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$221+ Cheap flights from Midway (MDW) to Jackson (JAC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Find cheap flights from Midway to Jackson with Cheapflights

1. Tell us where you want to go

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Cheap flight deals from Midway to Jackson

Cheapest flights from Midway to Jackson
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 January 26, 2026.

This Delta deal was found by Cheapflights users on 1/23. 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 2/16:00 am
MDW
-
JAC
1 stop8h 30m
Delta
Fri 2/62:40 pm
JAC
-
MDW
1 stop6h 42m
Delta
Deal found 1/23$476
This Delta deal was found by Cheapflights users on 1/23. 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 2/29:53 am
MDW
-
JAC
2 stops10h 13m
Delta
Fri 2/67:20 am
JAC
-
MDW
2 stops10h 16m
Delta
Deal found 1/23$487
This Delta deal was found by Cheapflights users on 1/25. 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.
Tue 9/12:00 pm
MDW
-
JAC
1 stop6h 38m
Delta
Sun 9/67:09 am
JAC
-
MDW
1 stop4h 58m
Delta
Deal found 1/25$495
This Delta deal was found by Cheapflights users on 1/25. 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 9/21:05 pm
MDW
-
JAC
1 stop8h 18m
Delta
Sun 9/67:09 am
JAC
-
MDW
1 stop4h 58m
Delta
Deal found 1/25$509
This Delta deal was found by Cheapflights users on 1/25. 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 9/59:20 am
MDW
-
JAC
2 stops8h 08m
Delta
Wed 9/98:30 am
JAC
-
MDW
1 stop6h 57m
Delta
Deal found 1/25$514
This Delta deal was found by Cheapflights users on 1/26. 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 5/99:20 am
MDW
-
JAC
2 stops10h 37m
Delta
Tue 5/125:30 pm
JAC
-
MDW
2 stops18h 37m
Delta
Deal found 1/26$520
This Delta deal was found by Cheapflights users on 1/25. 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 9/21:05 pm
MDW
-
JAC
1 stop8h 18m
Delta
Sat 9/512:10 pm
JAC
-
MDW
2 stops19h 28m
Delta
Deal found 1/25$526
This Delta deal was found by Cheapflights users on 1/25. 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 8/311:05 pm
MDW
-
JAC
1 stop8h 18m
Delta
Sun 9/67:09 am
JAC
-
MDW
1 stop4h 58m
Delta
Deal found 1/25$534

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 (JAC). 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$509
(Delta)

One-way from

$221
(Delta)

Popular in

November

Cheapest in

April

Average price

$516
Provider with most accurate pricing for Chicago Midway-Jackson Hole flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Jackson Hole flights.
Search Deals
From Chicago Midway to Jackson Hole
Search Deals
One-way flight from Chicago Midway to Jackson Hole
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 2,558,603 searches. Data last updated January 26, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Jackson that are best for you.

Fly from

Midway

Fly to

Jackson

Route

Depart

Return

Price

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Mon 2/16

6:00 am-1:25 pm

1 stop8h 25m

Jackson Hole

Wed 2/25

2:35 pm-10:31 pm

1 stop6h 56m

$509

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Sat 5/9

9:20 am-6:57 pm

2 stops10h 37m

Jackson Hole

Mon 5/11

5:30 pm-8:38 am

2 stops14h 08m

$520

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Sat 5/9

9:20 am-6:57 pm

2 stops10h 37m

Jackson Hole

Tue 5/12

5:30 pm-1:07 pm

2 stops18h 37m

$520

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Fri 3/6

6:00 am-1:25 pm

1 stop8h 25m

Jackson Hole

Tue 3/10

2:41 pm-10:31 pm

1 stop6h 50m

$586

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Thu 4/30

6:00 am-4:09 pm

2 stops11h 09m

Jackson Hole

Mon 5/4

5:05 pm-9:56 am

2 stops15h 51m

$593

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Mon 6/8

1:05 pm-8:16 pm

1 stop8h 11m

Jackson Hole

Thu 6/11

7:09 am-1:07 pm

1 stop4h 58m

$600

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Wed 3/11

6:00 am-1:30 pm

1 stop8h 30m

Jackson Hole

Mon 3/16

2:41 pm-10:31 pm

1 stop6h 50m

$630

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Thu 5/28

2:00 pm-7:38 pm

1 stop6h 38m

Jackson Hole

Sun 5/31

7:09 am-1:07 pm

1 stop4h 58m

$659

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Sun 3/1

6:00 am-1:25 pm

1 stop8h 25m

Jackson Hole

Wed 3/4

2:35 pm-10:31 pm

1 stop6h 56m

$660

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Tue 2/24

6:00 am-1:25 pm

1 stop8h 25m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 16 results
1
2

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Jackson 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 flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Jackson flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Jackson flights, Cheapflights users trust Expedia the most. Expedia 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 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.
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.

  • What airport do you fly into for flights to Jackson from Chicago Midway?

    Jackson Hole (JAC) is the airport you will fly into if you book a flight from Chicago Midway to Jackson. You should not have trouble finding flights to Jackson Hole from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Jackson airport from Chicago Midway. It is only a 8.8 mi journey from Jackson Hole (JAC) to Jackson’s city center.

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

    There are many flights that can get you from Chicago Midway Airport to Jackson in 8h 25m. Fly via Delta to get the fastest option. Chicago Midway Airport and Jackson are separated by a distance of 1170 mi.

  • Can I find deals for flights from Midway to Jackson that include hotel bookings?

    Yes. In addition to deals on Midway to Jackson flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Jackson?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Jackson.

  • Can I find deals for business class flights from Midway to Jackson?

    Yes. Cheapflights offers flight deals from Midway to Jackson by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Jackson?

Book flights to Jackson if you plan to visit one of these locations
Teton Village
Victor

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