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Cheap flights from Mississippi to Chicago from $155

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
12:55 pm - 6:20 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 25m1 stop Nashville Intl
Southwest Logo
1:20 pm - 5:30 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 10m1 stop Nashville Intl
$309Southwest
Thu, Jan 7 - Wed, Jan 13
Delta Logo
3:50 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 10:29 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 29m1 stop Atlanta Hartsfield-Jackson
$309Delta
Thu, Nov 12 - Tue, Nov 17
Delta Logo
3:33 pm - 10:33 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 00m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 10:25 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 21m1 stop Atlanta Hartsfield-Jackson
$309Delta
Wed, Oct 21 - Tue, Oct 27
Delta Logo
5:02 pm - 10:33 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 31m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 12:14 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
6h 10m1 stop Atlanta Hartsfield-Jackson
$309Delta
Mon, Oct 26 - Wed, Oct 28
Southwest Logo
12:30 pm - 8:00 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 30m1 stop Houston Hobby
Southwest Logo
6:45 am - 2:45 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
8h 00m1 stop Nashville Intl
$314Southwest
Sat, Oct 17 - Sat, Oct 24
Southwest Logo
8:15 pm - 1:10 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 55m1 stop Houston Hobby
Southwest Logo
9:55 am - 7:55 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
10h 00m2 stops Nashville Intl Houston Hobby
$314Southwest
Thu, Nov 12 - Tue, Nov 17
Southwest Logo
12:55 pm - 6:20 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 25m1 stop Nashville Intl
Southwest Logo
12:25 pm - 7:50 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
7h 25m2 stops Dallas Love Field Houston Hobby
$314Southwest
Thu, Jan 7 - Wed, Jan 13
Multiple Airlines Logo
7:45 pm - 1:33 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
17h 48m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:42 pm - 3:13 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
18h 31m1 stop Orlando
$577Multiple Airlines
Wed, Nov 25 - Sat, Nov 28
Multiple Airlines Logo
6:46 pm - 4:15 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
21h 29m2 stops Tampa Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:07 pm - 7:05 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
22h 58m1 stop Orlando
$590Multiple Airlines
Fri, Dec 18 - Wed, Dec 30
Multiple Airlines Logo
7:45 pm - 1:33 pmGPT  Gulfport Biloxi Regional-MDW Chicago Midway
17h 48m2 stops Orlando Atlanta Hartsfield-Jackson
Multiple Airlines Logo
8:42 pm - 3:13 pmMDW  Chicago Midway-GPT Gulfport Biloxi Regional
18h 31m1 stop Orlando
$590Multiple Airlines
Sun, Nov 22 - Sat, Nov 28

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Delta flights from Mississippi to Chicago Midway Airport

Our best Delta deals on Mississippi to Chicago Midway Airport flight tickets
Delta
Oct 21
JAN3:33 pmJackson-Evers Intl
7h 00m
1 stop
MDW10:33 pmChicago Midway
Oct 27
MDW6:04 amChicago Midway
4h 21m
1 stop
JAN10:25 amJackson-Evers Intl
$309
Delta
Nov 21
GPT5:05 pmGulfport Biloxi Regional
5h 49m
1 stop
MDW10:54 pmChicago Midway
Dec 1
MDW6:00 amChicago Midway
7h 11m
1 stop
GPT1:11 pmGulfport Biloxi Regional
$321
Delta
Nov 7
JAN11:10 amJackson-Evers Intl
4h 07m
1 stop
MDW3:17 pmChicago Midway
Nov 9
MDW5:13 pmChicago Midway
5h 52m
1 stop
JAN11:05 pmJackson-Evers Intl
$329

Southwest flights from Mississippi to Chicago Midway Airport

Our best Southwest deals on Mississippi to Chicago Midway Airport flight tickets
Southwest
Oct 21
JAN12:55 pmJackson-Evers Intl
9h 05m
2 stops
MDW10:00 pmChicago Midway
Oct 27
MDW6:25 amChicago Midway
5h 50m
1 stop
JAN12:15 pmJackson-Evers Intl
$314
Southwest
Oct 21
JAN12:55 pmJackson-Evers Intl
9h 05m
2 stops
MDW10:00 pmChicago Midway
Oct 27
MDW12:15 pmChicago Midway
7h 45m
2 stops
JAN8:00 pmJackson-Evers Intl
$319
Southwest
Nov 12
JAN5:40 amJackson-Evers Intl
10h 05m
2 stops
MDW3:45 pmChicago Midway
Nov 17
MDW9:55 amChicago Midway
10h 00m
2 stops
JAN7:55 pmJackson-Evers Intl
$339

momondo Fare Finder

 
Use the filters below to find and compare flights from Mississippi to Chicago Midway Airport that are best for you.

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Depart

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Price

Cheapest round-trip
Quickest round-trip

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Thu 1/7

12:55 pm-6:20 pm

1 stop5h 25m

Chicago Midway

Wed 1/13

1:20 pm-5:30 pm

1 stop4h 10m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Thu 11/12

3:50 pm-10:54 pm

1 stop7h 04m

Chicago Midway

Tue 11/17

6:00 am-10:29 am

1 stop4h 29m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 10/21

3:33 pm-10:33 pm

1 stop7h 00m

Chicago Midway

Tue 10/27

6:04 am-10:25 am

1 stop4h 21m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Mon 10/26

5:02 pm-10:33 pm

1 stop5h 31m

Chicago Midway

Wed 10/28

6:04 am-12:14 pm

1 stop6h 10m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Sat 10/17

12:30 pm-8:00 pm

1 stop7h 30m

Chicago Midway

Sat 10/24

6:45 am-2:45 pm

1 stop8h 00m

$314

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Thu 11/12

8:15 pm-1:10 am

1 stop4h 55m

Chicago Midway

Tue 11/17

9:55 am-7:55 pm

2 stops10h 00m

$314

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Thu 1/7

12:55 pm-6:20 pm

1 stop5h 25m

Chicago Midway

Wed 1/13

12:25 pm-7:50 pm

2 stops7h 25m

$314

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Wed 11/25

7:45 pm-1:33 pm

2 stops17h 48m

Chicago Midway

Sat 11/28

8:42 pm-3:13 pm

1 stop18h 31m

$577

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Fri 12/18

6:46 pm-4:15 pm

2 stops21h 29m

Chicago Midway

Wed 12/30

8:07 pm-7:05 pm

1 stop22h 58m

$590

GulfportChicago

GPT Gulfport Biloxi Regional - MDW Chicago Midway

GPTMDW

Gulfport Biloxi Regional

Sun 11/22

7:45 pm-1:33 pm

2 stops17h 48m

Chicago Midway

Sat 11/28

8:42 pm-3:13 pm

1 stop18h 31m

$590

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 Chicago from

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

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 Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Mississippi, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Mississippi during the month January is also very affordable. Most momondo users find prices during this month for around $0.

Cheap Mississippi to Chicago Midway Airport flight deals and tips

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

Best Price Found

$155

Fastest flight time

1h 35m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Mississippi in the past 72 hours is $155. The best round-trip flight deal from Mississippi to Chicago Midway Airport found on momondo in the last 72 hours is $309.
The fastest flight from Mississippi to Chicago Midway Airport takes 1h 35m
There are no direct flights from Mississippi to Chicago Midway Airport. There are no popular flight routes from Mississippi to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Mississippi to Chicago Midway Airport

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

    Prices for flights from Mississippi to Chicago Midway Airport are updated daily.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Mississippi to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Mississippi to Chicago Midway Airport

Compare and see reviews for airlines that fly from Mississippi to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $254Free CancellationRating
7.8
8,603 reviews
Search Delta flights
SouthwestPriceFrom $308Free CancellationRating
8.0
4,199 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Mississippi to Chicago for you.

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

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

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Mississippi to Chicago.

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

Yes. momondo can track prices for Mississippi to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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