$74+ 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Aug 31 — Sep 71
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 August 1, 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 August 1, 2026.
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:15 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Sat 9/1912:40 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/29![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:18 pm
ORD
- MEM
Nonstop1h 57m
American Airlines
Mon 8/245:44 pm
MEM
- ORD
Nonstop2h 24m
American Airlines
Deal found 7/28![American Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1210:30 pm
ORD
- MEM
Nonstop1h 52m
American Airlines
Sat 9/196:45 am
MEM
- ORD
Nonstop2h 15m
American Airlines
Deal found 7/29![American Airlines logo]()
$158
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:20 pm
ORD
- MEM
Nonstop1h 56m
American Airlines
Sun 9/65:44 pm
MEM
- ORD
Nonstop2h 24m
American Airlines
Deal found 7/28![American Airlines logo]()
$162
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:44 pm
ORD
- MEM
Nonstop2h 00m
United Airlines
Mon 11/26:14 pm
MEM
- ORD
Nonstop2h 03m
United Airlines
Deal found 7/28![United Airlines logo]()
$172
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:05 am
MDW
- MEM
1 stop6h 38m
Delta
Tue 8/254:42 pm
MEM
- MDW
1 stop5h 54m
Delta
Deal found 7/29![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:05 am
ORD
- MEM
1 stop4h 38m
Delta
Mon 8/247:26 pm
MEM
- ORD
1 stop4h 31m
Delta
Deal found 7/29![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:50 pm
ORD
- MEM
1 stop4h 49m
Delta
Sun 9/66:30 am
MEM
- ORD
1 stop4h 12m
Delta
Deal found 7/30![Delta logo]()
$182
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:44 pm
ORD
- MEM
1 stop18h 01m
Frontier
Thu 9/104:35 pm
MEM
- ORD
1 stop7h 48m
Frontier
Deal found 7/30![Frontier logo]()
$184
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:25 am
MDW
- MEM
2 stops7h 20m
Southwest
Mon 8/242:55 pm
MEM
- MDW
2 stops7h 00m
Southwest
Deal found 7/29![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:15 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Mon 9/75:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/31![Southwest logo]()
$206
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:28 pm
ORD
- MEM
Nonstop1h 49m
American Airlines
Mon 9/76:32 am
MEM
- ORD
Nonstop2h 13m
American Airlines
Deal found 7/31![American Airlines logo]()
$206
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 August 1, 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 August 1, 2026.
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:45 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 9/23:25 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/29![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:20 pm
ORD
- MEM
Nonstop1h 57m
United Airlines
Thu 9/36:31 pm
MEM
- ORD
Nonstop2h 06m
United Airlines
Deal found 7/28![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:59 pm
ORD
- MEM
1 stop7h 12m
Delta
Mon 8/3111:46 am
MEM
- ORD
1 stop7h 03m
Delta
Deal found 7/27![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/244:57 pm
ORD
- MEM
1 stop5h 53m
American Airlines
Mon 8/315:44 pm
MEM
- ORD
Nonstop2h 24m
American Airlines
Deal found 7/27![American Airlines logo]()
$216
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/248:45 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Mon 8/315:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/27![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/249:20 pm
ORD
- MEM
Nonstop1h 57m
United Airlines
Mon 8/312:37 pm
MEM
- ORD
Nonstop2h 09m
United Airlines
Deal found 7/27![United Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:04 am
ORD
- MEM
1 stop6h 44m
Delta
Sat 11/143:53 pm
MEM
- ORD
1 stop4h 55m
Delta
Deal found 7/29![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:15 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Sun 9/65:10 pm
MEM
- MDW
1 stop5h 35m
Southwest
Deal found 8/1![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:40 am
ORD
- MEM
1 stop4h 07m
Delta
Wed 9/1610:30 am
MEM
- ORD
1 stop6h 07m
Delta
Deal found 7/29![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:33 am
ORD
- MEM
1 stop6h 22m
Delta
Tue 9/112:12 pm
MEM
- ORD
1 stop4h 05m
Delta
Deal found 7/31![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:10 pm
MDW
- MEM
2 stops6h 45m
Southwest
Mon 8/2412:20 pm
MEM
- MDW
1 stop5h 55m
Southwest
Deal found 7/28![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:05 am
ORD
- MEM
1 stop4h 38m
Delta
Mon 8/247:26 pm
MEM
- ORD
1 stop4h 31m
Delta
Deal found 7/29![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/315:55 am
MDW
- MEM
1 stop3h 05m
Southwest
Mon 8/312:55 pm
MEM
- MDW
2 stops7h 00m
Southwest
Deal found 7/27![Southwest logo]()
$182
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:44 pm
ORD
- MEM
Nonstop2h 00m
United Airlines
Mon 11/27:00 am
MEM
- ORD
Nonstop2h 00m
United Airlines
Deal found 7/28![United Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:30 am
ORD
- MEM
1 stop7h 13m
Delta
Wed 9/27:08 am
MEM
- ORD
1 stop5h 08m
Delta
Deal found 7/29![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/93:50 pm
MDW
- MEM
2 stops6h 00m
Southwest
Wed 9/162:35 pm
MEM
- MDW
1 stop5h 35m
Southwest
Deal found 7/29![Southwest logo]()
$182
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:27 am
ORD
- MEM
1 stop4h 09m
Delta
Mon 11/26:11 pm
MEM
- ORD
1 stop5h 41m
Delta
Deal found 7/28![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 am
MDW
- MEM
2 stops7h 50m
Southwest
Sat 11/146:05 am
MEM
- MDW
2 stops6h 50m
Southwest
Deal found 7/29![Southwest logo]()
$187
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/103:50 pm
ORD
- BTR
1 stop7h 03m
American Airlines
Sun 9/136:11 pm
BTR
- ORD
1 stop6h 03m
American Airlines
Deal found 7/27![American Airlines logo]()
$316
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:25 pm
MDW
- MEM
1 stop4h 45m
Southwest
Mon 9/75:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/31![Southwest logo]()
$216
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:22 pm
ORD
- BTR
1 stop5h 21m
United Airlines
Sun 11/16:15 pm
BTR
- ORD
1 stop5h 11m
United Airlines
Deal found 7/31![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:00 am
ORD
- BTR
1 stop4h 51m
American Airlines
Sun 9/136:11 pm
BTR
- ORD
1 stop6h 03m
American Airlines
Deal found 7/30![American Airlines logo]()
$376
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:30 am
ORD
- GPT
1 stop7h 54m
United Airlines
Wed 9/24:59 pm
GPT
- ORD
1 stop6h 27m
United Airlines
Deal found 7/28![United Airlines logo]()
$387
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/2911:22 am
ORD
- GPT
2 stops9h 31m
Delta
Sat 9/54:00 pm
GPT
- ORD
1 stop4h 55m
Delta
Deal found 7/27![Delta logo]()
$306
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:50 am
ORD
- BTR
1 stop6h 40m
United Airlines
Fri 9/116:14 pm
BTR
- ORD
1 stop5h 12m
United Airlines
Deal found 7/31![United Airlines logo]()
$399
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/185:10 pm
MDW
- BTR
1 stop4h 51m
Delta
Tue 8/256:07 am
BTR
- MDW
1 stop5h 44m
Delta
Deal found 7/27![Delta logo]()
$307
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/121:45 pm
MDW
- JAN
1 stop5h 25m
Southwest
Sat 9/1912:25 pm
JAN
- MDW
1 stop5h 15m
Southwest
Deal found 7/29![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:40 pm
ORD
- JAN
1 stop4h 09m
Delta
Thu 10/17:51 am
JAN
- ORD
1 stop6h 38m
Delta
Deal found 7/31![Delta logo]()
$309
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:16 pm
ORD
- GPT
1 stop5h 22m
United Airlines
Mon 8/174:59 pm
GPT
- ORD
1 stop8h 00m
United Airlines
Deal found 7/29![United Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 9/16:25 pm
ORD
- JAN
1 stop4h 46m
Delta
Wed 9/93:02 pm
JAN
- ORD
1 stop5h 54m
Delta
Deal found 7/27![Delta logo]()
$309
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated August 1, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:45 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Mon 8/245:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/30![Southwest logo]()
$157
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:18 pm
ORD
- MEM
Nonstop1h 57m
American Airlines
Mon 8/245:44 pm
MEM
- ORD
Nonstop2h 24m
American Airlines
Deal found 7/28![American Airlines logo]()
$157
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:05 am
MDW
- MEM
1 stop6h 38m
Delta
Tue 8/254:42 pm
MEM
- MDW
1 stop5h 54m
Delta
Deal found 7/29![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:05 am
ORD
- MEM
1 stop4h 38m
Delta
Mon 8/247:26 pm
MEM
- ORD
1 stop4h 31m
Delta
Deal found 7/29![Delta logo]()
$177
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:05 am
ORD
- MEM
Nonstop1h 51m
American Airlines
Tue 8/255:52 pm
MEM
- ORD
1 stop6h 00m
American Airlines
Deal found 7/29![American Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/218:05 am
ORD
- MEM
1 stop4h 38m
Delta
Tue 8/252:54 pm
MEM
- ORD
1 stop6h 01m
Delta
Deal found 7/29![Delta logo]()
$253
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:59 pm
ORD
- MEM
1 stop19h 46m
Frontier
Mon 8/247:51 pm
MEM
- ORD
1 stop17h 45m
Frontier
Deal found 7/31![Frontier logo]()
$248
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:45 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Thu 9/32:55 pm
MEM
- MDW
1 stop7h 30m
Southwest
Deal found 7/30![Southwest logo]()
$222
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:05 am
MDW
- MEM
Nonstop1h 35m
Southwest
Tue 9/13:25 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 7/30![Southwest logo]()
$233
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:05 am
ORD
- MEM
Nonstop1h 51m
American Airlines
Mon 8/315:44 pm
MEM
- ORD
Nonstop2h 24m
American Airlines
Deal found 7/27![American Airlines logo]()
$233
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 pm
ORD
- MEM
1 stop19h 46m
Frontier
Thu 9/32:50 pm
MEM
- ORD
1 stop22h 30m
Frontier
Deal found 7/30![Frontier logo]()
$251
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” 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 8/315:30 am
MDW
- MEM
2 stops6h 15m
Southwest
Mon 8/312:55 pm
MEM
- MDW
2 stops7h 00m
Southwest
Deal found 7/27![Southwest logo]()
$236
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 August 1, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This Priceline deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:26 am
ORD
- MEM
1 stop8h 49m
Frontier
Deal found 7/29![Frontier logo]()
$74
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:11 am
ORD
- MEM
1 stop24h 17m
Multiple Airlines
Deal found 7/30![Multiple Airlines logo]()
$78
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:15 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Deal found 7/30![Southwest logo]()
$79
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:28 pm
ORD
- MEM
Nonstop1h 57m
American Airlines
Deal found 7/30![American Airlines logo]()
$79
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:30 am
ORD
- MEM
1 stop9h 10m
Frontier
Deal found 7/30![Frontier logo]()
$80
This CheapOair deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 pm
ORD
- MEM
1 stop19h 46m
Frontier
Deal found 7/30![Frontier logo]()
$85
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:11 am
MDW
- MEM
1 stop6h 32m
Delta
Deal found 7/30![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:23 am
ORD
- MEM
1 stop5h 32m
Delta
Deal found 7/30![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:59 am
MDW
- MEM
1 stop6h 07m
Delta
Deal found 7/29![Delta logo]()
$94
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:27 am
ORD
- MEM
1 stop4h 09m
Delta
Deal found 7/29![Delta logo]()
$94
This CheapOair deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:06 am
ORD
- MEM
1 stop28h 16m
Frontier
Deal found 7/31![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:05 am
ORD
- MEM
1 stop31h 04m
Multiple Airlines
Deal found 8/1![Multiple Airlines logo]()
$110
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 August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (American Airlines) |
One-way from | $74 (Priceline) |
Popular in | December |
Cheapest in | January |
Average price | $409 |
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 August 1, 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
Quickest round-trip
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 8/26
8:45 pm-10:25 pm
Nonstop1h 40m
Memphis
Wed 9/2
3:25 pm-5:00 pm
Nonstop1h 35m
$157
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Mon 8/31
9:20 pm-11:17 pm
Nonstop1h 57m
Memphis
Thu 9/3
6:31 pm-8:37 pm
Nonstop2h 06m
$157
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Mon 8/24
8:45 pm-10:25 pm
Nonstop1h 40m
Memphis
Mon 8/31
5:15 am-6:50 am
Nonstop1h 35m
$157
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Mon 8/24
9:20 pm-11:17 pm
Nonstop1h 57m
Memphis
Mon 8/31
2:37 pm-4:46 pm
Nonstop2h 09m
$157
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 9/5
6:15 pm-7:55 pm
Nonstop1h 40m
Memphis
Sun 9/6
5:10 pm-10:45 pm
1 stop5h 35m
$167
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Mon 8/24
1:59 pm-9:11 pm
1 stop7h 12m
Memphis
Mon 8/31
11:46 am-6:49 pm
1 stop7h 03m
$177
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Thu 11/12
8:04 am-2:48 pm
1 stop6h 44m
Memphis
Sat 11/14
3:53 pm-8:48 pm
1 stop4h 55m
$177
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 9/9
6:40 am-10:47 am
1 stop4h 07m
Memphis
Wed 9/16
10:30 am-4:37 pm
1 stop6h 07m
$177
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Tue 8/25
10:33 am-4:55 pm
1 stop6h 22m
Memphis
Tue 9/1
12:12 pm-4:17 pm
1 stop4h 05m
$177
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Thu 8/20
8:05 am-12:43 pm
1 stop4h 38m
Memphis
Mon 8/24
7:26 pm-11:57 pm
1 stop4h 31m
$177
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.
MDW-MEM
ORD-MEM
ORD-GPT
ORD-BTR
MDW-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
MDW-MEM
ORD-MEM
ORD-GPT
ORD-BTR
What is the cheapest month to book a flight from Chicago to Mississippi?
Currently, February is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $324). Flying from Chicago to Mississippi in January is currently the most expensive (average of $526). 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 August 1, 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.
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 1, 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$493 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$268 | Average$459 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$562 | FlexibilityNo cancel fee | On-time63% |