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$62+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap 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 December 4, 2025.

This CheapOair deal was found by Cheapflights users on 12/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DEN
1 stop11h 42mFrontier
Fri 1/910:43 amDEN - MDW
Nonstop2h 22mFrontier
Deal found 12/2$149
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:18 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 12/1512:59 amDEN - MDW
1 stop6h 47mFrontier
Deal found 12/2$154
This CheapOair deal was found by Cheapflights users on 12/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:21 amMDW - DEN
1 stop11h 42mFrontier
Wed 1/710:29 pmDEN - MDW
1 stop12h 16mFrontier
Deal found 12/2$164
This Frontier deal was found by Cheapflights users on 12/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:01 pmMDW - DEN
Nonstop2h 45mFrontier
Mon 12/2910:29 pmDEN - MDW
1 stop10h 50mFrontier
Deal found 12/3$169
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:01 pmMDW - DEN
Nonstop2h 45mFrontier
Wed 12/312:42 pmDEN - MDW
1 stop6h 30mFrontier
Deal found 12/2$170
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/92:49 pmMDW - DEN
2 stops20h 06mFrontier
Mon 12/1512:59 amDEN - MDW
1 stop6h 47mFrontier
Deal found 12/2$171
This Frontier deal was found by Cheapflights users on 12/2. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:01 pmMDW - DEN
Nonstop2h 45mFrontier
Tue 12/304:36 pmDEN - MDW
Nonstop2h 19mFrontier
Deal found 12/2$173
This Super.com deal was found by Cheapflights users on 12/1. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:10 pmMDW - DEN
1 stop8h 54mFrontier
Mon 12/157:45 amDEN - MDW
Nonstop2h 23mFrontier
Deal found 12/1$176
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/92:49 pmMDW - DEN
2 stops20h 06mFrontier
Wed 12/1011:59 pmDEN - MDW
1 stop20h 59mFrontier
Deal found 12/2$177
This Super.com deal was found by Cheapflights users on 12/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:15 amMDW - DEN
1 stop8h 55mFrontier
Mon 12/157:45 amDEN - MDW
Nonstop2h 23mFrontier
Deal found 12/2$179
This CheapOair deal was found by Cheapflights users on 12/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2110:50 pmMDW - SLC
1 stop10h 22mFrontier
Sat 12/278:58 pmSLC - MDW
1 stop23h 52mFrontier
Deal found 12/3$229
This CheapOair deal was found by Cheapflights users on 12/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:05 amMDW - SLC
1 stop9h 41mFrontier
Sun 12/147:20 amSLC - MDW
1 stop26h 48mFrontier
Deal found 12/3$233

Find flight deals from Midway to Wyoming

Keep the following information in mind while searching for Midway to Wyoming flight deals. Data was last updated December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$100
(Kiwi.com)

One-way from

$62
(Kiwi.com)

Popular in

February

Cheapest in

October

Average price

$539
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. 7% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 4, 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

Tue 1/6

1:40 pm-7:20 pm

1 stop6h 40m

Denver Intl

Wed 1/14

1:25 pm-4:45 pm

Nonstop2h 20m

$121

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 2/17

8:00 am-9:50 am

Nonstop2h 50m

Denver Intl

Wed 2/18

1:25 pm-4:45 pm

Nonstop2h 20m

$128

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 1/29

8:10 am-12:15 pm

1 stop5h 05m

Denver Intl

Tue 2/3

9:45 am-1:10 pm

Nonstop2h 25m

$136

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 1/24

7:40 pm-9:25 pm

Nonstop2h 45m

Denver Intl

Tue 1/27

8:45 am-4:35 pm

2 stops6h 50m

$138

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 2/17

5:40 am-7:30 am

Nonstop2h 50m

Denver Intl

Sat 2/21

7:20 am-10:55 am

Nonstop2h 35m

$153

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 1/17

7:40 pm-9:25 pm

Nonstop2h 45m

Denver Intl

Sun 1/18

6:25 pm-9:50 pm

Nonstop2h 25m

$157

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 1/21

10:05 am-3:40 pm

1 stop6h 35m

Denver Intl

Sat 1/24

9:45 am-5:20 pm

2 stops6h 35m

$162

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 1/19

9:35 am-2:30 pm

1 stop5h 55m

Denver Intl

Sat 1/24

8:20 am-11:45 am

Nonstop2h 25m

$177

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 2/26

7:30 pm-11:40 pm

1 stop5h 10m

Denver Intl

Mon 3/2

7:05 pm-10:25 pm

Nonstop2h 20m

$184

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 2/20

5:20 am-7:10 am

Nonstop2h 50m

Denver Intl

Mon 2/23

5:25 am-8:55 am

Nonstop2h 30m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 48 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 6h 40m. Southwest provides one of the quickest options available for as low as $121. 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 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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