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$68+ Cheap flights from Midway (MDW) to Wyoming

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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Find flight deals from Midway to Wyoming

Cheapest flights from Midway to Wyoming
Explore the most affordable flight options available from Midway to Wyoming. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2025.

This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/28:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/20$93
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/263:31 pmMDW - DEN
Nonstop2h 51mFrontier
Sun 12/77:45 amDEN - MDW
Nonstop2h 23mFrontier
Deal found 10/19$97
This Frontier deal was found by Cheapflights users on 10/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/811:36 amMDW - DEN
1 stop7h 39mFrontier
Sun 11/98:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/18$99
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:30 pmMDW - DEN
Nonstop2h 46mFrontier
Mon 11/312:59 amDEN - MDW
1 stop9h 39mFrontier
Deal found 10/20$103
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:30 pmMDW - DEN
Nonstop2h 46mFrontier
Mon 11/31:42 pmDEN - MDW
1 stop7h 29mFrontier
Deal found 10/20$104
This Priceline deal was found by Cheapflights users on 10/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:50 pmMDW - DEN
Nonstop2h 55mFrontier
Tue 12/304:36 pmDEN - MDW
Nonstop2h 19mFrontier
Deal found 10/18$107
This Frontier deal was found by Cheapflights users on 10/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/168:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/19$108
This Frontier deal was found by Cheapflights users on 10/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1412:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/168:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/19$110
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/712:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/98:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/18$111
This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:30 pmMDW - DEN
Nonstop2h 46mFrontier
Sun 11/98:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/20$112
This Booking.com deal was found by Cheapflights users on 10/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:30 pmMDW - DEN
Nonstop2h 46mFrontier
Mon 11/108:05 amDEN - MDW
Nonstop2h 25mFrontier
Deal found 10/19$113
This Mytrip deal was found by Cheapflights users on 10/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2712:11 pmMDW - SLC
1 stop12h 48mFrontier
Thu 10/3012:30 pmSLC - MDW
1 stop22h 00mFrontier
Deal found 10/17$189

Cheap flight deals from Midway to Wyoming

Keep the following information in mind while searching for Midway to Wyoming flight deals. Data was last updated October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$93
(Priceline)

One-way from

$68
(Kiwi.com)

Popular in

February

Cheapest in

October

Average price

$379
Provider with most accurate pricing for Chicago (CHI)-Jackson Hole flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson Hole flights.
Search Deals
From Chicago Midway to Wyoming
Search Deals
One-way flight from Chicago Midway to Wyoming
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 Wyoming 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 20, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Wyoming that are best for you.

Fly from

Midway

Fly to

Wyoming

Route

Depart

Return

Price

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sun 1/18

1:15 pm-4:20 pm

1 stop4h 05m

Denver Intl

Sun 2/1

5:25 am-8:55 am

Nonstop2h 30m

$160

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 12/4

7:05 am-8:45 am

Nonstop2h 40m

Denver Intl

Sun 12/7

7:35 pm-10:55 pm

Nonstop2h 20m

$182

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/31

7:05 pm-8:45 pm

Nonstop2h 40m

Denver Intl

Tue 11/4

8:00 am-12:30 pm

1 stop3h 30m

$193

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 11/12

6:00 am-2:04 pm

1 stop9h 04m

Denver Intl

Tue 11/18

6:15 am-12:34 pm

1 stop5h 19m

$198

ChicagoSalt Lake City

MDW - SLC

MDWSLC

Chicago Midway

Sat 1/17

8:25 am-11:05 am

Nonstop3h 40m

Salt Lake City

Wed 1/28

8:15 am-12:30 pm

Nonstop3h 15m

$199

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 1/1

7:05 am-8:45 am

Nonstop2h 40m

Denver Intl

Mon 1/5

8:45 pm-12:05 am

Nonstop2h 20m

$201

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 12/3

8:35 am-11:15 am

1 stop3h 40m

Denver Intl

Mon 12/8

8:00 am-11:25 am

Nonstop2h 25m

$203

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 12/24

7:05 am-8:45 am

Nonstop2h 40m

Denver Intl

Wed 12/31

8:00 am-12:30 pm

1 stop3h 30m

$207

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 11/12

9:40 am-11:20 am

Nonstop2h 40m

Denver Intl

Sun 11/16

7:40 am-11:05 am

Nonstop2h 25m

$208

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 11/15

8:20 am-10:00 am

Nonstop2h 40m

Denver Intl

Mon 11/17

4:45 pm-8:05 pm

Nonstop2h 20m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 50 results
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Best time to book a flight from Midway to Wyoming

Have a flexible travel schedule? Discover the best time to fly to Wyoming 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Wyoming
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Wyoming. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    A quick flight from Chicago Midway Airport to Wyoming can take about 4h 05m. Southwest provides one of the quickest options available for as low as $160. The distance from Chicago Midway Airport to Wyoming is about 893 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Wyoming one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $72. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Chicago Midway Airport to Wyoming for a low price.

  • What are the most popular routes from Chicago Midway Airport to Wyoming?

    The most popular route from Chicago Midway Airport to Wyoming is Chicago Midway - Denver Intl. You may also consider Chicago Midway - Salt Lake City or Chicago Midway - Jackson Hole.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Wyoming 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

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Alternative routes for Midway to Wyoming

See prices for flight routes from nearby airports that may be better suited for you.
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