MDW - JAN

$199 Find Cheap Flights from Chicago Midway Airport to Jackson - Compare and Save

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Everything you should know

Cheapest round-trip
$270
Typical prices: $386-$562
Southwest
Sun 10/28Fri 11/2
MDW - JAN • 1 stop
Cheapest one-way
$199
Typical prices: $259-$378
Southwest
Wed 10/31
MDW - JAN • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Chicago Midway Airport and Jackson. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
September
Cheapest • 46% price drop
November
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Baltimore/Washington (BWI)
Cheapest • Avg $393 (round-trip)
Nashville Intl (BNA)
Shortest trip • 4h 13m (one-way)
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Insights
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Flight Deals

Cheap Flights from Midway to Jackson (MDW-JAN)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Jackson

Wed, Oct 28 - Mon, Nov 2
Southwest Logo
3:00 pm - 8:00 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 00m1 stop Houston Hobby
Southwest Logo
8:15 pm - 1:05 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 50m1 stop Houston Hobby
$270Southwest
Wed, Oct 28 - Mon, Nov 2
Southwest Logo
12:00 pm - 8:00 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
8h 00m2 stops Dallas Love Field Houston Hobby
Southwest Logo
8:15 pm - 1:05 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 50m1 stop Houston Hobby
$275Southwest
Wed, Nov 11 - Mon, Nov 16
Delta Logo
6:00 am - 10:29 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:06 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 48m1 stop Atlanta Hartsfield-Jackson
$309Delta
Wed, Oct 7 - Wed, Oct 14
Delta Logo
6:04 am - 10:25 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 21m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:35 am - 10:03 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 28m1 stop Atlanta Hartsfield-Jackson
$309Delta
Wed, Oct 7 - Wed, Oct 14
Southwest Logo
6:25 am - 12:15 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
Southwest Logo
12:55 pm - 10:00 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
9h 05m2 stops Nashville Intl Lambert-St Louis
$314Southwest
Wed, Nov 11 - Mon, Nov 16
Delta Logo
6:00 am - 10:29 amMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:06 pm - 10:54 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
5h 48m1 stop Atlanta Hartsfield-Jackson
$329Delta
Wed, Oct 28 - Mon, Nov 2
Southwest Logo
12:00 pm - 8:00 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
8h 00m2 stops Dallas Love Field Houston Hobby
Southwest Logo
5:40 am - 3:45 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
10h 05m2 stops Houston Hobby Dallas Love Field
$332Southwest
Thu, Nov 5 - Sun, Nov 8
Southwest Logo
5:15 am - 11:05 amMDW  Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
Southwest Logo
8:15 pm - 1:05 amJAN  Jackson-Evers Intl-MDW Chicago Midway
4h 50m1 stop Houston Hobby
$353Southwest
Sat, Oct 10 - Sat, Oct 17
Delta Logo
11:33 am - 4:17 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
4h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:33 pm - 10:33 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
7h 00m1 stop Atlanta Hartsfield-Jackson
$353Delta
Wed, Oct 7 - Wed, Oct 14
Southwest Logo
12:15 pm - 8:00 pmMDW  Chicago Midway-JAN Jackson-Evers Intl
7h 45m2 stops Austin Bergstrom Houston Hobby
Southwest Logo
12:55 pm - 10:00 pmJAN  Jackson-Evers Intl-MDW Chicago Midway
9h 05m2 stops Nashville Intl Lambert-St Louis
$373Southwest
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Jackson flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to Jackson with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Jackson?

Round-trip flights from Chicago Midway Airport to Jackson start at $270. Prices are below average for this route right now, with typical round-trip fares ranging from $386 to $562. The lowest price found in the past 5 days was $270 on Southwest.

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Key details for Chicago Midway Airport to Jackson flights

Low season

February

Cheapest flight

$199
Most popular time to fly and prices are also 19% 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

Your Chicago Midway Airport to Jackson flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Chicago Midway Airport to Jackson?

    Flights from Chicago Midway Airport to Jackson usually depart from Chicago Midway (MDW) and arrive at Jackson-Evers Intl (JAN).

  • What cabin classes can I book on flights from Chicago Midway Airport to Jackson?

    Only Economy Class is available on flights from Chicago Midway Airport to Jackson.

  • Which airports do connecting flights from Chicago Midway Airport to Jackson pass through?

    One-stop flights from Chicago Midway Airport to Jackson most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 59% of one-stop connections
    • Houston Hobby (HOU) - 23% of one-stop connections
    • Nashville Intl (BNA) - 14% of one-stop connections
    • Baltimore/Washington (BWI) - 5% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Jackson?

    On the Chicago Midway Airport to Jackson route, being flexible with your departure day can save you up to 38%. Saturday is the cheapest day at $348 round-trip on average, while Tuesday is the most expensive at $561: a $213 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How long is a flight from Chicago Midway Airport to Jackson?

    A nonstop flight from Chicago Midway Airport to Jackson takes 0h 00m, covering 667 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Chicago Midway Airport to Jackson changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $270 to $1,476. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Jackson looking right now?

    One-way fares from Chicago Midway Airport to Jackson are currently lower than usual. Average one-way flight prices are about $208, which is 40% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Jackson?

    Flying via Nashville Intl (BNA) gives the shortest average 1-stop total travel time at 4h 13m, compared with 4h 54m via Atlanta Hartsfield-Jackson (ATL) and 5h 35m via Houston Hobby (HOU).

  • What car rental options are available at Jackson-Evers Intl Airport (JAN)?

    Jackson-Evers Intl Airport (JAN) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    • Dollar
    • Budget
    • Alamo
    • Thrifty
    • Hertz

  • How much should I expect to pay for a Chicago Midway Airport to Jackson flight?

    Round-trip flights from Chicago Midway Airport to Jackson range from $386 to $562, with an average of $476 over the past 12 months. Anything below $386 counts as a good deal.

Your guide to booking Chicago Midway Airport to Jackson flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Saturday departure instead of Tuesday. On this route, Saturday flights average $348 - about $213 less than Tuesday (38% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Jackson trip for September. Fares historically average $256 round-trip in that month - typically $345 less than the most expensive month, which is October (based on the last 12 months).

More options for your flight from Midway to Jackson

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