JAN - MDW
$156 Find Cheap Flights from Jackson to Chicago Midway Airport - Compare and Save
This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jackson to Midway departing on 11/13. 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.
Everything you should know
Cheapest round-trip
$245
Typical prices: $379-$565
Southwest
Sat 11/3Sat 11/10
JAN - MDW • 1 stop
Cheapest one-way
$156
Typical prices: $249-$378
Delta
Tue 11/13
JAN - MDW • 1 stop
Flight Deals
Cheap Flights from Jackson to Midway (JAN-MDW)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jackson to Midway 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 Jackson to Midway
Tue, Nov 3 - Tue, Nov 10
1:10 pm - 7:05 pmJAN Jackson-Evers Intl-MDW Chicago Midway
5h 55m1 stop Nashville Intl
12:45 pm - 5:35 pmMDW Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$245Southwest
Wed, Nov 11 - Tue, Nov 17
1:10 pm - 7:05 pmJAN Jackson-Evers Intl-MDW Chicago Midway
5h 55m1 stop Nashville Intl
12:45 pm - 5:35 pmMDW Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$245Southwest
Sat, Feb 6 - Tue, Feb 9
12:10 pm - 4:25 pmJAN Jackson-Evers Intl-MDW Chicago Midway
4h 15m1 stop Atlanta Hartsfield-Jackson
5:25 pm - 9:38 pmMDW Chicago Midway-JAN Jackson-Evers Intl
4h 13m1 stop Atlanta Hartsfield-Jackson
$245Delta
Sat, Dec 12 - Tue, Dec 15
12:05 pm - 6:10 pmJAN Jackson-Evers Intl-MDW Chicago Midway
6h 05m1 stop Houston Hobby
6:40 am - 12:30 pmMDW Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$246Southwest
Tue, Nov 3 - Tue, Nov 10
6:30 am - 3:30 pmJAN Jackson-Evers Intl-MDW Chicago Midway
9h 00m2 stops Houston Hobby Lambert-St Louis
12:45 pm - 5:35 pmMDW Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$250Southwest
Sat, Feb 6 - Tue, Feb 9
5:55 am - 2:30 pmJAN Jackson-Evers Intl-MDW Chicago Midway
8h 35m2 stops Houston Hobby Austin Bergstrom
5:25 am - 12:20 pmMDW Chicago Midway-JAN Jackson-Evers Intl
6h 55m1 stop Houston Hobby
$250Southwest
Wed, Nov 11 - Tue, Nov 17
6:30 am - 3:30 pmJAN Jackson-Evers Intl-MDW Chicago Midway
9h 00m2 stops Houston Hobby Lambert-St Louis
6:40 am - 12:30 pmMDW Chicago Midway-JAN Jackson-Evers Intl
5h 50m1 stop Houston Hobby
$250Southwest
Sat, Dec 12 - Tue, Dec 15
12:05 pm - 7:35 pmJAN Jackson-Evers Intl-MDW Chicago Midway
7h 30m2 stops Houston Hobby Nashville Intl
12:45 pm - 5:35 pmMDW Chicago Midway-JAN Jackson-Evers Intl
4h 50m1 stop Nashville Intl
$252Southwest
Mon, Feb 1 - Mon, Feb 8
12:55 pm - 9:20 pmJAN Jackson-Evers Intl-MDW Chicago Midway
8h 25m2 stops Nashville Intl Baltimore/Washington
12:15 pm - 8:20 pmMDW Chicago Midway-JAN Jackson-Evers Intl
8h 05m2 stops Dallas Love Field Houston Hobby
$255Southwest
Mon, Feb 1 - Mon, Feb 8
9:15 am - 4:25 pmJAN Jackson-Evers Intl-MDW Chicago Midway
7h 10m1 stop Atlanta Hartsfield-Jackson
6:00 am - 11:22 amMDW Chicago Midway-JAN Jackson-Evers Intl
5h 22m1 stop Atlanta Hartsfield-Jackson
$257Delta
Recent one-way flight deals from Jackson to Midway
Fri, Nov 13
5:06 pm - 10:54 pmJAN Jackson-Evers Intl-MDW Chicago Midway
5h 48m1 stop Atlanta Hartsfield-Jackson
$156Delta
Fri, Nov 13
8:15 pm - 1:10 amJAN Jackson-Evers Intl-MDW Chicago Midway
4h 55m1 stop Houston Hobby
$164Southwest
Mon, Nov 2
8:15 pm - 1:05 amJAN Jackson-Evers Intl-MDW Chicago Midway
4h 50m1 stop Houston Hobby
$187Southwest
Mon, Nov 2
11:45 am - 9:00 pmJAN Jackson-Evers Intl-MDW Chicago Midway
9h 15m2 stops Nashville Intl Dallas Love Field
$192Southwest
Fri, Nov 20
8:15 pm - 1:10 amJAN Jackson-Evers Intl-MDW Chicago Midway
4h 55m1 stop Houston Hobby
$199Southwest
Fri, Nov 13
5:40 am - 3:45 pmJAN Jackson-Evers Intl-MDW Chicago Midway
10h 05m2 stops Houston Hobby Dallas Love Field
$204Southwest
Sat, Oct 31
5:40 am - 12:40 pmJAN Jackson-Evers Intl-MDW Chicago Midway
7h 00m1 stop Houston Hobby
$209Southwest
Sat, Oct 31
5:40 am - 1:40 pmJAN Jackson-Evers Intl-MDW Chicago Midway
8h 00m2 stops Houston Hobby Nashville Intl
$214Southwest
Tue, Oct 20
5:02 pm - 10:33 pmJAN Jackson-Evers Intl-MDW Chicago Midway
5h 31m1 stop Atlanta Hartsfield-Jackson
$249Delta
Tue, Oct 20
6:40 am - 1:25 pmJAN Jackson-Evers Intl-MDW Chicago Midway
6h 45m2 stops Houston Hobby Nashville Intl
$254Southwest
Recent last minute flight deals from Jackson to Midway
Tue, Oct 13 - Sat, Oct 24
6:40 am - 11:25 amJAN Jackson-Evers Intl-MDW Chicago Midway
4h 45m1 stop Houston Hobby
8:40 am - 2:45 pmMDW Chicago Midway-JAN Jackson-Evers Intl
6h 05m1 stop Nashville Intl
$468Southwest
Tue, Oct 13 - Sat, Oct 24
6:40 am - 3:30 pmJAN Jackson-Evers Intl-MDW Chicago Midway
8h 50m2 stops Houston Hobby Lambert-St Louis
8:40 am - 2:45 pmMDW Chicago Midway-JAN Jackson-Evers Intl
6h 05m1 stop Nashville Intl
$473Southwest
Tue, Oct 13 - Sat, Oct 24
6:40 am - 4:35 pmJAN Jackson-Evers Intl-MDW Chicago Midway
9h 55m2 stops Houston Hobby Dallas Love Field
10:25 am - 7:00 pmMDW Chicago Midway-JAN Jackson-Evers Intl
8h 35m2 stops Austin Bergstrom Houston Hobby
$478Southwest
Sat, Oct 10 - Tue, Oct 13
11:25 am - 3:25 pmJAN Jackson-Evers Intl-MDW Chicago Midway
4h 00m1 stop Nashville Intl
12:25 pm - 8:00 pmMDW Chicago Midway-JAN Jackson-Evers Intl
7h 35m1 stop Houston Hobby
$565Southwest
Sat, Oct 10 - Tue, Oct 13
11:25 am - 5:55 pmJAN Jackson-Evers Intl-MDW Chicago Midway
6h 30m2 stops Nashville Intl Birmingham
12:25 pm - 8:00 pmMDW Chicago Midway-JAN Jackson-Evers Intl
7h 35m1 stop Houston Hobby
$570Southwest
Sat, Oct 10 - Tue, Oct 13
12:30 pm - 7:35 pmJAN Jackson-Evers Intl-MDW Chicago Midway
7h 05m2 stops Houston Hobby Austin Bergstrom
12:15 pm - 8:00 pmMDW Chicago Midway-JAN Jackson-Evers Intl
7h 45m2 stops Austin Bergstrom Houston Hobby
$575Southwest
Thu, Oct 8 - Sat, Oct 10
5:55 am - 3:05 pmJAN Jackson-Evers Intl-MDW Chicago Midway
9h 10m2 stops Houston Hobby Lambert-St Louis
7:20 am - 11:50 amMDW Chicago Midway-JAN Jackson-Evers Intl
4h 30m1 stop Houston Hobby
$646Southwest
Fri, Oct 9 - Tue, Oct 13
5:55 am - 3:05 pmJAN Jackson-Evers Intl-MDW Chicago Midway
9h 10m2 stops Houston Hobby Lambert-St Louis
12:15 pm - 8:00 pmMDW Chicago Midway-JAN Jackson-Evers Intl
7h 45m2 stops Austin Bergstrom Houston Hobby
$649Southwest
Sun, Oct 11 - Sun, Oct 18
11:10 am - 4:14 pmJAN Jackson-Evers Intl-MDW Chicago Midway
5h 04m1 stop Atlanta Hartsfield-Jackson
6:04 am - 10:25 amMDW Chicago Midway-JAN Jackson-Evers Intl
4h 21m1 stop Atlanta Hartsfield-Jackson
$701Delta
Fri, Oct 9 - Sun, Oct 11
5:35 am - 10:03 amJAN Jackson-Evers Intl-MDW Chicago Midway
4h 28m1 stop Atlanta Hartsfield-Jackson
6:04 am - 10:25 amMDW Chicago Midway-JAN Jackson-Evers Intl
4h 21m1 stop Atlanta Hartsfield-Jackson
$776Delta
Booking Insights
Price, demand and travel trends for Jackson to Chicago Midway Airport flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
How much is a round-trip flight from Jackson to Chicago Midway Airport?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Jackson to Chicago Midway Airport departing in november.What's the cheapest day of the week to fly from Jackson to Chicago Midway Airport?
Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Jackson to Chicago Midway Airport. It’s 10% cheaper than the average day, while Sunday is the most expensive, with prices 100% higher.
What’s the cheapest month to fly from Jackson to Chicago Midway Airport?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Jackson to Chicago Midway Airport, removes the top 0.1% to account for outliers and then takes the median of all values for each month.•April and November are the cheapest months to fly from Jackson to Chicago Midway Airport at $366 round-trip.
•May ($622) and March ($565) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 69% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.
Round-trip flights from Jackson to Chicago Midway Airport typically range from $379 to $565. The lowest price found in the past 5 days was $245, on Southwest.
What’s the most popular layover airport when flying from Jackson to Chicago Midway Airport?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.Atlanta Hartsfield-Jackson (ATL) is the most popular layover for the Jackson to Chicago Midway Airport route. 57% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via ATL.
What is the cheapest layover airport when flying from Jackson to Chicago Midway Airport?
Flights via Houston Hobby (HOU) offer the most affordable fares, with an average round-trip price of $414. Based on KAYAK data over the past 3 months.
Key details for Jackson to Chicago Midway Airport flights
Low season | February |
|---|---|
High season | September |
Cheapest flight | $156 |
When to book flights from Jackson to Midway
Are your dates flexible? Find out the best times to travel from Jackson to Midway 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.
Your Jackson to Chicago Midway Airport flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Jackson to Chicago Midway Airport flights
Get tips on when to book, when to fly and what to know before your trip.More options for your flight from Jackson to Midway
Complete your trip to Chicago with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Midway
Cabin classes available on flights from Jackson to Midway. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Jackson and Midway
Flights from domestic origins to Midway
Choose which airport to fly into in Jackson
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.