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Cheap flights from Jackson, Mississippi to Chicago from $134

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 2/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
5:48 am - 12:03 pmJAN-ORD
6h 15m1 stop
Delta Logo
6:45 am - 1:23 pmORD-JAN
6h 38m1 stop
$282Delta
Find Deal
mié., dic. 17 - jue., dic. 25
Delta Logo
10:40 am - 4:39 pmJAN-ORD
5h 59m1 stop
Delta Logo
7:10 am - 11:27 amORD-JAN
4h 17m1 stop
$297Delta
Find Deal
mar., mar. 3 - mié., mar. 4
Southwest Logo
6:10 pm - 10:55 pmJAN-MDW
4h 45m1 stop
Southwest Logo
10:45 am - 6:05 pmMDW-JAN
7h 20m1 stop
$297Southwest
Find Deal
lun., ene. 12 - jue., ene. 15
Southwest Logo
6:40 am - 4:30 pmJAN-MDW
9h 50m2 stops
Southwest Logo
5:55 am - 11:15 amMDW-JAN
5h 20m1 stop
$302Southwest
Find Deal
lun., ene. 12 - jue., ene. 15
Southwest Logo
6:40 am - 1:10 pmJAN-MDW
6h 30m2 stops
Southwest Logo
8:15 am - 3:40 pmMDW-JAN
7h 25m2 stops
$307Southwest
Find Deal
lun., ene. 12 - jue., ene. 15
Delta Logo
12:17 pm - 6:43 pmJAN-ORD
6h 26m1 stop
Delta Logo
11:15 am - 5:21 pmORD-JAN
6h 06m1 stop
$322Delta
Find Deal
mar., dic. 9 - vie., dic. 12
American Airlines Logo
6:37 am - 1:08 pmJAN-ORD
6h 31m1 stop
American Airlines Logo
1:27 pm - 9:45 pmORD-JAN
8h 18m1 stop
$374American Airlines
Find Deal
dom., dic. 14 - dom., dic. 21
American Airlines Logo
6:41 am - 1:11 pmJAN-ORD
6h 30m1 stop
American Airlines Logo
5:00 am - 1:20 pmORD-JAN
8h 20m1 stop
$387American Airlines
Find Deal
jue., nov. 20 - lun., nov. 24
United Airlines Logo
12:05 pm - 11:59 pmJAN-ORD
11h 54m2 stops
United Airlines Logo
5:49 am - 4:02 pmORD-JAN
10h 13m1 stop
$529United Airlines
Find Deal
mié., dic. 17 - jue., dic. 25
United Airlines Logo
2:03 pm - 12:14 amJAN-ORD
10h 11m1 stop
United Airlines Logo
7:42 pm - 7:42 pmORD-JAN
24h 00m2 stops
$539United Airlines
Find Deal
jue., ene. 1 - dom., ene. 4

Delta flights from Jackson, Mississippi to Chicago

Our best Delta deals on Jackson, Mississippi to Chicago flight tickets
Delta
Dec 17
JAN5:48 amJackson-Evers Intl
6h 15m
1 stop
ORD12:03 pmChicago O'Hare Intl
Dec 25
ORD6:45 amChicago O'Hare Intl
6h 38m
1 stop
JAN1:23 pmJackson-Evers Intl
$282
Find similar
Delta
Mar 3
JAN10:40 amJackson-Evers Intl
5h 59m
1 stop
ORD4:39 pmChicago O'Hare Intl
Mar 4
ORD7:10 amChicago O'Hare Intl
4h 17m
1 stop
JAN11:27 amJackson-Evers Intl
$297
Find similar
Delta
Dec 9
JAN12:17 pmJackson-Evers Intl
6h 26m
1 stop
ORD6:43 pmChicago O'Hare Intl
Dec 12
ORD11:15 amChicago O'Hare Intl
6h 06m
1 stop
JAN5:21 pmJackson-Evers Intl
$322
Find similar

American Airlines flights from Jackson, Mississippi to Chicago

Our best American Airlines deals on Jackson, Mississippi to Chicago flight tickets
American Airlines
Dec 14
JAN6:37 amJackson-Evers Intl
6h 31m
1 stop
ORD1:08 pmChicago O'Hare Intl
Dec 21
ORD1:27 pmChicago O'Hare Intl
8h 18m
1 stop
JAN9:45 pmJackson-Evers Intl
$374
Find similar
American Airlines
Nov 20
JAN6:41 amJackson-Evers Intl
6h 30m
1 stop
ORD1:11 pmChicago O'Hare Intl
Nov 24
ORD5:00 amChicago O'Hare Intl
8h 20m
1 stop
JAN1:20 pmJackson-Evers Intl
$387
Find similar
American Airlines
Dec 14
JAN6:11 pmJackson-Evers Intl
5h 35m
1 stop
ORD11:46 pmChicago O'Hare Intl
Dec 21
ORD4:07 pmChicago O'Hare Intl
5h 38m
1 stop
JAN9:45 pmJackson-Evers Intl
$394
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 octubre 30, 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

mié. 12/17

5:48 am-12:03 pm

1 stop6h 15m

Chicago O'Hare Intl

jue. 12/25

6:45 am-1:23 pm

1 stop6h 38m

$282

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

mar. 3/3

10:40 am-4:39 pm

1 stop5h 59m

Chicago O'Hare Intl

mié. 3/4

7:10 am-11:27 am

1 stop4h 17m

$297

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

lun. 1/12

6:10 pm-10:55 pm

1 stop4h 45m

Chicago Midway

jue. 1/15

10:45 am-6:05 pm

1 stop7h 20m

$297

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

lun. 1/12

6:40 am-4:30 pm

2 stops9h 50m

Chicago Midway

jue. 1/15

5:55 am-11:15 am

1 stop5h 20m

$302

JacksonChicago

JAN - MDW

JANMDW

Jackson-Evers Intl

lun. 1/12

6:40 am-1:10 pm

2 stops6h 30m

Chicago Midway

jue. 1/15

8:15 am-3:40 pm

2 stops7h 25m

$307

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

mar. 12/9

12:17 pm-6:43 pm

1 stop6h 26m

Chicago O'Hare Intl

vie. 12/12

11:15 am-5:21 pm

1 stop6h 06m

$322

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

dom. 12/14

6:37 am-1:08 pm

1 stop6h 31m

Chicago O'Hare Intl

dom. 12/21

1:27 pm-9:45 pm

1 stop8h 18m

$374

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

jue. 11/20

6:41 am-1:11 pm

1 stop6h 30m

Chicago O'Hare Intl

lun. 11/24

5:00 am-1:20 pm

1 stop8h 20m

$387

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

mié. 12/17

12:05 pm-11:59 pm

2 stops11h 54m

Chicago O'Hare Intl

jue. 12/25

5:49 am-4:02 pm

1 stop10h 13m

$529

JacksonChicago

JAN - ORD

JANORD

Jackson-Evers Intl

jue. 1/1

2:03 pm-12:14 am

1 stop10h 11m

Chicago O'Hare Intl

dom. 1/4

7:42 pm-7:42 pm

2 stops24h 00m

$539

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 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 October 2025, prices for Jackson, Mississippi to Chicago flights are approximately 23% 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

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 06m.

  • 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
7,998 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,243 reviews
Search Southwest flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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.

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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