$164+ Cheap flights from Midway (MDW) to Jackson, MS (JAN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAN
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Jackson with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Jackson
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Cheapest flights from Midway to JacksonExplore the most affordable flight options available from Midway to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
Explore the most affordable flight options available from Midway to Jackson. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop4h 29m
Mon 11/165:06 pm -
1 stop5h 48m
Deal found 9/2![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:50 am -
1 stop5h 00m
Thu 9/2412:40 pm -
1 stop7h 30m
Deal found 9/2![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:45 am -
1 stop4h 35m
Mon 11/95:40 am -
1 stop4h 40m
Deal found 9/7![Southwest logo]()
$377
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:00 am -
1 stop4h 29m
Sun 12/135:20 am -
1 stop6h 45m
Deal found 9/2![Delta logo]()
$383
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:30 pm -
1 stop5h 20m
Sun 11/15:40 am -
1 stop4h 40m
Deal found 9/5![Southwest logo]()
$387
Best flights from Midway to JacksonDiscover carefully curated flight deals from Midway to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
Discover carefully curated flight deals from Midway to Jackson that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:50 am -
1 stop5h 00m
Thu 9/2412:40 pm -
1 stop7h 30m
Deal found 9/2![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop4h 29m
Mon 11/165:06 pm -
1 stop5h 48m
Deal found 9/6![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:30 pm -
1 stop5h 20m
Sun 11/15:40 am -
1 stop4h 40m
Deal found 9/5![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:00 am -
1 stop4h 29m
Sun 12/135:20 am -
1 stop6h 45m
Deal found 9/3![Delta logo]()
$403
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:10 am -
2 stops8h 35m
Mon 11/95:40 am -
2 stops10h 05m
Deal found 9/7![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:05 am -
1 stop6h 12m
Fri 9/255:12 pm -
1 stop5h 32m
Deal found 9/3![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/249:55 am -
2 stops9h 55m
Sat 12/268:20 pm -
1 stop4h 25m
Deal found 9/2![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/301:00 pm -
2 stops9h 20m
Tue 12/11:10 pm -
1 stop5h 55m
Deal found 9/2![Southwest logo]()
$437
Last-minute flights from Midway to JacksonDiscover last-minute flight deals from Midway to Jackson. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Jackson. Data last updated September 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:05 am -
1 stop6h 12m
Fri 9/255:12 pm -
1 stop5h 32m
Deal found 9/3![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:50 am -
1 stop5h 00m
Thu 9/2412:40 pm -
1 stop7h 30m
Deal found 9/2![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/232:05 pm -
1 stop5h 45m
Mon 9/2812:40 pm -
1 stop7h 30m
Deal found 9/6![Southwest logo]()
$432
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:50 am -
1 stop10h 00m
Thu 10/812:00 pm -
1 stop3h 55m
Deal found 9/2![Southwest logo]()
$434
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:04 am -
1 stop5h 45m
Mon 10/125:02 pm -
1 stop5h 31m
Deal found 9/6![Delta logo]()
$414
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:30 pm -
1 stop5h 20m
Sun 11/15:40 am -
1 stop4h 40m
Deal found 9/5![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:45 am -
1 stop4h 35m
Mon 11/95:40 am -
1 stop4h 40m
Deal found 9/7![Southwest logo]()
$377
One-way flights from Midway to JacksonSearch for one-way flight options from Midway to Jackson. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options from Midway to Jackson. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Delta deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/16:00 am -
1 stop5h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Delta logo]()
$164
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:04 am -
1 stop5h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$189
This Southwest deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:10 am -
2 stops8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:04 am -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Delta logo]()
$243
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:00 am -
2 stops7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:00 pm -
1 stop7h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Southwest logo]()
$303
Find flight deals from Midway to Jackson
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Jackson (JAN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (Southwest) |
One-way from | $164 (Delta) |
Popular in | December |
Cheapest in | August |
Average price | $512 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Jackson 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, Cheapflights users made 7,457,451 searches. Data last updated September 7, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Jackson that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Mon 2/1
6:00 am-11:22 am
1 stop5h 22m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$164
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Mon 2/1
10:15 am-7:50 pm
2 stops9h 35m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Sat 10/31
6:04 am-11:49 am
1 stop5h 45m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$189
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Sat 10/31
9:10 am-5:45 pm
2 stops8h 35m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$194
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Sun 10/18
6:04 am-12:14 pm
1 stop6h 10m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$243
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Sun 10/18
5:00 am-12:20 pm
2 stops7h 20m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$274
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Fri 9/18
1:00 pm-8:15 pm
1 stop7h 15m
Jackson-Evers Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$303
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Wed 9/23
7:50 am-12:50 pm
1 stop5h 00m
Jackson-Evers Intl
Thu 9/24
12:40 pm-8:10 pm
1 stop7h 30m
$343
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Wed 11/11
6:00 am-10:29 am
1 stop4h 29m
Jackson-Evers Intl
Mon 11/16
5:06 pm-10:54 pm
1 stop5h 48m
$377
ChicagoJackson
MDW Chicago Midway - JAN Jackson-Evers Intl
MDWJAN
Chicago Midway
Thu 10/29
2:30 pm-7:50 pm
1 stop5h 20m
Jackson-Evers Intl
Sun 11/1
5:40 am-10:20 am
1 stop4h 40m
$387
Showing 1-10 of 15 resultsSorted by cheapest first
Compare providers for flights from Midway to Jackson
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Jackson in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Jackson, Mississippi flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Jackson, Mississippi flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Jackson, Mississippi flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Jackson, Mississippi flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Jackson, Mississippi flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Jackson
Have a flexible travel schedule? Discover the best time to fly to Jackson from Midway with our price prediction graph.
MDW-JAN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Related info for your journey
Find useful and relevant information for your journey from Midway to Jackson. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Jackson?
Book flights to Jackson if you plan to visit one of these locationsVicksburg
Flowood
Clinton
Pearl
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