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Cheap flights from Jackson, Mississippi to Chicago from $160

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 6/3. 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
0 bags

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Find the cheapest flights from Jackson, Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:34 am - 1:47 pm
JAN
-
ORD
4h 13m
1 stop
Delta Logo
8:08 am - 12:10 pm
ORD
-
JAN
4h 02m
1 stop
$319Delta
Wed, Jun 3 - Wed, Jun 10
Delta Logo
5:05 pm - 9:09 pm
JAN
-
MDW
4h 04m
1 stop
Delta Logo
6:00 am - 10:08 am
MDW
-
JAN
4h 08m
1 stop
$319Delta
Wed, Jun 3 - Wed, Jun 10
Delta Logo
5:00 pm - 9:53 pm
JAN
-
ORD
4h 53m
1 stop
Delta Logo
5:30 am - 12:10 pm
ORD
-
JAN
6h 40m
1 stop
$333Delta
Sat, Jun 6 - Wed, Jun 10
American Airlines Logo
8:15 am - 4:04 pm
JAN
-
ORD
7h 49m
1 stop
American Airlines Logo
1:25 pm - 6:59 pm
ORD
-
JAN
5h 34m
1 stop
$347American Airlines
Sat, May 30 - Sat, Jun 6
Southwest Logo
6:30 am - 3:25 pm
JAN
-
MDW
8h 55m
2 stops
Southwest Logo
3:10 pm - 6:45 pm
MDW
-
JAN
3h 35m
1 stop
$352Southwest
Tue, Jun 2 - Tue, Jun 9
American Airlines Logo
5:29 pm - 11:32 pm
JAN
-
ORD
6h 03m
1 stop
American Airlines Logo
5:59 am - 11:54 am
ORD
-
JAN
5h 55m
1 stop
$353American Airlines
Tue, Jun 9 - Thu, Jun 11
Southwest Logo
6:30 am - 2:55 pm
JAN
-
MDW
8h 25m
2 stops
Southwest Logo
7:10 am - 11:45 am
MDW
-
JAN
4h 35m
1 stop
$358Southwest
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
6:30 am - 2:55 pm
JAN
-
MDW
8h 25m
2 stops
Southwest Logo
11:25 am - 6:45 pm
MDW
-
JAN
7h 20m
2 stops
$363Southwest
Wed, Jun 3 - Wed, Jun 10
Southwest Logo
6:10 pm - 10:45 pm
JAN
-
MDW
4h 35m
1 stop
Southwest Logo
7:05 am - 11:45 am
MDW
-
JAN
4h 40m
1 stop
$367Southwest
Sat, May 30 - Sat, Jun 6
American Airlines Logo
7:30 pm - 12:43 am
JAN
-
ORD
5h 13m
1 stop
American Airlines Logo
2:55 pm - 10:40 pm
ORD
-
JAN
7h 45m
1 stop
$388American Airlines
Mon, Jul 6 - Thu, Jul 9

United Airlines flights from Jackson, Mississippi to Chicago

Our best United Airlines deals on Jackson, Mississippi to Chicago flight tickets
United Airlines
Aug 11
JAN12:00 pmJackson-Evers Intl
9h 37m
1 stop
ORD9:37 pmChicago O'Hare Intl
Aug 12
ORD5:30 amChicago O'Hare Intl
13h 58m
1 stop
JAN7:28 pmJackson-Evers Intl
$445
United Airlines
Jun 3
JAN2:07 pmJackson-Evers Intl
17h 50m
1 stop
ORD7:57 amChicago O'Hare Intl
Jun 10
ORD6:30 amChicago O'Hare Intl
13h 40m
1 stop
JAN8:10 pmJackson-Evers Intl
$500
United Airlines
Jun 3
JAN2:07 pmJackson-Evers Intl
16h 21m
2 stops
ORD6:28 amChicago O'Hare Intl
Jun 10
ORD6:30 amChicago O'Hare Intl
13h 40m
1 stop
JAN8:10 pmJackson-Evers Intl
$506

Delta flights from Jackson, Mississippi to Chicago

Our best Delta deals on Jackson, Mississippi to Chicago flight tickets
Delta
Jun 3
JAN9:34 amJackson-Evers Intl
4h 13m
1 stop
ORD1:47 pmChicago O'Hare Intl
Jun 10
ORD8:08 amChicago O'Hare Intl
4h 02m
1 stop
JAN12:10 pmJackson-Evers Intl
$319
Delta
Jun 6
JAN5:00 pmJackson-Evers Intl
4h 53m
1 stop
ORD9:53 pmChicago O'Hare Intl
Jun 10
ORD5:30 amChicago O'Hare Intl
6h 40m
1 stop
JAN12:10 pmJackson-Evers Intl
$333
Delta
May 28
JAN10:51 amJackson-Evers Intl
5h 21m
1 stop
MDW4:12 pmChicago Midway
Jun 4
MDW6:23 amChicago Midway
5h 49m
1 stop
JAN12:12 pmJackson-Evers Intl
$347

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 May 5, 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 6/3

9:34 am-1:47 pm

1 stop4h 13m

Chicago O'Hare Intl

Wed 6/10

8:08 am-12:10 pm

1 stop4h 02m

$319
Quickest round-trip

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 6/3

5:05 pm-9:09 pm

1 stop4h 04m

Chicago Midway

Wed 6/10

6:00 am-10:08 am

1 stop4h 08m

$319

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Sat 6/6

5:00 pm-9:53 pm

1 stop4h 53m

Chicago O'Hare Intl

Wed 6/10

5:30 am-12:10 pm

1 stop6h 40m

$333

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Sat 5/30

8:15 am-4:04 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 6/6

1:25 pm-6:59 pm

1 stop5h 34m

$347

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 6/2

6:30 am-3:25 pm

2 stops8h 55m

Chicago Midway

Tue 6/9

3:10 pm-6:45 pm

1 stop3h 35m

$352

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 6/9

5:29 pm-11:32 pm

1 stop6h 03m

Chicago O'Hare Intl

Thu 6/11

5:59 am-11:54 am

1 stop5h 55m

$353

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 6/3

6:30 am-2:55 pm

2 stops8h 25m

Chicago Midway

Wed 6/10

7:10 am-11:45 am

1 stop4h 35m

$358

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 6/3

6:30 am-2:55 pm

2 stops8h 25m

Chicago Midway

Wed 6/10

11:25 am-6:45 pm

2 stops7h 20m

$363

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Sat 5/30

6:10 pm-10:45 pm

1 stop4h 35m

Chicago Midway

Sat 6/6

7:05 am-11:45 am

1 stop4h 40m

$367

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Mon 7/6

7:30 pm-12:43 am

1 stop5h 13m

Chicago O'Hare Intl

Thu 7/9

2:55 pm-10:40 pm

1 stop7h 45m

$388

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 May 2026, prices for Jackson, Mississippi to Chicago flights are approximately 2% 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 04m

Direct flights

None
The fastest flight from Jackson, Mississippi to Chicago takes 4h 04m
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 04m.

  • 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
7.9
8,460 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
7.9
4,305 reviews
Search Southwest flights
American AirlinesPriceFrom $258Free CancellationRating
7.1
11,667 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