MDW - JAN

$224 Find Cheap Flights from Chicago Midway Airport to Jackson

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Jackson departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Jackson

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jackson, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Jackson, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$309
Delta
Sat 2/7Mon 2/9
MDW - JAN • 1 stop
Cheapest one-way
$224
Delta
Thu 1/15
MDW - JAN • 1 stop
Top airlines
Delta
Cheapest • from $309 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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Booking Insights
Flight Deals

Cheap Flights from Midway to Jackson (MDW-JAN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Jackson that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Jackson

Sat, Feb 7 - Mon, Feb 9
Delta Logo
6:25 am - 11:22 am
MDW
-
JAN
4h 57m1 stop
Delta Logo
4:58 pm - 10:22 pm
JAN
-
MDW
5h 24m1 stop
$309Delta
Sat, Feb 7 - Mon, Feb 9
Southwest Logo
11:15 am - 7:15 pm
MDW
-
JAN
8h 00m1 stop
Southwest Logo
5:35 am - 2:30 pm
JAN
-
MDW
8h 55m2 stops
$326Southwest
Sat, Feb 7 - Mon, Feb 9
Southwest Logo
12:00 pm - 7:15 pm
MDW
-
JAN
7h 15m2 stops
Southwest Logo
5:35 am - 12:50 pm
JAN
-
MDW
7h 15m2 stops
$331Southwest
Tue, Jan 27 - Fri, Jan 30
Southwest Logo
9:50 am - 5:35 pm
MDW
-
JAN
7h 45m1 stop
Southwest Logo
1:25 pm - 6:05 pm
JAN
-
MDW
4h 40m1 stop
$332Southwest
Tue, Jan 27 - Fri, Jan 30
Southwest Logo
6:15 am - 12:40 pm
MDW
-
JAN
6h 25m1 stop
Southwest Logo
6:40 am - 1:10 pm
JAN
-
MDW
6h 30m2 stops
$337Southwest
Tue, Jan 27 - Fri, Jan 30
Southwest Logo
12:15 pm - 8:00 pm
MDW
-
JAN
7h 45m2 stops
Southwest Logo
6:40 am - 4:40 pm
JAN
-
MDW
10h 00m2 stops
$342Southwest
Mon, Jan 26 - Fri, Jan 30
Southwest Logo
6:15 am - 12:40 pm
MDW
-
JAN
6h 25m1 stop
Southwest Logo
6:40 am - 1:30 pm
JAN
-
MDW
6h 50m1 stop
$344Southwest
Mon, Jan 26 - Fri, Jan 30
Southwest Logo
6:15 am - 12:40 pm
MDW
-
JAN
6h 25m1 stop
Southwest Logo
6:40 am - 4:30 pm
JAN
-
MDW
9h 50m2 stops
$349Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
6:55 am - 11:40 am
MDW
-
JAN
4h 45m1 stop
Southwest Logo
5:45 am - 10:35 am
JAN
-
MDW
4h 50m1 stop
$367Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
6:55 am - 11:40 am
MDW
-
JAN
4h 45m1 stop
Southwest Logo
5:45 am - 2:40 pm
JAN
-
MDW
8h 55m2 stops
$372Southwest
Booking Insights

KAYAK's insights & trends for Midway to Jackson flights

Get data-powered insights and trends into flights from Midway to Jackson to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Jackson?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Jackson were found on Delta ($309) and Southwest ($326).

Which airlines fly non-stop between Chicago Midway Airport and Jackson?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago Midway Airport to Jackson.

There are 2 airlines that fly nonstop from Chicago Midway Airport to Jackson. They are Delta and Southwest. The cheapest airline for this route is Delta, with the best round-trip deal found costing $248. On average, the best prices for this route can be found at Delta.

Good to know

Low seasonApril
Cheapest flight$224
Best time to beat the crowds with an average 44% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Chicago Midway Airport to Jackson

When to book flights from Midway to Jackson

Are your dates flexible? Find out the best times to travel from Midway to Jackson based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Jackson flights

  • What is the cheapest flight from Chicago Midway Airport to Jackson?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Jackson was $224 for a one-way ticket and $309 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Jackson?

    No, a passport isn't needed to fly from Chicago Midway Airport to Jackson. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago Midway Airport to Jackson?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in Jackson is Jackson-Evers Intl.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Jackson?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to Jackson?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Jackson.

  • Which is the best airline for flights from Chicago to Jackson, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Jackson are Southwest and Delta. With an average price for the route of $526 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $456 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Jackson?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Jackson.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Jackson?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Jackson from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Jackson?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Jackson with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and JAN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Jackson?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Jackson from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Midway to Jackson

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Jackson. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Jackson? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4252 reviews
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

2.0 MediocreMatthew, Dec 2025
DCA - OKC
Read more Southwest reviews

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

Everything you need to know for your flight from Midway to Jackson

Information on your arrival and departure airports