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Cheap flights from Jackson, Mississippi to Chicago from $152

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jackson, Mississippi to Chicago departing on 8/5. 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
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.
Delta Logo
5:04 pm - 11:53 pm
JAN
-
ORD
6h 49m
1 stop
Delta Logo
5:30 am - 10:00 am
ORD
-
JAN
4h 30m
1 stop
$303Delta
Wed, Jul 8 - Tue, Jul 14
Southwest Logo
7:15 pm - 11:55 pm
JAN
-
MDW
4h 40m
1 stop
Southwest Logo
7:10 am - 11:45 am
MDW
-
JAN
4h 35m
1 stop
$303Southwest
Wed, Jul 15 - Wed, Jul 22
Southwest Logo
7:15 pm - 11:55 pm
JAN
-
MDW
4h 40m
1 stop
Southwest Logo
5:05 am - 11:45 am
MDW
-
JAN
6h 40m
2 stops
$308Southwest
Wed, Jul 15 - Wed, Jul 22
Delta Logo
7:00 pm - 11:57 pm
JAN
-
ORD
4h 57m
1 stop
Delta Logo
6:40 am - 12:12 pm
ORD
-
JAN
5h 32m
1 stop
$314Delta
Thu, Aug 6 - Wed, Aug 12
Southwest Logo
12:40 pm - 4:55 pm
JAN
-
MDW
4h 15m
1 stop
Southwest Logo
2:40 pm - 6:05 pm
MDW
-
JAN
3h 25m
1 stop
$314Southwest
Thu, Aug 6 - Wed, Aug 12
Southwest Logo
12:40 pm - 9:00 pm
JAN
-
MDW
8h 20m
2 stops
Southwest Logo
7:50 am - 12:50 pm
MDW
-
JAN
5h 00m
1 stop
$319Southwest
Thu, Aug 6 - Wed, Aug 12
Delta Logo
7:00 pm - 11:57 pm
JAN
-
ORD
4h 57m
1 stop
Delta Logo
6:40 am - 12:12 pm
ORD
-
JAN
5h 32m
1 stop
$323Delta
Thu, Aug 6 - Wed, Aug 12
American Airlines Logo
5:26 pm - 11:39 pm
JAN
-
ORD
6h 13m
1 stop
American Airlines Logo
5:07 am - 10:28 am
ORD
-
JAN
5h 21m
1 stop
$335American Airlines
Tue, Jul 21 - Sat, Jul 25
American Airlines Logo
5:26 pm - 11:39 pm
JAN
-
ORD
6h 13m
1 stop
American Airlines Logo
6:04 am - 11:53 am
ORD
-
JAN
5h 49m
1 stop
$341American Airlines
Wed, Jul 8 - Tue, Jul 14
American Airlines Logo
5:00 am - 11:00 am
JAN
-
ORD
6h 00m
1 stop
American Airlines Logo
4:57 pm - 10:19 pm
ORD
-
JAN
5h 22m
1 stop
$346American Airlines
Sat, Aug 1 - Sat, Aug 8

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United Airlines flights from Jackson, Mississippi to Chicago

Our best United Airlines deals on Jackson, Mississippi to Chicago flight tickets
United Airlines
Oct 27
JAN9:00 amJackson-Evers Intl
10h 53m
1 stop
ORD7:53 pmChicago O'Hare Intl
Oct 28
ORD9:00 amChicago O'Hare Intl
10h 28m
1 stop
JAN7:28 pmJackson-Evers Intl
$465
United Airlines
Sep 29
JAN12:02 pmJackson-Evers Intl
11h 25m
1 stop
ORD11:27 pmChicago O'Hare Intl
Sep 30
ORD8:45 amChicago O'Hare Intl
13h 13m
1 stop
JAN9:58 pmJackson-Evers Intl
$485
United Airlines
Oct 27
JAN9:00 amJackson-Evers Intl
11h 31m
2 stops
ORD8:31 pmChicago O'Hare Intl
Oct 28
ORD9:00 amChicago O'Hare Intl
10h 28m
1 stop
JAN7:28 pmJackson-Evers Intl
$487

American Airlines flights from Jackson, Mississippi to Chicago

Our best American Airlines deals on Jackson, Mississippi to Chicago flight tickets
American Airlines
Jul 25
JAN5:22 amJackson-Evers Intl
5h 48m
1 stop
ORD11:10 amChicago O'Hare Intl
Jul 29
ORD6:04 amChicago O'Hare Intl
5h 45m
1 stop
JAN11:49 amJackson-Evers Intl
$335
American Airlines
Jul 8
JAN5:26 pmJackson-Evers Intl
6h 13m
1 stop
ORD11:39 pmChicago O'Hare Intl
Jul 14
ORD6:04 amChicago O'Hare Intl
5h 49m
1 stop
JAN11:53 amJackson-Evers Intl
$341
American Airlines
Aug 1
JAN5:00 amJackson-Evers Intl
6h 00m
1 stop
ORD11:00 amChicago O'Hare Intl
Aug 8
ORD4:57 pmChicago O'Hare Intl
5h 22m
1 stop
JAN10:19 pmJackson-Evers Intl
$346

momondo Fare Finder

 
Customize your flight search to find flights from Jackson, Mississippi to Chicago 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 June 21, 2026.
Use the filters below to find and compare flights from Jackson, Mississippi to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Wed 7/8

5:04 pm-11:53 pm

1 stop6h 49m

Chicago O'Hare Intl

Tue 7/14

5:30 am-10:00 am

1 stop4h 30m

$303

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 7/15

7:15 pm-11:55 pm

1 stop4h 40m

Chicago Midway

Wed 7/22

7:10 am-11:45 am

1 stop4h 35m

$303

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 7/15

7:15 pm-11:55 pm

1 stop4h 40m

Chicago Midway

Wed 7/22

5:05 am-11:45 am

2 stops6h 40m

$308

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Thu 8/6

7:00 pm-11:57 pm

1 stop4h 57m

Chicago O'Hare Intl

Wed 8/12

6:40 am-12:12 pm

1 stop5h 32m

$314
Quickest round-trip

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Thu 8/6

12:40 pm-4:55 pm

1 stop4h 15m

Chicago Midway

Wed 8/12

2:40 pm-6:05 pm

1 stop3h 25m

$314

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Thu 8/6

12:40 pm-9:00 pm

2 stops8h 20m

Chicago Midway

Wed 8/12

7:50 am-12:50 pm

1 stop5h 00m

$319

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Thu 8/6

7:00 pm-11:57 pm

1 stop4h 57m

Chicago O'Hare Intl

Wed 8/12

6:40 am-12:12 pm

1 stop5h 32m

$323

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 7/21

5:26 pm-11:39 pm

1 stop6h 13m

Chicago O'Hare Intl

Sat 7/25

5:07 am-10:28 am

1 stop5h 21m

$335

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Wed 7/8

5:26 pm-11:39 pm

1 stop6h 13m

Chicago O'Hare Intl

Tue 7/14

6:04 am-11:53 am

1 stop5h 49m

$341

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Sat 8/1

5:00 am-11:00 am

1 stop6h 00m

Chicago O'Hare Intl

Sat 8/8

4:57 pm-10:19 pm

1 stop5h 22m

$346

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

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?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Jackson, Mississippi, with most prices found around $191. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Jackson, Mississippi to Chicago during August average around $196.

How have Jackson, Mississippi to Chicago flight prices changed over time?

As of June 2026, prices for Jackson, Mississippi to Chicago flights are approximately 36% more expensive when compared to flights at the same time last year.

When to book flights from Jackson, Mississippi to Chicago

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

Cheap Jackson, Mississippi to Chicago (JAN to CHI) flight deals and tips

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

Fastest flight time

4h 15m

Direct flights

None
The fastest flight from Jackson, Mississippi to Chicago takes 4h 15m
There are no direct flights from Jackson, Mississippi to Chicago. There are no popular flight routes from Jackson, Mississippi to Chicago.
Search flight deals

Frequently asked questions about flying from Jackson, Mississippi to Chicago

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

    The distance between Jackson-Evers Intl and Chicago is about 676.0 mi. By plane, this route typically takes 4h 15m.

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

    Prices for flights from Jackson-Evers Intl Airport to Chicago were last updated today.

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

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

    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 Jackson-Evers Intl Airport to Chicago.

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

    The travel and health documents required for your trip to Chicago 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 Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Jackson, Mississippi to Chicago

Compare and see reviews for airlines that fly from Jackson, Mississippi to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $196Free CancellationRating
7.8
8,423 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
7.9
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $260Free CancellationRating
7.1
11,724 reviews
Search American Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Jackson 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 Jackson to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Jackson which offer a flexible booking policy as well as other useful filters and features.

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?

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

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport