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Cheap flights from Jackson, Mississippi to Chicago from $129

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jackson, Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:10 pm - 7:05 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 55m1 stop Nashville Intl
Southwest Logo
5:15 am - 11:05 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$242Southwest
Wed, Dec 16 - Thu, Dec 17
Delta Logo
5:20 am - 12:04 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
6h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:28 am - 4:24 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 56m1 stop Atlanta Hartsfield-Jackson
$242Delta
Wed, Dec 9 - Mon, Dec 14
Delta Logo
5:06 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:27 am - 4:21 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 54m1 stop Atlanta Hartsfield-Jackson
$242Delta
Sat, Nov 14 - Mon, Nov 16
Southwest Logo
6:30 am - 4:15 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
9h 45m2 stops Houston Hobby Nashville Intl
Southwest Logo
5:15 am - 11:05 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$247Southwest
Wed, Dec 16 - Thu, Dec 17
Delta Logo
3:50 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:27 am - 4:21 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 54m1 stop Atlanta Hartsfield-Jackson
$248Delta
Tue, Nov 24 - Mon, Nov 30
Southwest Logo
1:10 pm - 7:05 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 55m1 stop Nashville Intl
Southwest Logo
5:15 am - 11:05 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$249Southwest
Wed, Dec 16 - Thu, Dec 17
Southwest Logo
6:30 am - 4:15 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
9h 45m2 stops Houston Hobby Nashville Intl
Southwest Logo
5:15 am - 11:05 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$255Southwest
Wed, Dec 16 - Thu, Dec 17
Southwest Logo
6:15 pm - 11:10 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 55m1 stop Houston Hobby
Southwest Logo
6:40 am - 12:30 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$258Southwest
Fri, Dec 4 - Tue, Dec 8
Southwest Logo
6:30 am - 12:55 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
6h 25m2 stops Houston Hobby Kansas City
Southwest Logo
12:45 pm - 5:35 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$260Southwest
Sat, Nov 14 - Mon, Nov 16
Southwest Logo
6:15 pm - 11:10 pmJAN  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
$263Southwest
Fri, Dec 4 - Tue, Dec 8

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Southwest flights from Jackson, Mississippi to Chicago Midway Airport

Our best Southwest deals on Jackson, Mississippi to Chicago Midway Airport flight tickets
Southwest
Dec 16
JAN6:30 amJackson-Evers Intl
9h 45m
2 stops
MDW4:15 pmChicago Midway
Dec 17
MDW5:15 amChicago Midway
5h 50m
1 stop
JAN11:05 amJackson-Evers Intl
$247
Southwest
Dec 16
JAN1:10 pmJackson-Evers Intl
5h 55m
1 stop
MDW7:05 pmChicago Midway
Dec 17
MDW5:15 amChicago Midway
5h 50m
1 stop
JAN11:05 amJackson-Evers Intl
$249
Southwest
Dec 16
JAN6:30 amJackson-Evers Intl
9h 45m
2 stops
MDW4:15 pmChicago Midway
Dec 17
MDW5:15 amChicago Midway
5h 50m
1 stop
JAN11:05 amJackson-Evers Intl
$255

Delta flights from Jackson, Mississippi to Chicago Midway Airport

Our best Delta deals on Jackson, Mississippi to Chicago Midway Airport flight tickets
Delta
Nov 14
JAN5:06 pmJackson-Evers Intl
5h 48m
1 stop
MDW10:54 pmChicago Midway
Nov 16
MDW11:27 amChicago Midway
4h 54m
1 stop
JAN4:21 pmJackson-Evers Intl
$242
Delta
Nov 24
JAN3:50 pmJackson-Evers Intl
7h 04m
1 stop
MDW10:54 pmChicago Midway
Nov 30
MDW11:27 amChicago Midway
4h 54m
1 stop
JAN4:21 pmJackson-Evers Intl
$248
Delta
Nov 14
JAN3:50 pmJackson-Evers Intl
7h 04m
1 stop
MDW10:54 pmChicago Midway
Nov 21
MDW5:13 pmChicago Midway
4h 26m
1 stop
JAN9:39 pmJackson-Evers Intl
$285

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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Depart

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Price

Cheapest round-trip

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/16

1:10 pm-7:05 pm

1 stop5h 55m

Chicago Midway

Thu 12/17

5:15 am-11:05 am

1 stop5h 50m

$242

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/9

5:20 am-12:04 pm

1 stop6h 44m

Chicago Midway

Mon 12/14

11:28 am-4:24 pm

1 stop4h 56m

$242
Quickest round-trip

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Sat 11/14

5:06 pm-10:54 pm

1 stop5h 48m

Chicago Midway

Mon 11/16

11:27 am-4:21 pm

1 stop4h 54m

$242

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/16

6:30 am-4:15 pm

2 stops9h 45m

Chicago Midway

Thu 12/17

5:15 am-11:05 am

1 stop5h 50m

$247

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Tue 11/24

3:50 pm-10:54 pm

1 stop7h 04m

Chicago Midway

Mon 11/30

11:27 am-4:21 pm

1 stop4h 54m

$248

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/16

1:10 pm-7:05 pm

1 stop5h 55m

Chicago Midway

Thu 12/17

5:15 am-11:05 am

1 stop5h 50m

$249

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Wed 12/16

6:30 am-4:15 pm

2 stops9h 45m

Chicago Midway

Thu 12/17

5:15 am-11:05 am

1 stop5h 50m

$255

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Fri 12/4

6:15 pm-11:10 pm

1 stop4h 55m

Chicago Midway

Tue 12/8

6:40 am-12:30 pm

1 stop5h 50m

$258

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Sat 11/14

6:30 am-12:55 pm

2 stops6h 25m

Chicago Midway

Mon 11/16

12:45 pm-5:35 pm

1 stop4h 50m

$260

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Fri 12/4

6:15 pm-11:10 pm

1 stop4h 55m

Chicago Midway

Tue 12/8

9:55 am-7:55 pm

2 stops10h 00m

$263

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 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 $373 to $531.
The lowest price recently found on this route was $242.

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

$129

Fastest flight time

4h 15m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Jackson, Mississippi in the past 72 hours is $129. The best round-trip flight deal from Jackson, Mississippi to Chicago Midway Airport found on momondo in the last 72 hours is $242.
The fastest flight from Jackson, Mississippi to Chicago Midway Airport takes 4h 15m
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 15m 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
DeltaPriceFrom $286Free CancellationRating
7.8
8,668 reviews
Search Delta flights
SouthwestPriceFrom $308Free CancellationRating
7.9
4,214 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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