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Cheap flights from Chicago Midway Airport to Mississippi from $99

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 11/4. 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

Southwest Logo
8:30 am - 10:10 amMDW-MEM
1h 40mnonstop
Southwest Logo
1:50 pm - 3:30 pmMEM-MDW
1h 40mnonstop
$197Southwest
Find Deal
Tue, Sep 16 - Tue, Sep 16
Logo
9:48 am - 11:50 pmMDW-MEM
14h 02m1 stop
Logo
8:35 pm - 7:23 amMEM-MDW
10h 48m1 stop
$206
Find Deal
Fri, Sep 19 - Sun, Sep 21
Southwest Logo
2:05 pm - 7:40 pmMDW-MEM
5h 35m1 stop
Southwest Logo
7:25 am - 9:05 amMEM-MDW
1h 40mnonstop
$207Southwest
Find Deal
Tue, Sep 16 - Wed, Sep 17
Delta Logo
4:25 pm - 11:12 pmMDW-MOB
6h 47m1 stop
Delta Logo
4:43 pm - 9:36 pmMOB-MDW
4h 53m1 stop
$211Delta
Find Deal
Sat, Sep 27 - Wed, Oct 1
Logo
9:48 am - 7:00 pmMDW-MEM
9h 12m1 stop
Logo
8:35 pm - 7:23 amMEM-MDW
10h 48m1 stop
$213
Find Deal
Fri, Sep 26 - Sun, Sep 28
Logo
9:48 am - 11:50 pmMDW-MEM
14h 02m1 stop
Logo
4:08 pm - 7:23 amMEM-MDW
15h 15m1 stop
$216
Find Deal
Fri, Sep 26 - Sun, Oct 5
Southwest Logo
7:55 am - 9:30 amMDW-MEM
1h 35mnonstop
Southwest Logo
6:10 pm - 7:45 pmMEM-MDW
1h 35mnonstop
$217Southwest
Find Deal
Thu, Sep 18 - Mon, Sep 22
Logo
9:48 am - 7:00 pmMDW-MEM
9h 12m1 stop
Logo
8:35 pm - 7:23 amMEM-MDW
10h 48m1 stop
$219
Find Deal
Fri, Sep 19 - Sun, Sep 21
Delta Logo
11:00 am - 3:52 pmMDW-BTR
4h 52m1 stop
Delta Logo
4:39 pm - 9:36 pmBTR-MDW
4h 57m1 stop
$249Delta
Find Deal
Sat, Sep 20 - Tue, Sep 23
Frontier Logo
12:11 pm - 7:27 pmMDW-MEM
7h 16m1 stop
Frontier Logo
8:10 pm - 11:16 amMEM-MDW
15h 06m1 stop
$281Frontier
Find Deal
Fri, Oct 24 - Sun, Oct 26

Southwest flights from Chicago Midway Airport to Mississippi

Our best Southwest deals on Chicago Midway Airport to Mississippi flight tickets
Southwest
Sep 16
MDW8:30 amChicago Midway
1h 40m
MEM10:10 amMemphis
Sep 16
MEM1:50 pmMemphis
1h 40m
MDW3:30 pmChicago Midway
$197
Find similar
Southwest
Sep 16
MDW2:05 pmChicago Midway
5h 35m
1 stop
MEM7:40 pmMemphis
Sep 17
MEM7:25 amMemphis
1h 40m
MDW9:05 amChicago Midway
$207
Find similar
Southwest
Sep 18
MDW7:55 amChicago Midway
1h 35m
MEM9:30 amMemphis
Sep 22
MEM6:10 pmMemphis
1h 35m
MDW7:45 pmChicago Midway
$217
Find similar

Delta flights from Chicago Midway Airport to Mississippi

Our best Delta deals on Chicago Midway Airport to Mississippi flight tickets
Delta
Sep 27
MDW4:25 pmChicago Midway
6h 47m
1 stop
MOB11:12 pmMobile
Oct 1
MOB4:43 pmMobile
4h 53m
1 stop
MDW9:36 pmChicago Midway
$211
Find similar
Delta
Sep 4
MDW9:30 amChicago Midway
3h 53m
1 stop
MEM1:23 pmMemphis
Sep 6
MEM2:03 pmMemphis
4h 34m
1 stop
MDW6:37 pmChicago Midway
$217
Find similar
Delta
Sep 20
MDW11:00 amChicago Midway
4h 52m
1 stop
BTR3:52 pmBaton Rouge Ryan
Sep 23
BTR4:39 pmBaton Rouge Ryan
4h 57m
1 stop
MDW9:36 pmChicago Midway
$249
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 August 28, 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

Tue 9/16

8:30 am-10:10 am

Nonstop1h 40m

Memphis

Tue 9/16

1:50 pm-3:30 pm

Nonstop1h 40m

$197

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 9/19

9:48 am-11:50 pm

1 stop14h 02m

Memphis

Sun 9/21

8:35 pm-7:23 am

1 stop10h 48m

$206

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Tue 9/16

2:05 pm-7:40 pm

1 stop5h 35m

Memphis

Wed 9/17

7:25 am-9:05 am

Nonstop1h 40m

$207

ChicagoMobile

MDW - MOB

MDWMOB

Chicago Midway

Sat 9/27

4:25 pm-11:12 pm

1 stop6h 47m

Mobile

Wed 10/1

4:43 pm-9:36 pm

1 stop4h 53m

$211

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 9/26

9:48 am-7:00 pm

1 stop9h 12m

Memphis

Sun 9/28

8:35 pm-7:23 am

1 stop10h 48m

$213

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 9/26

9:48 am-11:50 pm

1 stop14h 02m

Memphis

Sun 10/5

4:08 pm-7:23 am

1 stop15h 15m

$216

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Thu 9/18

7:55 am-9:30 am

Nonstop1h 35m

Memphis

Mon 9/22

6:10 pm-7:45 pm

Nonstop1h 35m

$217

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 9/19

9:48 am-7:00 pm

1 stop9h 12m

Memphis

Sun 9/21

8:35 pm-7:23 am

1 stop10h 48m

$219

ChicagoBaton Rouge

MDW - BTR

MDWBTR

Chicago Midway

Sat 9/20

11:00 am-3:52 pm

1 stop4h 52m

Baton Rouge Ryan

Tue 9/23

4:39 pm-9:36 pm

1 stop4h 57m

$249

ChicagoMemphis

MDW - MEM

MDWMEM

Chicago Midway

Fri 10/24

12:11 pm-7:27 pm

1 stop7h 16m

Memphis

Sun 10/26

8:10 pm-11:16 am

1 stop15h 06m

$281

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 month to fly to Mississippi?

The month of April is, on average, the cheapest month to fly to Mississippi from Chicago Midway Airport, with most prices found around $248. If you don’t want to visit Mississippi in April, then you should wait until May to fly from Chicago Midway Airport, when ticket prices are also cheap, with an average price of $316.

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 35m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Mississippi

1 airport
The fastest flight from Chicago Midway Airport to Mississippi takes 1h 35m
Direct flights go from Chicago Midway Airport to Mississippi on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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
7,977 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,242 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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