$79+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAN
Jun 29 — Jul 61
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 May 30, 2026.
Explore the most affordable flight options available from Chicago to Mississippi. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 30, 2026.
This Southwest deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:40 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 7/85:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/28![Southwest logo]()
$157
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:20 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 7/19:46 am
MEM
- ORD
Nonstop2h 11m
United Airlines
Deal found 5/26![United Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/2310:30 pm
ORD
- MEM
Nonstop1h 52m
American Airlines
Tue 6/306:10 am
MEM
- ORD
Nonstop2h 08m
American Airlines
Deal found 5/26![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
MDW
- MEM
1 stop4h 37m
Delta
Wed 7/810:36 am
MEM
- MDW
1 stop5h 39m
Delta
Deal found 5/28![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:35 am
ORD
- MEM
1 stop6h 00m
Delta
Wed 7/85:57 pm
MEM
- ORD
1 stop5h 56m
Delta
Deal found 5/28![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:20 pm
MDW
- MEM
1 stop5h 30m
Southwest
Tue 7/145:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/29![Southwest logo]()
$187
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 9/16:05 am
MDW
- MEM
1 stop4h 34m
Delta
Tue 9/810:25 am
MEM
- MDW
1 stop5h 02m
Delta
Deal found 5/29![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 6/235:30 am
ORD
- MEM
1 stop5h 07m
Delta
Tue 6/302:42 pm
MEM
- ORD
1 stop5h 50m
Delta
Deal found 5/29![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/1910:10 am
MDW
- MEM
Nonstop1h 35m
Southwest
Sat 8/2212:40 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/26![Southwest logo]()
$198
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/198:05 am
ORD
- MEM
Nonstop1h 51m
American Airlines
Sat 8/223:48 pm
MEM
- ORD
Nonstop2h 11m
American Airlines
Deal found 5/26![American Airlines logo]()
$198
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/58:45 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Sat 8/812:40 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/26![Southwest logo]()
$201
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/54:18 pm
ORD
- MEM
Nonstop1h 57m
American Airlines
Sat 8/810:28 am
MEM
- ORD
Nonstop2h 02m
American Airlines
Deal found 5/26![American Airlines logo]()
$201
Best flights from Chicago to MississippiDiscover carefully curated flight deals from Chicago to Mississippi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 30, 2026.
Discover carefully curated flight deals from Chicago to Mississippi that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 30, 2026.
This Southwest deal was found by Cheapflights users on 5/27. 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.
Tue 6/305:20 pm
MDW
- MEM
1 stop5h 25m
Southwest
Tue 7/213:35 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/27![Southwest logo]()
$167
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:28 am
ORD
- MEM
1 stop7h 15m
Delta
Tue 8/1111:46 am
MEM
- ORD
1 stop5h 05m
Delta
Deal found 5/30![Delta logo]()
$177
This United Airlines deal was found by Cheapflights users on 5/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/25:30 am
ORD
- BTR
1 stop5h 50m
United Airlines
Sat 7/49:35 am
BTR
- ORD
1 stop7h 54m
United Airlines
Deal found 5/30![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:40 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Tue 7/145:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/29![Southwest logo]()
$177
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/125:00 am
ORD
- MOB
1 stop6h 25m
American Airlines
Mon 6/154:29 pm
MOB
- ORD
1 stop7h 29m
American Airlines
Deal found 5/25![American Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
MDW
- MEM
1 stop4h 37m
Delta
Wed 7/811:38 am
MEM
- MDW
1 stop4h 37m
Delta
Deal found 5/30![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 7/75:30 am
ORD
- MEM
1 stop3h 57m
Delta
Tue 7/1411:38 am
MEM
- ORD
1 stop5h 34m
Delta
Deal found 5/29![Delta logo]()
$197
This Southwest deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/181:00 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 7/225:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/28![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 7/59:55 pm
MDW
- MEM
Nonstop1h 45m
Southwest
Tue 7/75:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/25![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:05 am
MDW
- MEM
1 stop7h 13m
Delta
Sun 6/285:54 pm
MEM
- MDW
1 stop4h 23m
Delta
Deal found 5/25![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 5/27. 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.
Sat 6/206:40 pm
MDW
- MEM
Nonstop1h 35m
Southwest
Wed 7/1512:25 pm
MEM
- MDW
1 stop6h 05m
Southwest
Deal found 5/27![Southwest logo]()
$258
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Thu 7/169:20 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Sun 7/197:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/27![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/241:46 pm
ORD
- MEM
1 stop4h 32m
Delta
Sun 6/286:30 am
MEM
- ORD
1 stop4h 20m
Delta
Deal found 5/25![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 5/30. 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 6/61:25 pm
ORD
- BTR
1 stop7h 01m
American Airlines
Sat 6/136:47 pm
BTR
- ORD
1 stop5h 52m
American Airlines
Deal found 5/30![American Airlines logo]()
$369
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/198:55 am
ORD
- MEM
Nonstop2h 10m
United Airlines
Mon 6/227:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/26![United Airlines logo]()
$351
This Southwest deal was found by Cheapflights users on 5/29. 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 8/58:45 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Sun 8/92:55 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/29![Southwest logo]()
$264
This Delta deal was found by Cheapflights users on 5/29. 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 8/58:02 am
ORD
- MEM
1 stop4h 41m
Delta
Sun 8/97:26 pm
MEM
- ORD
1 stop4h 36m
Delta
Deal found 5/29![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Fri 7/179:20 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Mon 7/207:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/27![United Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/34:44 pm
ORD
- BTR
1 stop6h 15m
American Airlines
Sun 6/76:28 pm
BTR
- ORD
1 stop5h 30m
American Airlines
Deal found 5/25![American Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 5/27. 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 7/278:10 am
MDW
- MEM
2 stops8h 20m
Southwest
Tue 8/188:15 am
MEM
- MDW
2 stops7h 10m
Southwest
Deal found 5/27![Southwest logo]()
$284
This Delta deal was found by Cheapflights users on 5/29. 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.
Sun 7/58:08 am
ORD
- MEM
1 stop7h 24m
Delta
Tue 7/710:36 am
MEM
- ORD
1 stop6h 36m
Delta
Deal found 5/29![Delta logo]()
$284
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:20 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Fri 7/107:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/26![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/225:10 pm
MDW
- MOB
1 stop6h 15m
Delta
Wed 7/294:26 pm
MOB
- MDW
1 stop5h 49m
Delta
Deal found 5/26![Delta logo]()
$290
This United Airlines deal was found by Cheapflights users on 5/27. 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.
Fri 7/109:00 am
ORD
- MEM
Nonstop2h 05m
United Airlines
Sun 7/127:25 am
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/27![United Airlines logo]()
$351
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” 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 6/306:00 am
MDW
- BTR
1 stop6h 47m
Delta
Fri 7/34:00 pm
BTR
- MDW
1 stop6h 17m
Delta
Deal found 5/25![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/98:55 am
ORD
- MEM
Nonstop2h 10m
United Airlines
Fri 6/126:35 pm
MEM
- ORD
Nonstop2h 05m
United Airlines
Deal found 5/26![United Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/29:25 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Thu 7/95:15 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/26![Southwest logo]()
$351
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/305:30 am
ORD
- BTR
1 stop7h 17m
Delta
Fri 7/37:08 pm
BTR
- ORD
1 stop4h 51m
Delta
Deal found 5/26![Delta logo]()
$303
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/189:25 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Mon 6/222:30 pm
MEM
- MDW
1 stop7h 30m
Southwest
Deal found 5/26![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 5/30. 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 7/43:25 pm
ORD
- MOB
1 stop4h 38m
Delta
Sat 7/1112:45 pm
MOB
- ORD
1 stop4h 27m
Delta
Deal found 5/30![Delta logo]()
$307
Last-minute flights from Chicago to MississippiDiscover last-minute flight deals from Chicago to Mississippi. Data last updated May 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Mississippi. Data last updated May 30, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/199:25 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Tue 6/235:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/26![Southwest logo]()
$254
This Southwest deal was found by Cheapflights users on 5/27. 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.
Sat 6/206:40 pm
MDW
- MEM
Nonstop1h 35m
Southwest
Wed 7/153:35 pm
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/27![Southwest logo]()
$248
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/2310:30 pm
ORD
- MEM
Nonstop1h 52m
American Airlines
Tue 6/306:10 am
MEM
- ORD
Nonstop2h 08m
American Airlines
Deal found 5/26![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 6/235:30 am
ORD
- MEM
1 stop5h 07m
Delta
Tue 6/302:42 pm
MEM
- ORD
1 stop5h 50m
Delta
Deal found 5/29![Delta logo]()
$197
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:20 pm
ORD
- MEM
Nonstop2h 01m
United Airlines
Wed 7/19:46 am
MEM
- ORD
Nonstop2h 11m
United Airlines
Deal found 5/26![United Airlines logo]()
$157
This Southwest deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:40 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 7/85:20 am
MEM
- MDW
Nonstop1h 35m
Southwest
Deal found 5/28![Southwest logo]()
$157
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:35 am
ORD
- MEM
1 stop6h 00m
Delta
Wed 7/85:57 pm
MEM
- ORD
1 stop5h 56m
Delta
Deal found 5/28![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/246:00 am
MDW
- MEM
1 stop4h 37m
Delta
Wed 7/810:36 am
MEM
- MDW
1 stop5h 39m
Delta
Deal found 5/28![Delta logo]()
$177
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:40 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Wed 7/14:15 pm
MEM
- MDW
2 stops7h 50m
Southwest
Deal found 5/30![Southwest logo]()
$192
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/244:04 pm
ORD
- MEM
Nonstop1h 59m
American Airlines
Wed 7/810:38 am
MEM
- ORD
1 stop7h 01m
American Airlines
Deal found 5/28![American Airlines logo]()
$212
This Frontier deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:00 am
MDW
- MEM
1 stop4h 55m
Frontier
Tue 6/3011:51 am
MEM
- MDW
1 stop10h 20m
Frontier
Deal found 5/30![Frontier logo]()
$249
This American Airlines deal was found by Cheapflights users on 5/27. 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.
Sat 6/275:00 am
ORD
- MOB
1 stop5h 57m
American Airlines
Sat 7/411:27 am
MOB
- ORD
1 stop8h 17m
American Airlines
Deal found 5/27![American Airlines logo]()
$285
One-way flights from Chicago to MississippiSearch for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated May 30, 2026.
Search for one-way flight options from Chicago to Mississippi. Find affordable one-way fares based on user searches. Data last updated May 30, 2026.
This Southwest deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/249:40 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Deal found 5/28![Southwest logo]()
$79
This American Airlines deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:53 am
ORD
- MEM
Nonstop1h 51m
American Airlines
Deal found 5/28![American Airlines logo]()
$79
This Delta deal was found by Cheapflights users on 5/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:05 am
MDW
- MEM
1 stop4h 27m
Delta
Deal found 5/28![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 5/28. 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.
Tue 7/215:30 am
ORD
- MEM
1 stop3h 57m
Delta
Deal found 5/28![Delta logo]()
$89
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 8/2512:46 pm
MDW
- MEM
1 stop4h 09m
Delta
Deal found 5/29![Delta logo]()
$99
This Delta deal was found by Cheapflights users on 5/29. 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.
Tue 6/235:30 am
ORD
- MEM
1 stop7h 05m
Delta
Deal found 5/29![Delta logo]()
$99
This Southwest deal was found by Cheapflights users on 5/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:00 am
MDW
- MEM
2 stops7h 40m
Southwest
Deal found 5/29![Southwest logo]()
$104
This Delta deal was found by Cheapflights users on 5/30. 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.
Mon 8/1712:46 pm
MDW
- MEM
1 stop4h 09m
Delta
Deal found 5/30![Delta logo]()
$106
This Delta deal was found by Cheapflights users on 5/30. 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.
Mon 8/173:31 pm
ORD
- MEM
1 stop5h 09m
Delta
Deal found 5/30![Delta logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Thu 7/238:05 am
ORD
- MEM
1 stop23h 14m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$110
This American Airlines deal was found by Cheapflights users on 5/28. 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.
Tue 7/2110:30 pm
ORD
- MEM
Nonstop1h 48m
American Airlines
Deal found 5/28![American Airlines logo]()
$114
This Southwest deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/226:15 pm
MDW
- MEM
Nonstop1h 40m
Southwest
Deal found 5/26![Southwest logo]()
$120
Find flight deals from Chicago to Mississippi
Keep the following information in mind while searching for Chicago to Mississippi flight deals. Data was last updated May 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $157 (United Airlines) |
One-way from | $79 (Southwest) |
Popular in | December |
Cheapest in | January |
Average price | $507 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Mississippi that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 30, 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
Tue 6/30
5:20 pm-10:45 pm
1 stop5h 25m
Memphis
Tue 7/21
3:35 pm-5:10 pm
Nonstop1h 35m
$167
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Wed 8/5
5:28 am-12:43 pm
1 stop7h 15m
Memphis
Tue 8/11
11:46 am-4:51 pm
1 stop5h 05m
$177
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Tue 7/7
9:40 pm-11:25 pm
Nonstop1h 45m
Memphis
Tue 7/14
5:20 am-6:55 am
Nonstop1h 35m
$177
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 6/24
6:00 am-10:37 am
1 stop4h 37m
Memphis
Wed 7/8
11:38 am-4:15 pm
1 stop4h 37m
$197
ChicagoMemphis
ORD - MEM
ORDMEM
Chicago O'Hare Intl
Tue 7/7
5:30 am-9:27 am
1 stop3h 57m
Memphis
Tue 7/14
11:38 am-5:12 pm
1 stop5h 34m
$197
Quickest round-trip
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 7/18
1:00 pm-2:40 pm
Nonstop1h 40m
Memphis
Wed 7/22
5:20 am-6:55 am
Nonstop1h 35m
$248
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sun 7/5
9:55 pm-11:40 pm
Nonstop1h 45m
Memphis
Tue 7/7
5:20 am-6:55 am
Nonstop1h 35m
$254
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Sat 6/20
6:40 pm-8:15 pm
Nonstop1h 35m
Memphis
Wed 7/15
12:25 pm-6:30 pm
1 stop6h 05m
$258
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 8/5
8:45 pm-10:25 pm
Nonstop1h 40m
Memphis
Sun 8/9
2:55 pm-4:30 pm
Nonstop1h 35m
$264
ChicagoMemphis
MDW - MEM
MDWMEM
Chicago Midway
Wed 6/24
11:05 am-6:18 pm
1 stop7h 13m
Memphis
Sun 6/28
5:54 pm-10:17 pm
1 stop4h 23m
$274
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-JAN
ORD-GPT
MDW-MEM
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-JAN
ORD-GPT
MDW-MEM
What is the cheapest month to book a flight from Chicago to Mississippi?
Currently, September is the cheapest month in which you can book a flight from Chicago to Mississippi (average of $236). Flying from Chicago to Mississippi in March is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Mississippi?
Reviews of airlines servicing Mississippi
Get insights into the airlines that provide service to Mississippi. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Mississippi. Reviews last updated May 30, 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
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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 May 30, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Mississippi flights
Consider these flights traveling from Chicago to Mississippi.
Top 3 airlines flying from Chicago to Mississippi
Discover the top 3 airlines that operate flights from Chicago to Mississippi. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$372 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$268 | Average$423 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$352 | Average$538 | FlexibilityNo cancel fee | On-time63% |