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Cheap flights from Chicago Midway Airport to Mississippi from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Mississippi departing on 12/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Mississippi

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:15 am - 12:06 pmMDW-MEM
5h 51m1 stop
Frontier Logo
11:56 am - 6:12 pmMEM-MDW
6h 16m1 stop
$124Frontier
Find Deal
Thu, Dec 11 - Sun, Dec 14
Frontier Logo
12:30 pm - 7:22 pmMDW-MEM
6h 52m1 stop
Frontier Logo
3:27 pm - 10:43 pmMEM-MDW
7h 16m1 stop
$150Frontier
Find Deal
Mon, Nov 17 - Thu, Nov 20
Southwest Logo
8:10 am - 9:55 amMDW-MEM
1h 45mnonstop
Southwest Logo
3:00 pm - 4:35 pmMEM-MDW
1h 35mnonstop
$191Southwest
Find Deal
Mon, Dec 8 - Tue, Dec 9
Frontier Logo
9:07 pm - 7:13 pmMDW-MEM
22h 06m1 stop
Frontier Logo
8:08 pm - 9:13 amMEM-MDW
13h 05m2 stops
$195Frontier
Find Deal
Thu, Jan 8 - Sun, Jan 11
Southwest Logo
10:50 am - 4:05 pmMDW-MEM
5h 15m1 stop
Southwest Logo
3:00 pm - 4:35 pmMEM-MDW
1h 35mnonstop
$201Southwest
Find Deal
Thu, Dec 4 - Mon, Dec 8
Multiple Airlines Logo
5:47 pm - 9:02 amMDW-MEM
15h 15m1 stop
Multiple Airlines Logo
4:28 pm - 8:46 amMEM-MDW
16h 18m2 stops
$205Multiple Airlines
Find Deal
Mon, Dec 1 - Mon, Dec 8
Southwest Logo
8:10 am - 9:55 amMDW-MEM
1h 45mnonstop
Southwest Logo
1:25 pm - 7:30 pmMEM-MDW
6h 05m2 stops
$206Southwest
Find Deal
Mon, Dec 8 - Tue, Dec 9
Delta Logo
5:29 pm - 10:07 pmMDW-MEM
4h 38m1 stop
Delta Logo
12:00 pm - 5:26 pmMEM-MDW
5h 26m1 stop
$211Delta
Find Deal
Mon, Dec 8 - Wed, Dec 24
Delta Logo
10:49 am - 3:01 pmMDW-MOB
4h 12m1 stop
Delta Logo
7:17 pm - 11:47 pmMOB-MDW
4h 30m1 stop
$211Delta
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Wed, Dec 3 - Wed, Dec 10
Multiple Airlines Logo
7:23 pm - 6:47 pmMDW-MEM
23h 24m2 stops
Multiple Airlines Logo
8:07 pm - 11:08 amMEM-MDW
15h 01m1 stop
$254Multiple Airlines
Find Deal
Thu, Dec 4 - Sun, Dec 7

Frontier flights from Chicago Midway Airport to Mississippi

Our best Frontier deals on Chicago Midway Airport to Mississippi flight tickets
Frontier
Dec 11
MDW6:15 amChicago Midway
5h 51m
1 stop
MEM12:06 pmMemphis
Dec 14
MEM11:56 amMemphis
6h 16m
1 stop
MDW6:12 pmChicago Midway
$124
Find similar
Frontier
Nov 17
MDW12:30 pmChicago Midway
6h 52m
1 stop
MEM7:22 pmMemphis
Nov 20
MEM3:27 pmMemphis
7h 16m
1 stop
MDW10:43 pmChicago Midway
$150
Find similar
Frontier
Jan 8
MDW9:07 pmChicago Midway
22h 06m
1 stop
MEM7:13 pmMemphis
Jan 11
MEM8:08 pmMemphis
13h 05m
2 stops
MDW9:13 amChicago Midway
$195
Find similar

Southwest flights from Chicago Midway Airport to Mississippi

Our best Southwest deals on Chicago Midway Airport to Mississippi flight tickets
Southwest
Dec 8
MDW8:10 amChicago Midway
1h 45m
MEM9:55 amMemphis
Dec 9
MEM3:00 pmMemphis
1h 35m
MDW4:35 pmChicago Midway
$191
Find similar
Southwest
Dec 4
MDW10:50 amChicago Midway
5h 15m
1 stop
MEM4:05 pmMemphis
Dec 8
MEM3:00 pmMemphis
1h 35m
MDW4:35 pmChicago Midway
$201
Find similar
Southwest
Dec 8
MDW8:10 amChicago Midway
1h 45m
MEM9:55 amMemphis
Dec 9
MEM1:25 pmMemphis
6h 05m
2 stops
MDW7:30 pmChicago Midway
$206
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated November 5, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Mississippi that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 12/11

6:15 am-12:06 pm

1 stop5h 51m

Memphis

Sun 12/14

11:56 am-6:12 pm

1 stop6h 16m

$124

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 11/17

12:30 pm-7:22 pm

1 stop6h 52m

Memphis

Thu 11/20

3:27 pm-10:43 pm

1 stop7h 16m

$150

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 12/8

8:10 am-9:55 am

Nonstop1h 45m

Memphis

Tue 12/9

3:00 pm-4:35 pm

Nonstop1h 35m

$191

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 1/8

9:07 pm-7:13 pm

1 stop22h 06m

Memphis

Sun 1/11

8:08 pm-9:13 am

2 stops13h 05m

$195

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 12/4

10:50 am-4:05 pm

1 stop5h 15m

Memphis

Mon 12/8

3:00 pm-4:35 pm

Nonstop1h 35m

$201

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 12/1

5:47 pm-9:02 am

1 stop15h 15m

Memphis

Mon 12/8

4:28 pm-8:46 am

2 stops16h 18m

$205

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 12/8

8:10 am-9:55 am

Nonstop1h 45m

Memphis

Tue 12/9

1:25 pm-7:30 pm

2 stops6h 05m

$206

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Mon 12/8

5:29 pm-10:07 pm

1 stop4h 38m

Memphis

Wed 12/24

12:00 pm-5:26 pm

1 stop5h 26m

$211

ChicagoMobile

MDW - MOB

MDWMOB

Chicago Midway

Wed 12/3

10:49 am-3:01 pm

1 stop4h 12m

Mobile

Wed 12/10

7:17 pm-11:47 pm

1 stop4h 30m

$211

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 12/4

7:23 pm-6:47 pm

2 stops23h 24m

Memphis

Sun 12/7

8:07 pm-11:08 am

1 stop15h 01m

$254

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Mississippi from

How to get the cheapest flight ticket from Chicago Midway Airport to Mississippi

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Mississippi?

The cheapest day to depart from Chicago Midway Airport to Mississippi is on a Wednesday. Travelers who choose to depart for Mississippi on a Wednesday will often find tickets for as low as $371. Flights from Chicago Midway Airport to Mississippi on a Friday will generally be more expensive and average around $521. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Mississippi?

According to our data, the cheapest time of day to fly to Mississippi is in the afternoon. momondo users have found flights departing from Chicago Midway Airport to Mississippi in the afternoon for as low as $442. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Mississippi, so prices are often more expensive at around $442 per ticket.

Cheap Chicago Midway Airport to Mississippi flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Mississippi

Fastest flight time

1h 45m

Direct flights

Every day

Airports in Mississippi

1 airport
The fastest flight from Chicago Midway Airport to Mississippi takes 1h 45m
Direct flights go from Chicago Midway Airport to Mississippi every day.
There is 1 airport near Mississippi: Memphis (MEM)
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Mississippi?

    Prices for flights from Chicago Midway Airport to Mississippi are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Mississippi?

  • How old do you have to be to fly from Chicago Midway Airport to Mississippi?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Mississippi.

  • What documentation or ID do you need to fly to Mississippi?

    The travel and health documents required for your trip to Mississippi can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Mississippi. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago Midway Airport to Mississippi

Compare and see reviews for airlines that fly from Chicago Midway Airport to Mississippi with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
7.9
8,004 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,240 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Mississippi?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Mississippi from Chicago.

Can I find flights from Chicago to Mississippi with flexible booking policies on momondo?

Yes. All flights to Mississippi from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Mississippi?

momondo provides multiple filters to help you find the best flight to Mississippi from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Mississippi right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Mississippi now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Mississippi and let you know when they change.

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