MDW - JAN

$144 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 6/9. 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.
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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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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Midway to Jackson

KAYAK's recommended round-trip deals from the most popular airlines that fly from Midway to Jackson.
Discover the best prices for you by selecting your travel dates on KAYAK.
Delta Logo
6:00 am - 10:04 amMDW-JAN
4h 04m1 stop
Delta Logo
3:35 pm - 9:41 pmJAN-MDW
6h 06m1 stop
$257Delta
Find Deal
Wed, Jul 2 - Tue, Jul 8
Southwest Logo
6:50 am - 1:50 pmMDW-JAN
7h 00m1 stop
Southwest Logo
2:25 pm - 9:05 pmJAN-MDW
6h 40m1 stop
$262Southwest
Find Deal
Tue, May 27 - Wed, May 28
Southwest Logo
6:50 am - 1:50 pmMDW-JAN
7h 00m1 stop
Southwest Logo
2:25 pm - 7:50 pmJAN-MDW
5h 25m2 stops
$268Southwest
Find Deal
Tue, May 27 - Wed, May 28
Delta Logo
6:00 am - 10:19 amMDW-JAN
4h 19m1 stop
Delta Logo
7:43 am - 11:59 amJAN-MDW
4h 16m1 stop
$317Delta
Find Deal
Thu, Jun 5 - Sun, Jun 8
Delta Logo
6:00 am - 12:25 pmMDW-JAN
6h 25m1 stop
Delta Logo
11:07 am - 3:20 pmJAN-MDW
4h 13m1 stop
$347Delta
Find Deal
Sat, May 17 - Sat, May 31
Southwest Logo
5:30 am - 1:50 pmMDW-JAN
8h 20m2 stops
Southwest Logo
2:25 pm - 7:50 pmJAN-MDW
5h 25m2 stops
$352Southwest
Find Deal
Tue, May 27 - Wed, May 28
Southwest Logo
12:30 pm - 7:50 pmMDW-JAN
7h 20m1 stop
Southwest Logo
6:35 pm - 11:30 pmJAN-MDW
4h 55m1 stop
$357Southwest
Find Deal
Sat, May 17 - Sat, May 24
Southwest Logo
1:20 pm - 7:50 pmMDW-JAN
6h 30m2 stops
Southwest Logo
6:35 pm - 11:30 pmJAN-MDW
4h 55m1 stop
$362Southwest
Find Deal
Sat, May 17 - Sat, May 24
Delta Logo
12:38 pm - 6:34 pmMDW-JAN
5h 56m1 stop
Delta Logo
5:50 am - 11:53 amJAN-MDW
6h 03m1 stop
$397Delta
Find Deal
Fri, Aug 1 - Sun, Aug 3
Southwest Logo
7:25 am - 12:50 pmMDW-JAN
5h 25m1 stop
Southwest Logo
12:20 pm - 8:05 pmJAN-MDW
7h 45m1 stop
$403Southwest
Find Deal
Sun, May 25 - Mon, May 26
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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.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Jackson?

The average price of all round-trip flights from Chicago Midway Airport to Jackson clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to Jackson, look for departures on Wednesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Jackson, Wednesday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from Chicago Midway Airport to Jackson?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Jackson, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Jackson is May, where tickets cost $316 (return) on average. On the other hand, the most expensive months are September and August, where the average cost of round-trip tickets is $586 and $507 respectively.

Good to know

Low seasonFebruary
High seasonJune
Cheapest flight$144
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 4% lower on average.
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 $144 for a one-way ticket and $257 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, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to Jackson are Delta and Southwest. With an average price for the route of $431 and an overall rating of 8.0, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $436 and an overall rating of 8.0.

  • 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.

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 4294 reviews
8.0Comfort
7.1Food
8.6Crew
7.6Entertainment
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

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

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