Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Jackson, Mississippi to Chicago from $126

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 4/22. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
6:00 am - 12:58 pm
JAN
-
ORD
6h 58m
1 stop
American Airlines Logo
5:00 am - 11:03 am
ORD
-
JAN
6h 03m
1 stop
$251American Airlines
Tue, May 5 - Tue, May 12
Delta Logo
5:36 am - 12:07 pm
JAN
-
MDW
6h 31m
1 stop
Delta Logo
6:23 am - 12:43 pm
MDW
-
JAN
6h 20m
1 stop
$251Delta
Tue, May 5 - Tue, May 12
Southwest Logo
6:30 am - 11:40 am
JAN
-
MDW
5h 10m
1 stop
Southwest Logo
7:25 am - 12:20 pm
MDW
-
JAN
4h 55m
1 stop
$252Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
6:30 am - 3:25 pm
JAN
-
MDW
8h 55m
2 stops
Southwest Logo
7:25 am - 12:20 pm
MDW
-
JAN
4h 55m
1 stop
$258Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
6:30 am - 3:25 pm
JAN
-
MDW
8h 55m
2 stops
Southwest Logo
9:10 am - 5:30 pm
MDW
-
JAN
8h 20m
2 stops
$263Southwest
Tue, Apr 21 - Tue, Apr 28
Delta Logo
5:02 pm - 10:28 pm
JAN
-
MDW
5h 26m
1 stop
Delta Logo
6:00 am - 10:13 am
MDW
-
JAN
4h 13m
1 stop
$277Delta
Sat, May 2 - Tue, May 5
American Airlines Logo
2:20 pm - 7:57 pm
JAN
-
ORD
5h 37m
1 stop
American Airlines Logo
8:39 am - 4:56 pm
ORD
-
JAN
8h 17m
1 stop
$277American Airlines
Sat, May 2 - Tue, May 5
Southwest Logo
6:00 am - 2:35 pm
JAN
-
MDW
8h 35m
2 stops
Southwest Logo
7:25 am - 12:20 pm
MDW
-
JAN
4h 55m
1 stop
$282Southwest
Sat, May 2 - Tue, May 5
Southwest Logo
6:00 am - 2:35 pm
JAN
-
MDW
8h 35m
2 stops
Southwest Logo
10:10 am - 5:30 pm
MDW
-
JAN
7h 20m
2 stops
$287Southwest
Sat, May 2 - Tue, May 5
Delta Logo
6:59 pm - 11:59 pm
JAN
-
ORD
5h 00m
1 stop
Delta Logo
7:10 am - 2:20 pm
ORD
-
JAN
7h 10m
1 stop
$303Delta
Mon, Apr 13 - Mon, Apr 20

American Airlines flights from Jackson, Mississippi to Chicago

Our best American Airlines deals on Jackson, Mississippi to Chicago flight tickets
American Airlines
May 5
JAN6:00 amJackson-Evers Intl
6h 58m
1 stop
ORD12:58 pmChicago O'Hare Intl
May 12
ORD5:00 amChicago O'Hare Intl
6h 03m
1 stop
JAN11:03 amJackson-Evers Intl
$251
American Airlines
May 2
JAN2:20 pmJackson-Evers Intl
5h 37m
1 stop
ORD7:57 pmChicago O'Hare Intl
May 5
ORD8:39 amChicago O'Hare Intl
8h 17m
1 stop
JAN4:56 pmJackson-Evers Intl
$277
American Airlines
Apr 15
JAN6:53 amJackson-Evers Intl
8h 28m
1 stop
ORD3:21 pmChicago O'Hare Intl
Apr 21
ORD3:26 pmChicago O'Hare Intl
7h 44m
1 stop
JAN11:10 pmJackson-Evers Intl
$319

Delta flights from Jackson, Mississippi to Chicago

Our best Delta deals on Jackson, Mississippi to Chicago flight tickets
Delta
May 5
JAN5:36 amJackson-Evers Intl
6h 31m
1 stop
MDW12:07 pmChicago Midway
May 12
MDW6:23 amChicago Midway
6h 20m
1 stop
JAN12:43 pmJackson-Evers Intl
$251
Delta
Apr 28
JAN5:02 pmJackson-Evers Intl
5h 26m
1 stop
MDW10:28 pmChicago Midway
May 4
MDW6:00 amChicago Midway
6h 08m
1 stop
JAN12:08 pmJackson-Evers Intl
$277
Delta
Apr 13
JAN6:59 pmJackson-Evers Intl
5h 00m
1 stop
ORD11:59 pmChicago O'Hare Intl
Apr 20
ORD7:10 amChicago O'Hare Intl
7h 10m
1 stop
JAN2:20 pmJackson-Evers Intl
$303

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 March 24, 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

Tue 5/5

6:00 am-12:58 pm

1 stop6h 58m

Chicago O'Hare Intl

Tue 5/12

5:00 am-11:03 am

1 stop6h 03m

$251

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 5/5

5:36 am-12:07 pm

1 stop6h 31m

Chicago Midway

Tue 5/12

6:23 am-12:43 pm

1 stop6h 20m

$251

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 4/21

6:30 am-11:40 am

1 stop5h 10m

Chicago Midway

Tue 4/28

7:25 am-12:20 pm

1 stop4h 55m

$252

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 4/21

6:30 am-3:25 pm

2 stops8h 55m

Chicago Midway

Tue 4/28

7:25 am-12:20 pm

1 stop4h 55m

$258

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Tue 4/21

6:30 am-3:25 pm

2 stops8h 55m

Chicago Midway

Tue 4/28

9:10 am-5:30 pm

2 stops8h 20m

$263
Quickest round-trip

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Sat 5/2

5:02 pm-10:28 pm

1 stop5h 26m

Chicago Midway

Tue 5/5

6:00 am-10:13 am

1 stop4h 13m

$277

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Sat 5/2

2:20 pm-7:57 pm

1 stop5h 37m

Chicago O'Hare Intl

Tue 5/5

8:39 am-4:56 pm

1 stop8h 17m

$277

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Sat 5/2

6:00 am-2:35 pm

2 stops8h 35m

Chicago Midway

Tue 5/5

7:25 am-12:20 pm

1 stop4h 55m

$282

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

Sat 5/2

6:00 am-2:35 pm

2 stops8h 35m

Chicago Midway

Tue 5/5

10:10 am-5:30 pm

2 stops7h 20m

$287

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

Mon 4/13

6:59 pm-11:59 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 4/20

7:10 am-2:20 pm

1 stop7h 10m

$303

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 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.

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

As of March 2026, prices for Jackson, Mississippi to Chicago flights are approximately 65% 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 09m

Direct flights

None
The fastest flight from Jackson, Mississippi to Chicago takes 4h 09m
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 09m.

  • 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
8,327 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,332 reviews
Search Southwest flights
American AirlinesPriceFrom $258Free CancellationRating
7.1
11,494 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 4/23
Thu 4/30
By creating a price alert you accept our terms of use and privacy policy.

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