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Cheap flights from Jackson, Mississippi to Chicago from $155

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Jackson, Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
11:45 am - 4:10 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 25m1 stop Nashville Intl
Southwest Logo
5:15 am - 11:05 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$309Southwest
Mon, Nov 2 - Thu, Nov 5
Southwest Logo
1:30 pm - 8:10 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
6h 40m1 stop Nashville Intl
Southwest Logo
7:50 am - 12:50 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 00m1 stop Houston Hobby
$309Southwest
Tue, Sep 22 - Tue, Sep 29
Delta Logo
5:35 am - 9:49 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:00 pm - 6:19 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 19m1 stop Atlanta Hartsfield-Jackson
$309Delta
Tue, Sep 29 - Thu, Oct 1
Delta Logo
9:14 am - 4:15 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 01m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:00 pm - 7:49 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
6h 49m1 stop Atlanta Hartsfield-Jackson
$309Delta
Tue, Sep 22 - Tue, Sep 29
Delta Logo
5:14 pm - 10:44 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 30m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:05 am - 11:46 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 41m1 stop Atlanta Hartsfield-Jackson
$309Delta
Wed, Sep 30 - Sat, Oct 3
Delta Logo
11:10 am - 4:14 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:04 am - 11:49 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 45m1 stop Atlanta Hartsfield-Jackson
$309Delta
Thu, Oct 29 - Mon, Nov 2
Delta Logo
5:14 pm - 10:44 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 30m1 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, Sep 30 - Wed, Oct 7
Delta Logo
11:08 am - 4:15 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 07m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:05 am - 12:17 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
6h 12m1 stop Atlanta Hartsfield-Jackson
$309Delta
Wed, Sep 30 - Thu, Oct 1
Delta Logo
5:35 am - 9:49 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:05 am - 10:23 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 18m1 stop Atlanta Hartsfield-Jackson
$309Delta
Tue, Sep 29 - Wed, Sep 30
Delta Logo
5:35 am - 9:49 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 14m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:05 am - 11:46 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 41m1 stop Atlanta Hartsfield-Jackson
$309Delta
Tue, Sep 29 - Sat, Oct 3

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Delta flights from Jackson, Mississippi to Chicago Midway Airport

Our best Delta deals on Jackson, Mississippi to Chicago Midway Airport flight tickets
Delta
Sep 30
JAN5:14 pmJackson-Evers Intl
5h 30m
1 stop
MDW10:44 pmChicago Midway
Oct 3
MDW6:05 amChicago Midway
5h 41m
1 stop
JAN11:46 amJackson-Evers Intl
$309
Delta
Sep 25
JAN5:12 pmJackson-Evers Intl
5h 32m
1 stop
MDW10:44 pmChicago Midway
Sep 28
MDW10:48 amChicago Midway
5h 41m
1 stop
JAN4:29 pmJackson-Evers Intl
$322
Delta
Sep 30
JAN7:51 amJackson-Evers Intl
4h 03m
1 stop
MDW11:54 amChicago Midway
Sep 30
MDW5:11 pmChicago Midway
6h 10m
1 stop
JAN11:21 pmJackson-Evers Intl
$351

Southwest flights from Jackson, Mississippi to Chicago Midway Airport

Our best Southwest deals on Jackson, Mississippi to Chicago Midway Airport flight tickets
Southwest
Sep 30
JAN7:05 amJackson-Evers Intl
8h 15m
2 stops
MDW3:20 pmChicago Midway
Oct 3
MDW8:40 amChicago Midway
6h 05m
1 stop
JAN2:45 pmJackson-Evers Intl
$314
Southwest
Nov 5
JAN8:15 pmJackson-Evers Intl
4h 50m
1 stop
MDW1:05 amChicago Midway
Nov 9
MDW5:15 amChicago Midway
5h 50m
1 stop
JAN11:05 amJackson-Evers Intl
$318
Southwest
Sep 30
JAN7:05 amJackson-Evers Intl
8h 55m
2 stops
MDW4:00 pmChicago Midway
Oct 3
MDW6:55 amChicago Midway
7h 50m
2 stops
JAN2:45 pmJackson-Evers Intl
$319

momondo Fare Finder

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

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Route

Depart

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Price

Cheapest round-trip

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Mon 11/2

11:45 am-4:10 pm

1 stop4h 25m

Chicago Midway

Thu 11/5

5:15 am-11:05 am

1 stop5h 50m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Tue 9/22

1:30 pm-8:10 pm

1 stop6h 40m

Chicago Midway

Tue 9/29

7:50 am-12:50 pm

1 stop5h 00m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Tue 9/29

5:35 am-9:49 am

1 stop4h 14m

Chicago Midway

Thu 10/1

1:00 pm-6:19 pm

1 stop5h 19m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Tue 9/22

9:14 am-4:15 pm

1 stop7h 01m

Chicago Midway

Tue 9/29

1:00 pm-7:49 pm

1 stop6h 49m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 9/30

5:14 pm-10:44 pm

1 stop5h 30m

Chicago Midway

Sat 10/3

6:05 am-11:46 am

1 stop5h 41m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Thu 10/29

11:10 am-4:14 pm

1 stop5h 04m

Chicago Midway

Mon 11/2

6:04 am-11:49 am

1 stop5h 45m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 9/30

5:14 pm-10:44 pm

1 stop5h 30m

Chicago Midway

Wed 10/7

6:04 am-10:25 am

1 stop4h 21m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 9/30

11:08 am-4:15 pm

1 stop5h 07m

Chicago Midway

Thu 10/1

6:05 am-12:17 pm

1 stop6h 12m

$309
Quickest round-trip

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Tue 9/29

5:35 am-9:49 am

1 stop4h 14m

Chicago Midway

Wed 9/30

6:05 am-10:23 am

1 stop4h 18m

$309

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Tue 9/29

5:35 am-9:49 am

1 stop4h 14m

Chicago Midway

Sat 10/3

6:05 am-11:46 am

1 stop5h 41m

$309

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Jackson, 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 typical price of a round-trip flight between Jackson, Mississippi and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $370 to $592.
The lowest price recently found on this route was $309.

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

When to book flights from Jackson, Mississippi to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Jackson, Mississippi to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Jackson, Mississippi to Chicago Midway Airport (JAN to MDW) flight deals and tips

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

Best Price Found

$155

Fastest flight time

4h 25m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Jackson, Mississippi in the past 72 hours is $155. The best round-trip flight deal from Jackson, Mississippi to Chicago Midway Airport found on momondo in the last 72 hours is $309.
The fastest flight from Jackson, Mississippi to Chicago Midway Airport takes 4h 25m
There are no direct flights from Jackson, Mississippi to Chicago Midway Airport. There are no popular flight routes from Jackson, Mississippi to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Jackson, Mississippi to Chicago Midway Airport

  • How far is Jackson-Evers Intl to Chicago Midway by plane?

    There are 668.7 mi between Jackson-Evers Intl and Chicago Midway. 4h 25m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Jackson-Evers Intl Airport to Chicago Midway Airport?

    Prices for flights from Jackson-Evers Intl Airport to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Jackson-Evers Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Jackson-Evers Intl Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jackson-Evers Intl Airport to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Jackson, Mississippi to Chicago Midway Airport?

Best airlines flying from Jackson, Mississippi to Chicago Midway Airport

Compare and see reviews for airlines that fly from Jackson, Mississippi to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $308Free CancellationRating
8.0
4,203 reviews
Search Southwest flights

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Why use momondo?

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

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 Chicago from Jackson.

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

Yes. momondo allows you to filter the results for Jackson to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search for Jackson to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Jackson to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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