Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago Midway Airport to Jackson from $128

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Jackson departing on 1/18. 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 Chicago Midway Airport to Jackson

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
11:21 am - 6:14 pm
MDW
-
JAN
6h 53m1 stop
Delta Logo
4:58 pm - 10:22 pm
JAN
-
MDW
5h 24m1 stop
$276Delta
Sat, Jan 17 - Sat, Jan 24
Delta Logo
6:00 am - 10:10 am
MDW
-
JAN
4h 10m1 stop
Delta Logo
5:30 am - 11:59 am
JAN
-
MDW
6h 29m1 stop
$309Delta
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
8:20 am - 7:15 pm
MDW
-
JAN
10h 55m1 stop
Southwest Logo
6:00 am - 1:30 pm
JAN
-
MDW
7h 30m2 stops
$343Southwest
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
12:00 pm - 7:15 pm
MDW
-
JAN
7h 15m2 stops
Southwest Logo
6:00 am - 4:00 pm
JAN
-
MDW
10h 00m2 stops
$377Southwest
Sat, Jan 17 - Sat, Jan 24
Delta Logo
6:00 am - 11:18 am
MDW
-
JAN
5h 18m1 stop
Delta Logo
9:28 am - 4:29 pm
JAN
-
MDW
7h 01m1 stop
$447Delta
Sat, Jan 3 - Tue, Jan 6
Southwest Logo
5:30 am - 10:50 am
MDW
-
JAN
5h 20m1 stop
Southwest Logo
6:40 am - 4:45 pm
JAN
-
MDW
10h 05m2 stops
$452Southwest
Sat, Jan 3 - Tue, Jan 6
Southwest Logo
5:05 am - 11:05 am
MDW
-
JAN
6h 00m1 stop
Southwest Logo
1:25 pm - 6:05 pm
JAN
-
MDW
4h 40m1 stop
$457Southwest
Sun, Jan 4 - Thu, Jan 8
Southwest Logo
5:05 am - 11:05 am
MDW
-
JAN
6h 00m1 stop
Southwest Logo
6:40 am - 4:30 pm
JAN
-
MDW
9h 50m2 stops
$462Southwest
Sun, Jan 4 - Thu, Jan 8
Southwest Logo
5:05 am - 11:45 am
MDW
-
JAN
6h 40m2 stops
Southwest Logo
5:30 am - 3:10 pm
JAN
-
MDW
9h 40m2 stops
$464Southwest
Thu, Mar 19 - Sun, Mar 22
Southwest Logo
5:05 am - 11:45 am
MDW
-
JAN
6h 40m2 stops
Southwest Logo
12:10 pm - 8:10 pm
JAN
-
MDW
8h 00m1 stop
$465Southwest
Thu, Mar 19 - Sun, Mar 22

Southwest flights from Chicago Midway Airport to Jackson, Mississippi

Our best Southwest deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Southwest
Jan 17
MDW8:20 amChicago Midway
10h 55m
1 stop
JAN7:15 pmJackson-Evers Intl
Jan 24
JAN6:00 amJackson-Evers Intl
7h 30m
2 stops
MDW1:30 pmChicago Midway
$343
Find similar
Southwest
Jan 17
MDW12:00 pmChicago Midway
7h 15m
2 stops
JAN7:15 pmJackson-Evers Intl
Jan 24
JAN6:00 amJackson-Evers Intl
10h 00m
2 stops
MDW4:00 pmChicago Midway
$377
Find similar
Southwest
Jan 3
MDW5:30 amChicago Midway
5h 20m
1 stop
JAN10:50 amJackson-Evers Intl
Jan 6
JAN6:40 amJackson-Evers Intl
10h 05m
2 stops
MDW4:45 pmChicago Midway
$452
Find similar

Delta flights from Chicago Midway Airport to Jackson, Mississippi

Our best Delta deals on Chicago Midway Airport to Jackson, Mississippi flight tickets
Delta
Jan 17
MDW11:21 amChicago Midway
6h 53m
1 stop
JAN6:14 pmJackson-Evers Intl
Jan 24
JAN4:58 pmJackson-Evers Intl
5h 24m
1 stop
MDW10:22 pmChicago Midway
$276
Find similar
Delta
Feb 19
MDW6:00 amChicago Midway
4h 10m
1 stop
JAN10:10 amJackson-Evers Intl
Feb 24
JAN5:30 amJackson-Evers Intl
6h 29m
1 stop
MDW11:59 amChicago Midway
$309
Find similar
Delta
Jan 3
MDW6:00 amChicago Midway
5h 18m
1 stop
JAN11:18 amJackson-Evers Intl
Jan 6
JAN9:28 amJackson-Evers Intl
7h 01m
1 stop
MDW4:29 pmChicago Midway
$447
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Jackson, Mississippi 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 December 23, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Jackson, Mississippi that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/17

11:21 am-6:14 pm

1 stop6h 53m

Jackson-Evers Intl

Sat 1/24

4:58 pm-10:22 pm

1 stop5h 24m

$276

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 2/19

6:00 am-10:10 am

1 stop4h 10m

Jackson-Evers Intl

Tue 2/24

5:30 am-11:59 am

1 stop6h 29m

$309

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/17

8:20 am-7:15 pm

1 stop10h 55m

Jackson-Evers Intl

Sat 1/24

6:00 am-1:30 pm

2 stops7h 30m

$343

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/17

12:00 pm-7:15 pm

2 stops7h 15m

Jackson-Evers Intl

Sat 1/24

6:00 am-4:00 pm

2 stops10h 00m

$377

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/3

6:00 am-11:18 am

1 stop5h 18m

Jackson-Evers Intl

Tue 1/6

9:28 am-4:29 pm

1 stop7h 01m

$447

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sat 1/3

5:30 am-10:50 am

1 stop5h 20m

Jackson-Evers Intl

Tue 1/6

6:40 am-4:45 pm

2 stops10h 05m

$452

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sun 1/4

5:05 am-11:05 am

1 stop6h 00m

Jackson-Evers Intl

Thu 1/8

1:25 pm-6:05 pm

1 stop4h 40m

$457

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Sun 1/4

5:05 am-11:05 am

1 stop6h 00m

Jackson-Evers Intl

Thu 1/8

6:40 am-4:30 pm

2 stops9h 50m

$462

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 3/19

5:05 am-11:45 am

2 stops6h 40m

Jackson-Evers Intl

Sun 3/22

5:30 am-3:10 pm

2 stops9h 40m

$464

ChicagoJackson

MDW - JAN

MDWJAN

Chicago Midway

Thu 3/19

5:05 am-11:45 am

2 stops6h 40m

Jackson-Evers Intl

Sun 3/22

12:10 pm-8:10 pm

1 stop8h 00m

$465

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

See travel insights to Jackson from

How to get the cheapest flight ticket from Chicago Midway Airport to Jackson, Mississippi

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 day to depart on your flight to Jackson, Mississippi?

The cheapest day to depart from Chicago Midway Airport to Jackson, Mississippi is on a Wednesday when prices can be found for as low as $320. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $496.

What is the cheapest time of day to depart on your flight to Jackson, Mississippi?

Our most recent data shows that the best time of day to fly to Jackson, Mississippi is in the afternoon. Flights from Chicago Midway Airport to Jackson, Mississippi during this time can be as low as $386. In contrast, the most expensive time of day to depart to Jackson, Mississippi is at noon when prices are around $436.

When to book flights from Chicago Midway Airport to Jackson, Mississippi

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Jackson, Mississippi according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Jackson, Mississippi (MDW to JAN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Jackson, Mississippi

Fastest flight time

4h 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Jackson, Mississippi takes 4h 10m
There are no direct flights from Chicago Midway Airport to Jackson, Mississippi. There are no popular flight routes from Chicago Midway Airport to Jackson, Mississippi.
Search flight deals

  • How far is Chicago Midway to Jackson-Evers Intl by plane?

    The straight-line distance from Chicago Midway to Jackson-Evers Intl is 668.7 mi. 4h 10m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago Midway Airport to Jackson-Evers Intl Airport?

    Prices for flights from Chicago Midway Airport to Jackson-Evers Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to Jackson-Evers Intl Airport?

  • How old do you have to be to fly from Chicago Midway Airport to Jackson-Evers Intl Airport?

    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 Chicago Midway Airport to Jackson-Evers Intl Airport.

  • What documentation or ID do you need to fly to Jackson-Evers Intl Airport?

    The necessary travel and health documents for your Jackson-Evers Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago Midway Airport to Jackson, Mississippi?

Best airlines flying from Chicago Midway Airport to Jackson, Mississippi

Compare and see reviews for airlines that fly from Chicago Midway Airport to Jackson, Mississippi with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
7.9
8,014 reviews
Search Delta flights
SouthwestPriceFrom $316Free CancellationRating
8.0
4,253 reviews
Search Southwest flights

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Vicksburg
Flowood
Clinton
Pearl
Brandon
Richland

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Jackson?

Finding the right flight to Jackson from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Jackson quick and easy, saving you time and money.

Can I find flights from Chicago to Jackson with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Jackson from Chicago with this policy.

How can momondo help me find flights from Chicago to Jackson?

momondo helps you find the best flight between Chicago and Jackson by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Jackson right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Jackson flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Jackson, Mississippi 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 1/22
Thu 1/29
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States