 pm
MEM
- MDW
1 stop5h 45m
Delta
Deal found 4/22![Delta logo]()
$209
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/186:06 pm
ORD
- MEM
1 stop5h 10m
Delta
Wed 5/205:30 am
MEM
- ORD
1 stop4h 46m
Delta
Deal found 4/17![Delta logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 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 stops40h 04m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:11 pm
ORD
- MEM
1 stop14h 21m
Multiple Airlines
Mon 6/17:03 pm
MEM
- ORD
1 stop17h 20m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$223
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1612:40 pm
ORD
- MEM
Nonstop1h 59m
United Airlines
Tue 5/196:40 pm
MEM
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/20![United Airlines logo]()
$225
This Expedia deal was found by Cheapflights users on 4/21. 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 Expedia 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 4/21![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 pm
ORD
- MEM
1 stop23h 02m
Multiple Airlines
Sat 5/235:37 pm
MEM
- ORD
1 stop29h 36m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$226
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/128:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 5/139:02 am
MEM
- ORD
Nonstop1h 58m
United Airlines
Deal found 4/17![United Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:30 am
ORD
- MEM
Nonstop1h 59m
American Airlines
Tue 5/262:56 pm
MEM
- ORD
1 stop4h 52m
American Airlines
Deal found 4/21![American Airlines logo]()
$228
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 April 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 April 23, 2026.
This Southwest deal was found by Cheapflights users on 4/22. 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.
Wed 5/204:50 pm
MDW
- MEM
1 stop4h 55m
Southwest
Wed 5/275:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/22![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:06 pm
ORD
- MEM
1 stop5h 10m
Delta
Wed 5/202:30 pm
MEM
- ORD
1 stop5h 56m
Delta
Deal found 4/22![Delta logo]()
$245
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 6/67:58 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Sun 6/79:46 am
MEM
- ORD
Nonstop2h 11m
United Airlines
Deal found 4/17![United Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:00 am
ORD
- MOB
1 stop5h 14m
American Airlines
Tue 5/2612:42 pm
MOB
- ORD
1 stop7h 06m
American Airlines
Deal found 4/22![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 4/18. 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.
Tue 6/96:40 am
ORD
- MOB
1 stop5h 17m
Delta
Wed 6/174:25 pm
MOB
- ORD
1 stop5h 48m
Delta
Deal found 4/18![Delta logo]()
$251
This Southwest deal was found by Cheapflights users on 4/22. 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.
Mon 5/189:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Tue 5/198:10 am
MEM
- MDW
2 stops7h 35m
Southwest
Deal found 4/22![Southwest logo]()
$262
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 6/279:48 am
ORD
- MEM
1 stop7h 02m
Delta
Tue 6/3010:00 am
MEM
- ORD
1 stop4h 16m
Delta
Deal found 4/17![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 4/22. 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.
Wed 6/310:05 am
MDW
- MEM
Nonstop1h 40m
Southwest
Sun 6/73:20 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/22![Southwest logo]()
$270
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/299:00 am
ORD
- MEM
Nonstop2h 07m
United Airlines
Sun 5/317:22 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/18![United Airlines logo]()
$324
This Southwest deal was found by Cheapflights users on 4/20. 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.
Sat 5/167:25 am
MDW
- MEM
2 stops8h 45m
Southwest
Tue 5/198:10 am
MEM
- MDW
2 stops7h 35m
Southwest
Deal found 4/20![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:24 am
ORD
- MEM
1 stop5h 07m
Delta
Mon 6/17:07 pm
MEM
- ORD
1 stop4h 52m
Delta
Deal found 4/22![Delta logo]()
$281
This Southwest deal was found by Cheapflights users on 4/22. 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.
Sat 5/3010:00 am
MDW
- MEM
Nonstop1h 40m
Southwest
Mon 6/112:30 pm
MEM
- MDW
2 stops7h 35m
Southwest
Deal found 4/22![Southwest logo]()
$282
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/125:30 am
ORD
- MEM
1 stop8h 05m
United Airlines
Wed 5/136:40 pm
MEM
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/17![United Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/176:00 am
ORD
- MOB
1 stop5h 25m
American Airlines
Sat 6/274:29 pm
MOB
- ORD
1 stop7h 29m
American Airlines
Deal found 4/22![American Airlines logo]()
$383
This Delta deal was found by Cheapflights users on 4/19. 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 5/166:23 am
MDW
- MOB
1 stop5h 42m
Delta
Sat 8/229:10 am
MOB
- MDW
1 stop6h 17m
Delta
Deal found 4/19![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 4/19. 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 6/278:05 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Fri 7/36:40 pm
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/19![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 4/20. 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.
Fri 6/199:48 am
ORD
- MOB
1 stop5h 50m
Delta
Tue 6/236:59 pm
MOB
- ORD
1 stop5h 00m
Delta
Deal found 4/20![Delta logo]()
$290
This Southwest deal was found by Cheapflights users on 4/21. 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.
Thu 5/289:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Sun 5/315:10 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/21![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/48:55 am
ORD
- MEM
Nonstop2h 10m
United Airlines
Thu 6/117:15 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/20![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 4/19. 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 6/25:15 pm
MDW
- GPT
1 stop4h 36m
Delta
Tue 6/96:01 pm
GPT
- MDW
1 stop4h 16m
Delta
Deal found 4/19![Delta logo]()
$291
This Southwest deal was found by Cheapflights users on 4/20. 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 6/49:25 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Thu 6/115:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/20![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:55 am
ORD
- MEM
Nonstop2h 10m
United Airlines
Mon 6/156:30 pm
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 4/20![United Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:00 am
ORD
- GPT
1 stop5h 52m
American Airlines
Wed 7/2912:41 pm
GPT
- ORD
1 stop7h 13m
American Airlines
Deal found 4/22![American Airlines logo]()
$472
This Delta deal was found by Cheapflights users on 4/19. 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.
Wed 7/2211:05 am
MDW
- MOB
1 stop7h 05m
Delta
Wed 7/294:26 pm
MOB
- MDW
1 stop5h 49m
Delta
Deal found 4/19![Delta logo]()
$299
This Southwest deal was found by Cheapflights users on 4/19. 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 6/276:40 pm
MDW
- MEM
Nonstop1h 35m
Southwest
Fri 7/35:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/19![Southwest logo]()
$318
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 6/66:24 am
ORD
- MEM
1 stop5h 07m
Delta
Sun 6/711:42 am
MEM
- ORD
1 stop7h 00m
Delta
Deal found 4/17![Delta logo]()
$315
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/294:05 pm
ORD
- GPT
1 stop5h 40m
United Airlines
Sun 5/315:19 pm
GPT
- ORD
1 stop7h 26m
United Airlines
Deal found 4/22![United Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 4/19. 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.
Sun 6/149:55 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Tue 6/165:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/19![Southwest logo]()
$324
This Delta deal was found by Cheapflights users on 4/19. 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 5/295:08 pm
MDW
- BTR
1 stop4h 52m
Delta
Sun 5/313:48 pm
BTR
- MDW
1 stop5h 21m
Delta
Deal found 4/19![Delta logo]()
$316
This United Airlines deal was found by Cheapflights users on 4/19. 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.
Fri 5/294:05 pm
ORD
- GPT
1 stop5h 40m
United Airlines
Thu 6/115:19 pm
GPT
- ORD
1 stop7h 26m
United Airlines
Deal found 4/19![United Airlines logo]()
$390
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated April 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated April 23, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/128:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 5/139:02 am
MEM
- ORD
Nonstop1h 58m
United Airlines
Deal found 4/17![United Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 4/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1612:40 pm
ORD
- MEM
Nonstop1h 59m
United Airlines
Tue 5/196:40 pm
MEM
- ORD
Nonstop2h 00m
United Airlines
Deal found 4/20![United Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 pm
ORD
- MEM
1 stop23h 02m
Multiple Airlines
Sat 5/235:37 pm
MEM
- ORD
1 stop29h 36m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$226
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/1810:05 pm
ORD
- MEM
Nonstop1h 54m
American Airlines
Wed 5/207:34 pm
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 4/17![American Airlines logo]()
$198
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” 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 5/186:06 pm
ORD
- MEM
1 stop5h 10m
Delta
Wed 5/205:30 am
MEM
- ORD
1 stop4h 46m
Delta
Deal found 4/17![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 4/21. 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.
Tue 5/197:07 am
ORD
- MEM
1 stop6h 37m
Delta
Tue 5/262:30 pm
MEM
- ORD
1 stop5h 56m
Delta
Deal found 4/21![Delta logo]()
$209
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:30 am
ORD
- MEM
Nonstop1h 59m
American Airlines
Tue 5/262:56 pm
MEM
- ORD
1 stop4h 52m
American Airlines
Deal found 4/21![American Airlines logo]()
$228
This Southwest deal was found by Cheapflights users on 4/22. 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.
Wed 5/204:50 pm
MDW
- MEM
1 stop4h 55m
Southwest
Wed 5/275:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/22![Southwest logo]()
$200
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/206:23 am
MDW
- MEM
1 stop7h 21m
Delta
Wed 5/2712:11 pm
MEM
- MDW
1 stop5h 45m
Delta
Deal found 4/22![Delta logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 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 stops40h 04m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$222
This Expedia deal was found by Cheapflights users on 4/21. 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 Expedia 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 4/21![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:11 pm
ORD
- MEM
1 stop14h 21m
Multiple Airlines
Mon 6/17:03 pm
MEM
- ORD
1 stop17h 20m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$223
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 April 23, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated April 23, 2026.
This Frontier deal was found by Cheapflights users on 4/22. 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.
Sun 5/246:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 4/22![Frontier logo]()
$70
This Expedia deal was found by Cheapflights users on 4/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:37 pm
ORD
- MEM
1 stop21h 32m
Frontier
Deal found 4/18![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:52 am
ORD
- MEM
1 stop23h 53m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:52 am
ORD
- MEM
1 stop23h 53m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$87
This Delta deal was found by Cheapflights users on 4/18. 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.
Tue 5/197:07 am
ORD
- MEM
1 stop4h 32m
Delta
Deal found 4/18![Delta logo]()
$89
This Expedia deal was found by Cheapflights users on 4/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 4/22![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 4/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 4/18![Frontier logo]()
$91
This Southwest deal was found by Cheapflights users on 4/20. 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 5/2710:30 am
ORD
- MEM
1 stop11h 15m
Southwest
Deal found 4/20![Southwest logo]()
$94
This Southwest deal was found by Cheapflights users on 4/21. 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.
Wed 5/209:05 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Deal found 4/21![Southwest logo]()
$95
This American Airlines deal was found by Cheapflights users on 4/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:00 am
ORD
- MEM
Nonstop1h 58m
American Airlines
Deal found 4/21![American Airlines logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:11 pm
ORD
- MEM
1 stop14h 21m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$103
This Delta deal was found by Cheapflights users on 4/20. 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.
Wed 5/206:23 am
MDW
- MEM
1 stop4h 12m
Delta
Deal found 4/20![Delta logo]()
$105
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 April 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $198 (American Airlines) |
One-way from | $70 (Frontier) |
Popular in | December |
Cheapest in | June |
Average price | $534 |
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 April 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
MDW - MEM
MDWMEM
Chicago Midway
Wed 5/20
4:50 pm-9:45 pm
1 stop4h 55m
Memphis
Wed 5/27
5:15 am-6:50 am
Nonstop1h 35m
$200
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Mon 5/18
6:06 pm-11:16 pm
1 stop5h 10m
Memphis
Wed 5/20
2:30 pm-8:26 pm
1 stop5h 56m
$245
ChicagoMobile
ORD - MOB
ORDMOB
Chicago O'Hare Intl
Tue 6/9
6:40 am-11:57 am
1 stop5h 17m
Mobile
Wed 6/17
4:25 pm-10:13 pm
1 stop5h 48m
$251
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Mon 5/18
9:40 pm-11:25 pm
Nonstop1h 45m
Memphis
Tue 5/19
8:10 am-3:45 pm
2 stops7h 35m
$262
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Sat 6/27
9:48 am-4:50 pm
1 stop7h 02m
Memphis
Tue 6/30
10:00 am-2:16 pm
1 stop4h 16m
$268
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 6/3
10:05 am-11:45 am
Nonstop1h 40m
Memphis
Sun 6/7
3:20 pm-4:55 pm
Nonstop1h 35m
$270
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 5/16
7:25 am-4:10 pm
2 stops8h 45m
Memphis
Tue 5/19
8:10 am-3:45 pm
2 stops7h 35m
$277
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Sat 5/30
6:24 am-11:31 am
1 stop5h 07m
Memphis
Mon 6/1
7:07 pm-11:59 pm
1 stop4h 52m
$281
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 5/30
10:00 am-11:40 am
Nonstop1h 40m
Memphis
Mon 6/1
12:30 pm-8:05 pm
2 stops7h 35m
$282
ChicagoMobile
MDW - MOB
MDWMOB
Chicago Midway
Sat 5/16
6:23 am-12:05 pm
1 stop5h 42m
Mobile
Sat 8/22
9:10 am-3:27 pm
1 stop6h 17m
$290
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
MDW-JAN
ORD-MOB
ORD-JAN
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
MDW-JAN
ORD-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 April 23, 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.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Comfort
8.0
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 April 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 April 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$365 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$439 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$538 | FlexibilityNo cancel fee | On-time63% |