$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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
May 5 — May 121
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 April 5, 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 5, 2026.
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 4/296:45 pm
MEM
- ORD
Nonstop2h 03m
United Airlines
Deal found 3/31![United Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Wed 4/295:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:27 pm
ORD
- MEM
1 stop28h 28m
Multiple Airlines
Mon 5/49:17 pm
MEM
- ORD
2 stops25h 44m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:00 am
ORD
- MEM
1 stop7h 28m
American Airlines
Tue 5/199:39 am
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 3/31![American Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:44 pm
ORD
- MEM
1 stop26h 05m
Multiple Airlines
Mon 5/117:54 pm
MEM
- ORD
2 stops12h 01m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 am
ORD
- MEM
1 stop5h 05m
Delta
Tue 5/196:35 am
MEM
- ORD
1 stop6h 26m
Delta
Deal found 3/31![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:23 am
MDW
- MEM
1 stop5h 16m
Delta
Tue 5/196:35 am
MEM
- MDW
1 stop6h 07m
Delta
Deal found 3/31![Delta logo]()
$218
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
MDW
- MEM
1 stop11h 09m
Frontier
Sun 4/125:54 pm
MEM
- MDW
1 stop4h 27m
Frontier
Deal found 3/31![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:55 am
ORD
- MEM
1 stop5h 40m
Southwest
Sat 4/255:25 am
MEM
- ORD
2 stops8h 55m
Southwest
Deal found 3/31![Southwest logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 4/196:45 pm
MEM
- ORD
2 stops16h 47m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$226
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Tue 4/2812:40 pm
ORD
- MEM
Nonstop1h 59m
United Airlines
Wed 4/292:45 pm
MEM
- ORD
Nonstop2h 03m
United Airlines
Deal found 4/1![United Airlines logo]()
$227
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:05 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Tue 5/265:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$227
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 5, 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 5, 2026.
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Wed 4/2912:20 pm
MEM
- MDW
2 stops8h 15m
Southwest
Deal found 3/31![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 4/2. 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 5/47:10 am
ORD
- MEM
1 stop5h 29m
Delta
Wed 5/612:21 pm
MEM
- ORD
1 stop5h 52m
Delta
Deal found 4/2![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 4/296:45 pm
MEM
- ORD
Nonstop2h 03m
United Airlines
Deal found 4/4![United Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
Wed 5/206:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 4/1![American Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 am
ORD
- MEM
1 stop5h 05m
Delta
Tue 5/196:35 am
MEM
- ORD
1 stop6h 26m
Delta
Deal found 4/4![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 4/1. 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 5/195:30 am
ORD
- MEM
1 stop5h 05m
Delta
Thu 5/216:35 am
MEM
- ORD
1 stop6h 26m
Delta
Deal found 4/1![Delta logo]()
$218
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/3010:15 am
MDW
- MEM
1 stop5h 35m
Southwest
Thu 5/75:05 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$249
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:23 am
MDW
- MEM
1 stop4h 12m
Delta
Tue 5/199:30 am
MEM
- MDW
1 stop6h 42m
Delta
Deal found 4/4![Delta logo]()
$218
This United Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Sun 5/179:02 am
MEM
- ORD
Nonstop1h 58m
United Airlines
Deal found 4/4![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 4/2. 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 4/2211:55 am
ORD
- MEM
1 stop5h 40m
Southwest
Sun 4/269:35 am
MEM
- ORD
1 stop8h 50m
Southwest
Deal found 4/2![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 4/1. 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.
Wed 4/2211:55 am
ORD
- MEM
1 stop5h 40m
Southwest
Fri 4/245:40 am
MEM
- ORD
2 stops9h 50m
Southwest
Deal found 4/1![Southwest logo]()
$279
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:07 am
ORD
- MEM
1 stop4h 32m
Delta
Sun 5/247:30 am
MEM
- ORD
1 stop6h 17m
Delta
Deal found 4/4![Delta logo]()
$268
This United Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/255:30 am
ORD
- GPT
1 stop7h 55m
United Airlines
Sat 5/305:19 pm
GPT
- ORD
1 stop5h 55m
United Airlines
Deal found 4/3![United Airlines logo]()
$334
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:55 am
ORD
- MEM
2 stops8h 45m
Southwest
Fri 5/86:10 am
MEM
- ORD
1 stop8h 50m
Southwest
Deal found 3/31![Southwest logo]()
$279
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:05 am
ORD
- JAN
1 stop4h 58m
American Airlines
Sun 5/176:05 pm
JAN
- ORD
1 stop5h 43m
American Airlines
Deal found 3/31![American Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 4/2. 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 5/202:35 pm
MDW
- MEM
2 stops7h 10m
Southwest
Sun 5/249:05 am
MEM
- MDW
2 stops8h 30m
Southwest
Deal found 4/2![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:10 am
ORD
- MEM
1 stop7h 17m
Delta
Sun 5/310:34 am
MEM
- ORD
1 stop5h 44m
Delta
Deal found 4/4![Delta logo]()
$288
This United Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:03 pm
ORD
- BTR
1 stop5h 07m
United Airlines
Sun 4/196:08 pm
BTR
- ORD
1 stop7h 18m
United Airlines
Deal found 4/3![United Airlines logo]()
$360
This American Airlines deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:57 pm
ORD
- JAN
1 stop7h 46m
American Airlines
Mon 6/85:29 pm
JAN
- ORD
1 stop6h 08m
American Airlines
Deal found 4/4![American Airlines logo]()
$417
This Southwest deal was found by Cheapflights users on 4/2. 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.
Fri 5/227:45 am
MDW
- MEM
2 stops8h 05m
Southwest
Tue 5/263:25 pm
MEM
- MDW
1 stop4h 35m
Southwest
Deal found 4/2![Southwest logo]()
$286
This Delta deal was found by Cheapflights users on 4/1. 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 4/285:53 pm
ORD
- MOB
1 stop5h 05m
Delta
Tue 5/512:50 pm
MOB
- ORD
1 stop5h 45m
Delta
Deal found 4/1![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/98:46 am
ORD
- GPT
1 stop7h 27m
United Airlines
Wed 5/134:55 pm
GPT
- ORD
1 stop7h 50m
United Airlines
Deal found 4/3![United Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:55 am
ORD
- MEM
2 stops8h 45m
Southwest
Thu 5/215:40 am
MEM
- ORD
2 stops9h 50m
Southwest
Deal found 4/1![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 4/1. 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.
Fri 6/510:05 am
MDW
- MEM
Nonstop1h 35m
Southwest
Mon 6/85:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/1![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/255:15 am
ORD
- JAN
1 stop4h 10m
Delta
Tue 4/283:00 pm
JAN
- ORD
1 stop7h 21m
Delta
Deal found 4/3![Delta logo]()
$328
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Tue 4/285:48 am
ORD
- JAN
1 stop16h 11m
United Airlines
Wed 4/291:58 pm
JAN
- ORD
1 stop9h 17m
United Airlines
Deal found 4/1![United Airlines logo]()
$425
This Southwest deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Sun 5/175:10 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 4/4![Southwest logo]()
$297
This Delta deal was found by Cheapflights users on 4/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
MDW
- BTR
1 stop6h 50m
Delta
Thu 5/71:37 pm
BTR
- MDW
1 stop7h 32m
Delta
Deal found 4/2![Delta logo]()
$329
This Delta deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:10 am
ORD
- BTR
1 stop5h 40m
Delta
Fri 5/17:08 pm
BTR
- ORD
1 stop4h 51m
Delta
Deal found 4/4![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 4/1. 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.
Thu 5/149:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Sun 5/175:40 am
MEM
- MDW
1 stop4h 55m
Southwest
Deal found 4/1![Southwest logo]()
$305
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated April 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated April 5, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
MDW
- MEM
1 stop11h 09m
Frontier
Sun 4/125:54 pm
MEM
- MDW
1 stop4h 27m
Frontier
Deal found 3/31![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 4/196:45 pm
MEM
- ORD
2 stops16h 47m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$226
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2211:55 am
ORD
- MEM
1 stop5h 40m
Southwest
Sat 4/255:25 am
MEM
- ORD
2 stops8h 55m
Southwest
Deal found 3/31![Southwest logo]()
$223
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:03 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 4/296:45 pm
MEM
- ORD
Nonstop2h 03m
United Airlines
Deal found 3/31![United Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Wed 4/295:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$198
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Tue 4/2812:40 pm
ORD
- MEM
Nonstop1h 59m
United Airlines
Wed 4/292:45 pm
MEM
- ORD
Nonstop2h 03m
United Airlines
Deal found 4/1![United Airlines logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:27 pm
ORD
- MEM
1 stop28h 28m
Multiple Airlines
Mon 5/49:17 pm
MEM
- ORD
2 stops25h 44m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:44 pm
ORD
- MEM
1 stop26h 05m
Multiple Airlines
Mon 5/117:54 pm
MEM
- ORD
2 stops12h 01m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:00 am
ORD
- MEM
1 stop7h 28m
American Airlines
Tue 5/199:39 am
MEM
- ORD
Nonstop2h 05m
American Airlines
Deal found 3/31![American Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:30 am
ORD
- MEM
1 stop5h 05m
Delta
Tue 5/196:35 am
MEM
- ORD
1 stop6h 26m
Delta
Deal found 3/31![Delta logo]()
$218
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:23 am
MDW
- MEM
1 stop5h 16m
Delta
Tue 5/196:35 am
MEM
- MDW
1 stop6h 07m
Delta
Deal found 3/31![Delta logo]()
$218
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/199:05 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Tue 5/265:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 3/31![Southwest logo]()
$227
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 5, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated April 5, 2026.
This Frontier deal was found by Cheapflights users on 4/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
MDW
- MEM
1 stop11h 42m
Frontier
Deal found 4/1![Frontier logo]()
$76
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:05 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Deal found 3/31![Southwest logo]()
$79
This American Airlines deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 4/3![American Airlines logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:27 pm
ORD
- MEM
1 stop28h 28m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$81
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:05 am
ORD
- MEM
1 stop23h 40m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$82
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:23 am
MDW
- MEM
1 stop5h 16m
Delta
Deal found 3/31![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:30 pm
ORD
- MEM
1 stop5h 29m
Delta
Deal found 3/31![Delta logo]()
$89
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:00 am
MDW
- MEM
1 stop4h 59m
Frontier
Deal found 3/31![Frontier logo]()
$90
This Frontier deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:50 am
ORD
- MEM
1 stop8h 07m
Frontier
Deal found 3/31![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 4/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/301:27 pm
ORD
- MEM
1 stop28h 22m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$92
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/302:35 pm
MDW
- MEM
2 stops8h 10m
Southwest
Deal found 3/31![Southwest logo]()
$94
This Southwest deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2111:55 am
ORD
- MEM
2 stops8h 45m
Southwest
Deal found 3/31![Southwest logo]()
$94
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 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $198 (Southwest) |
One-way from | $76 (Frontier) |
Popular in | December |
Cheapest in | June |
Average price | $502 |
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 5, 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
Mon 4/27
9:40 pm-11:25 pm
Nonstop1h 45m
Memphis
Wed 4/29
12:20 pm-8:35 pm
2 stops8h 15m
$213
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Mon 5/4
7:10 am-12:39 pm
1 stop5h 29m
Memphis
Wed 5/6
12:21 pm-6:13 pm
1 stop5h 52m
$218
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Sat 5/16
5:30 am-10:35 am
1 stop5h 05m
Memphis
Tue 5/19
6:35 am-1:01 pm
1 stop6h 26m
$218
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Tue 5/19
5:30 am-10:35 am
1 stop5h 05m
Memphis
Thu 5/21
6:35 am-1:01 pm
1 stop6h 26m
$218
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 5/16
6:23 am-10:35 am
1 stop4h 12m
Memphis
Tue 5/19
9:30 am-4:12 pm
1 stop6h 42m
$218
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Tue 4/28
8:03 pm-10:04 pm
Nonstop2h 01m
Memphis
Wed 4/29
6:45 pm-8:48 pm
Nonstop2h 03m
$227
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Thu 4/30
10:15 am-3:50 pm
1 stop5h 35m
Memphis
Thu 5/7
5:05 am-6:40 am
Nonstop1h 35m
$249
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 5/20
7:07 am-11:39 am
1 stop4h 32m
Memphis
Sun 5/24
7:30 am-1:47 pm
1 stop6h 17m
$268
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 4/22
11:55 am-5:35 pm
1 stop5h 40m
Memphis
Sun 4/26
9:35 am-6:25 pm
1 stop8h 50m
$274
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 4/22
11:55 am-5:35 pm
1 stop5h 40m
Memphis
Fri 4/24
5:40 am-3:30 pm
2 stops9h 50m
$279
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-GPT
ORD-JAN
ORD-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-GPT
ORD-JAN
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.
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 5, 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
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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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 5, 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 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$365 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$253 | Average$430 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$316 | Average$538 | FlexibilityNo cancel fee | On-time63% |