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Cheap flights from Jackson, Mississippi to Chicago from $149

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 10/13. 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

Delta Logo
6:00 am - 11:26 amJAN-ORD
5h 26m1 stop
Delta Logo
7:10 am - 11:27 amORD-JAN
4h 17m1 stop
$277Delta
Find Deal
Tue, Dec 30 - Tue, Jan 6
Delta Logo
5:35 pm - 9:46 pmJAN-MDW
4h 11m1 stop
Delta Logo
10:05 am - 2:09 pmMDW-JAN
4h 04m1 stop
$277Delta
Find Deal
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
7:05 pm - 11:35 pmJAN-MDW
4h 30m1 stop
Southwest Logo
10:00 am - 6:25 pmMDW-JAN
8h 25m2 stops
$282Southwest
Find Deal
Wed, Oct 15 - Wed, Oct 22
Delta Logo
7:15 pm - 12:01 amJAN-ORD
4h 46m1 stop
Delta Logo
5:32 am - 10:13 amORD-JAN
4h 41m1 stop
$287Delta
Find Deal
Mon, Dec 8 - Tue, Dec 9
Delta Logo
7:15 pm - 11:32 pmJAN-MDW
4h 17m1 stop
Delta Logo
6:00 am - 10:13 amMDW-JAN
4h 13m1 stop
$287Delta
Find Deal
Mon, Dec 8 - Tue, Dec 9
Southwest Logo
4:50 pm - 10:45 pmJAN-MDW
5h 55m1 stop
Southwest Logo
9:55 am - 6:05 pmMDW-JAN
8h 10m2 stops
$302Southwest
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Fri, Feb 20 - Mon, Feb 23
American Airlines Logo
3:36 pm - 11:37 pmJAN-ORD
8h 01m1 stop
American Airlines Logo
1:15 pm - 9:56 pmORD-JAN
8h 41m1 stop
$312American Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
American Airlines Logo
7:20 am - 3:48 pmJAN-ORD
8h 28m1 stop
American Airlines Logo
4:56 pm - 12:12 amORD-JAN
7h 16m1 stop
$318American Airlines
Find Deal
Thu, Oct 9 - Sat, Oct 11
United Airlines Logo
2:03 pm - 10:37 pmJAN-ORD
8h 34m1 stop
United Airlines Logo
9:23 pm - 11:26 amORD-JAN
14h 03m1 stop
$373United Airlines
Find Deal
Tue, Dec 23 - Wed, Dec 31
United Airlines Logo
12:05 pm - 11:32 pmJAN-ORD
11h 27m2 stops
United Airlines Logo
5:00 am - 1:26 pmORD-JAN
8h 26m1 stop
$456United Airlines
Find Deal
Wed, Dec 17 - Thu, Dec 25

Delta flights from Jackson, Mississippi to Chicago

Our best Delta deals on Jackson, Mississippi to Chicago flight tickets
Delta
Dec 30
JAN6:00 amJackson-Evers Intl
5h 26m
1 stop
ORD11:26 amChicago O'Hare Intl
Jan 6
ORD7:10 amChicago O'Hare Intl
4h 17m
1 stop
JAN11:27 amJackson-Evers Intl
$277
Find similar
Delta
Dec 8
JAN7:15 pmJackson-Evers Intl
4h 46m
1 stop
ORD12:01 amChicago O'Hare Intl
Dec 9
ORD5:32 amChicago O'Hare Intl
4h 41m
1 stop
JAN10:13 amJackson-Evers Intl
$287
Find similar
Delta
Mar 3
JAN9:15 amJackson-Evers Intl
7h 24m
1 stop
ORD4:39 pmChicago O'Hare Intl
Mar 4
ORD9:30 amChicago O'Hare Intl
6h 26m
1 stop
JAN3:56 pmJackson-Evers Intl
$297
Find similar

United Airlines flights from Jackson, Mississippi to Chicago

Our best United Airlines deals on Jackson, Mississippi to Chicago flight tickets
United Airlines
Dec 23
JAN2:03 pmJackson-Evers Intl
8h 34m
1 stop
ORD10:37 pmChicago O'Hare Intl
Dec 31
ORD9:23 pmChicago O'Hare Intl
14h 03m
1 stop
JAN11:26 amJackson-Evers Intl
$373
Find similar
United Airlines
Dec 17
JAN12:05 pmJackson-Evers Intl
11h 27m
2 stops
ORD11:32 pmChicago O'Hare Intl
Dec 25
ORD5:00 amChicago O'Hare Intl
8h 26m
1 stop
JAN1:26 pmJackson-Evers Intl
$456
Find similar
United Airlines
Oct 15
JAN2:05 pmJackson-Evers Intl
8h 32m
1 stop
ORD10:37 pmChicago O'Hare Intl
Oct 22
ORD8:45 amChicago O'Hare Intl
10h 59m
2 stops
JAN7:44 pmJackson-Evers Intl
$458
Find similar

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 September 16, 2025.
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

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 12/30

6:00 am-11:26 am

1 stop5h 26m

Chicago O'Hare Intl

Tue 1/6

7:10 am-11:27 am

1 stop4h 17m

$277

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 1/6

5:35 pm-9:46 pm

1 stop4h 11m

Chicago Midway

Tue 1/13

10:05 am-2:09 pm

1 stop4h 04m

$277

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Wed 10/15

7:05 pm-11:35 pm

1 stop4h 30m

Chicago Midway

Wed 10/22

10:00 am-6:25 pm

2 stops8h 25m

$282

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Mon 12/8

7:15 pm-12:01 am

1 stop4h 46m

Chicago O'Hare Intl

Tue 12/9

5:32 am-10:13 am

1 stop4h 41m

$287

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Mon 12/8

7:15 pm-11:32 pm

1 stop4h 17m

Chicago Midway

Tue 12/9

6:00 am-10:13 am

1 stop4h 13m

$287

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Fri 2/20

4:50 pm-10:45 pm

1 stop5h 55m

Chicago Midway

Mon 2/23

9:55 am-6:05 pm

2 stops8h 10m

$302

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Fri 11/7

3:36 pm-11:37 pm

1 stop8h 01m

Chicago O'Hare Intl

Mon 11/10

1:15 pm-9:56 pm

1 stop8h 41m

$312

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Thu 10/9

7:20 am-3:48 pm

1 stop8h 28m

Chicago O'Hare Intl

Sat 10/11

4:56 pm-12:12 am

1 stop7h 16m

$318

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Tue 12/23

2:03 pm-10:37 pm

1 stop8h 34m

Chicago O'Hare Intl

Wed 12/31

9:23 pm-11:26 am

1 stop14h 03m

$373

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Wed 12/17

12:05 pm-11:32 pm

2 stops11h 27m

Chicago O'Hare Intl

Thu 12/25

5:00 am-1:26 pm

1 stop8h 26m

$456

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 $301. 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 $342.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $376. This is often the case because there is less demand to fly during this day of the week. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Jackson, Mississippi to Chicago for around $544.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Jackson, Mississippi to Chicago during this time can be as low as $362. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $597.

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

As of September 2025, prices for Jackson, Mississippi to Chicago flights are approximately 4% cheaper 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

Direct flights

None
There are no direct flights from Jackson, Mississippi to Chicago. There are no popular flight routes from Jackson, Mississippi to Chicago.
Search flight deals

  • 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 08m.

  • 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
7,957 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $286Free CancellationRating
7.2
10,000 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