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$226+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 12/59:59 amMDW - JAC
2 stops12h 30mDelta
Sun 12/77:00 amJAC - MDW
2 stops10h 00mDelta
Deal found 10/28$319
This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 11/1310:47 amMDW - JAC
2 stops11h 42mDelta
Tue 11/187:00 amJAC - MDW
2 stops10h 18mDelta
Deal found 10/27$334
This Delta deal was found by Cheapflights users on 10/28. 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 11/1110:47 amMDW - JAC
2 stops11h 42mDelta
Sat 11/157:00 amJAC - MDW
2 stops10h 18mDelta
Deal found 10/28$369
This Delta deal was found by Cheapflights users on 10/28. 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 12/2211:48 amMDW - JAC
2 stops10h 41mDelta
Thu 12/252:31 pmJAC - MDW
1 stop6h 51mDelta
Deal found 10/28$379
This Delta deal was found by Cheapflights users on 10/28. 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 11/86:00 amMDW - JAC
2 stops9h 47mDelta
Sat 11/157:00 amJAC - MDW
2 stops10h 08mDelta
Deal found 10/28$389
This Delta deal was found by Cheapflights users on 10/28. 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 12/2211:48 amMDW - JAC
2 stops10h 41mDelta
Wed 12/242:31 pmJAC - MDW
1 stop6h 51mDelta
Deal found 10/28$390
This Delta deal was found by Cheapflights users on 10/26. 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.
Fri 11/79:20 amMDW - JAC
2 stops9h 55mDelta
Mon 11/1012:57 pmJAC - MDW
2 stops9h 43mDelta
Deal found 10/26$429
This Delta deal was found by Cheapflights users on 10/27. 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 11/2510:47 amMDW - JAC
2 stops11h 42mDelta
Tue 12/212:55 pmJAC - MDW
2 stops9h 52mDelta
Deal found 10/27$444
This Delta deal was found by Cheapflights users on 10/26. 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.
Thu 11/66:00 amMDW - JAC
2 stops9h 47mDelta
Mon 11/1012:57 pmJAC - MDW
2 stops9h 43mDelta
Deal found 10/26$449

Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(Delta)

One-way from

$226
(Delta)

Popular in

February

Cheapest in

October

Average price

$385
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. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 28, 2025.
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

Wed 1/7

9:34 am-4:26 pm

2 stops7h 52m

Jackson Hole

Mon 1/12

2:40 pm-10:09 pm

1 stop6h 29m

$314

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Thu 11/13

10:47 am-9:29 pm

2 stops11h 42m

Jackson Hole

Tue 11/18

7:00 am-6:18 pm

2 stops10h 18m

$334

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Tue 11/11

10:47 am-9:29 pm

2 stops11h 42m

Jackson Hole

Sat 11/15

7:00 am-6:18 pm

2 stops10h 18m

$369

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Mon 12/22

11:48 am-9:29 pm

2 stops10h 41m

Jackson Hole

Thu 12/25

2:31 pm-10:22 pm

1 stop6h 51m

$379

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Sat 11/8

9:20 am-6:15 pm

2 stops9h 55m

Jackson Hole

Sat 11/15

7:00 am-6:08 pm

2 stops10h 08m

$389

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Fri 11/7

9:20 am-6:15 pm

2 stops9h 55m

Jackson Hole

Tue 11/11

12:57 pm-11:40 pm

2 stops9h 43m

$429

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Fri 11/7

9:20 am-6:15 pm

2 stops9h 55m

Jackson Hole

Mon 11/10

12:57 pm-11:40 pm

2 stops9h 43m

$429

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Tue 11/25

10:47 am-9:29 pm

2 stops11h 42m

Jackson Hole

Tue 12/2

12:55 pm-11:47 pm

2 stops9h 52m

$444

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Wed 2/18

9:20 am-4:33 pm

2 stops8h 13m

$226

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Mon 12/15

9:59 am-9:29 pm

2 stops12h 30m

$226

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Jackson flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 7h 52m. 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

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