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Cheap flights from Jackson, 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 Jackson, Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
4:52 pm - 10:30 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 38m1 stop Dallas/Fort Worth
American Airlines Logo
4:40 pm - 10:43 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
6h 03m1 stop Charlotte Douglas
$309American Airlines
Wed, Nov 11 - Mon, Nov 16
American Airlines Logo
5:48 pm - 12:01 amJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
6h 13m1 stop Charlotte Douglas
American Airlines Logo
11:47 am - 5:18 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
5h 31m1 stop Charlotte Douglas
$309American Airlines
Wed, Nov 11 - Wed, Nov 18
Delta Logo
5:05 pm - 11:57 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
6h 52m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 10:29 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
4h 59m1 stop Atlanta Hartsfield-Jackson
$309Delta
Fri, Nov 6 - Mon, Nov 9
Delta Logo
5:06 pm - 11:54 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
6h 48m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:32 am - 4:21 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
5h 49m1 stop Atlanta Hartsfield-Jackson
$309Delta
Thu, Nov 12 - Wed, Nov 18
Southwest Logo
8:15 pm - 1:10 amJAN  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
$309Southwest
Thu, Nov 12 - Tue, Nov 17
Southwest Logo
8:15 pm - 1:10 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 55m1 stop Houston Hobby
Southwest Logo
12:45 pm - 5:35 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$309Southwest
Fri, Nov 6 - Tue, Nov 10
American Airlines Logo
4:52 pm - 10:30 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 38m1 stop Dallas/Fort Worth
American Airlines Logo
4:40 pm - 10:43 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
6h 03m1 stop Charlotte Douglas
$309American Airlines
Fri, Nov 6 - Mon, Nov 9
Delta Logo
1:20 pm - 7:05 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
5h 45m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:59 pm - 8:39 pmORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
4h 40m1 stop Atlanta Hartsfield-Jackson
$309Delta
Tue, Nov 10 - Fri, Nov 13
United Airlines Logo
6:50 am - 8:24 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
13h 34m2 stops Houston George Bush Intcntl Lambert-St Louis
United Airlines Logo
9:45 pm - 11:26 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
13h 41m2 stops Lambert-St Louis Houston George Bush Intcntl
$556United Airlines
Tue, Feb 2 - Wed, Feb 3
United Airlines Logo
9:05 am - 8:19 pmJAN  Jackson-Evers Intl-ORD Chicago O'Hare Intl
11h 14m2 stops Houston George Bush Intcntl Lambert-St Louis
United Airlines Logo
8:10 pm - 11:15 amORD  Chicago O'Hare Intl-JAN Jackson-Evers Intl
15h 05m2 stops Lambert-St Louis Houston George Bush Intcntl
$556United Airlines
Sat, Nov 7 - Mon, Nov 9

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Delta flights from Jackson, Mississippi to Chicago

Our best Delta deals on Jackson, Mississippi to Chicago flight tickets
Delta
Nov 11
JAN1:20 pmJackson-Evers Intl
5h 45m
1 stop
ORD7:05 pmChicago O'Hare Intl
Nov 18
ORD6:15 pmChicago O'Hare Intl
4h 50m
1 stop
JAN11:05 pmJackson-Evers Intl
$309
Delta
Oct 27
JAN11:10 amJackson-Evers Intl
5h 04m
1 stop
MDW4:14 pmChicago Midway
Oct 31
MDW6:04 amChicago Midway
5h 45m
1 stop
JAN11:49 amJackson-Evers Intl
$327
Delta
Nov 22
JAN5:06 pmJackson-Evers Intl
6h 48m
1 stop
ORD11:54 pmChicago O'Hare Intl
Dec 3
ORD8:04 amChicago O'Hare Intl
6h 57m
1 stop
JAN3:01 pmJackson-Evers Intl
$329

American Airlines flights from Jackson, Mississippi to Chicago

Our best American Airlines deals on Jackson, Mississippi to Chicago flight tickets
American Airlines
Oct 27
JAN5:46 pmJackson-Evers Intl
5h 14m
1 stop
ORD11:00 pmChicago O'Hare Intl
Oct 31
ORD3:50 pmChicago O'Hare Intl
7h 09m
1 stop
JAN10:59 pmJackson-Evers Intl
$327
American Airlines
Nov 6
JAN6:34 pmJackson-Evers Intl
5h 27m
1 stop
ORD12:01 amChicago O'Hare Intl
Nov 8
ORD5:00 amChicago O'Hare Intl
6h 45m
1 stop
JAN11:45 amJackson-Evers Intl
$341
American Airlines
Dec 25
JAN4:56 pmJackson-Evers Intl
5h 09m
1 stop
ORD10:05 pmChicago O'Hare Intl
Dec 29
ORD6:00 amChicago O'Hare Intl
5h 46m
1 stop
JAN11:46 amJackson-Evers Intl
$353

momondo Fare Finder

 
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 Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Wed 11/11

4:52 pm-10:30 pm

1 stop5h 38m

Chicago O'Hare Intl

Mon 11/16

4:40 pm-10:43 pm

1 stop6h 03m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Wed 11/11

5:48 pm-12:01 am

1 stop6h 13m

Chicago O'Hare Intl

Wed 11/18

11:47 am-5:18 pm

1 stop5h 31m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Fri 11/6

5:05 pm-11:57 pm

1 stop6h 52m

Chicago O'Hare Intl

Mon 11/9

5:30 am-10:29 am

1 stop4h 59m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Thu 11/12

5:06 pm-11:54 pm

1 stop6h 48m

Chicago O'Hare Intl

Wed 11/18

10:32 am-4:21 pm

1 stop5h 49m

$309

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

6:40 am-12:30 pm

1 stop5h 50m

$309
Quickest round-trip

JacksonChicago

JAN Jackson-Evers Intl - MDW Chicago Midway

JANMDW

Jackson-Evers Intl

Fri 11/6

8:15 pm-1:10 am

1 stop4h 55m

Chicago Midway

Tue 11/10

12:45 pm-5:35 pm

1 stop4h 50m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Fri 11/6

4:52 pm-10:30 pm

1 stop5h 38m

Chicago O'Hare Intl

Mon 11/9

4:40 pm-10:43 pm

1 stop6h 03m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Tue 11/10

1:20 pm-7:05 pm

1 stop5h 45m

Chicago O'Hare Intl

Fri 11/13

3:59 pm-8:39 pm

1 stop4h 40m

$309

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Tue 2/2

6:50 am-8:24 pm

2 stops13h 34m

Chicago O'Hare Intl

Wed 2/3

9:45 pm-11:26 am

2 stops13h 41m

$556

JacksonChicago

JAN Jackson-Evers Intl - ORD Chicago O'Hare Intl

JANORD

Jackson-Evers Intl

Sat 11/7

9:05 am-8:19 pm

2 stops11h 14m

Chicago O'Hare Intl

Mon 11/9

8:10 pm-11:15 am

2 stops15h 05m

$556

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?

Prices are currently low for flights on this route.

Typical prices usually range from $330 to $520.
The lowest price recently found on this route was $309.

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Jackson, Mississippi, with most prices found around $358. If you’re not able to fly to Chicago in January, then December is your next best option. Flight prices from Jackson, Mississippi to Chicago during December average around $386.

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

As of October 2026, prices for Jackson, Mississippi to Chicago flights are approximately 8% 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

Best Price Found

$155

Fastest flight time

4h 00m

Direct flights

None
The best one-way flight to Chicago from Jackson, Mississippi in the past 72 hours is $155. The best round-trip flight deal from Jackson, Mississippi to Chicago found on momondo in the last 72 hours is $309.
The fastest flight from Jackson, Mississippi to Chicago takes 4h 00m
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 00m.

  • 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 $286Free CancellationRating
7.8
8,654 reviews
Search Delta flights
American AirlinesPriceFrom $296Free CancellationRating
7.0
12,168 reviews
Search American Airlines flights
SouthwestPriceFrom $308Free CancellationRating
7.9
4,215 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?

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

Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport