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$69+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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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 August 14, 2025.

Round-trip from

$113
(Frontier)

One-way from

$69
(Southwest)

Popular in

February

Cheapest in

April

Average price

$513
From Chicago Midway to Wyoming
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One-way flight from Chicago Midway to Wyoming
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Highest demand for flights based on searches. 6% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 14, 2025.

This Frontier deal was found by Cheapflights users on 8/12. 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 10/236:24 pmMDW - DEN
Nonstop2h 44mFrontier
Sun 10/269:12 pmDEN - MDW
Nonstop2h 24mFrontier
Deal found 8/12$113
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:24 pmMDW - DEN
Nonstop2h 44mFrontier
Sun 10/199:12 pmDEN - MDW
Nonstop2h 24mFrontier
Deal found 8/14$114
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/64:29 pmMDW - DEN
Nonstop2h 48mFrontier
Mon 11/107:10 pmDEN - MDW
Nonstop2h 28mFrontier
Deal found 8/14$115
This Frontier deal was found by Cheapflights users on 8/14. 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 10/236:24 pmMDW - DEN
Nonstop2h 44mFrontier
Mon 10/278:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/14$117
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:20 pmMDW - DEN
1 stop6h 39mFrontier
Mon 10/136:05 amDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/14$118
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:24 pmMDW - DEN
Nonstop2h 44mFrontier
Sun 10/1912:59 amDEN - MDW
1 stop6h 32mFrontier
Deal found 8/14$120
This Frontier deal was found by Cheapflights users on 8/13. 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 10/115:20 pmMDW - DEN
1 stop7h 23mFrontier
Mon 10/138:58 pmDEN - MDW
Nonstop2h 26mFrontier
Deal found 8/13$121
This Frontier deal was found by Cheapflights users on 8/14. 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 9/410:13 amMDW - DEN
1 stop14h 29mFrontier
Mon 9/812:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/14$123
This Frontier deal was found by Cheapflights users on 8/13. 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 9/264:48 pmMDW - DEN
Nonstop2h 38mFrontier
Mon 9/2912:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/13$124
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/54:48 pmMDW - DEN
Nonstop2h 38mFrontier
Mon 9/812:28 pmDEN - MDW
Nonstop2h 25mFrontier
Deal found 8/13$125
This CheapOair deal was found by Cheapflights users on 8/14. 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.
Sat 9/1311:23 amMDW - SLC
1 stop29h 22mFrontier
Sat 9/204:27 pmSLC - MDW
1 stop28h 31mFrontier
Deal found 8/14$180
This Booking.com deal was found by Cheapflights users on 8/14. 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 9/251:53 pmMDW - SLC
1 stop9h 04mFrontier
Sun 9/289:45 pmSLC - MDW
1 stop17h 08mFrontier
Deal found 8/14$185

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 August 14, 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

Fri 10/24

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Sun 10/26

9:12 pm-12:36 am

Nonstop2h 24m

$113

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/17

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Sun 10/19

9:12 pm-12:36 am

Nonstop2h 24m

$114

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 10/23

6:24 pm-8:08 pm

Nonstop2h 44m

Denver Intl

Mon 10/27

8:58 pm-12:24 am

Nonstop2h 26m

$117

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 10/10

5:20 pm-10:59 pm

1 stop6h 39m

Denver Intl

Sun 10/12

9:12 pm-12:36 am

Nonstop2h 24m

$119

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 10/11

5:20 pm-11:43 pm

1 stop7h 23m

Denver Intl

Mon 10/13

8:58 pm-12:24 am

Nonstop2h 26m

$121

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 10/11

5:20 pm-11:43 pm

1 stop7h 23m

Denver Intl

Sun 10/12

9:12 pm-12:36 am

Nonstop2h 24m

$121

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 9/5

7:15 am-1:52 pm

1 stop7h 37m

Denver Intl

Mon 9/8

12:28 pm-3:53 pm

Nonstop2h 25m

$121

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 9/20

11:23 am-9:22 pm

1 stop10h 59m

Denver Intl

Mon 9/22

12:28 pm-3:53 pm

Nonstop2h 25m

$121

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 10/16

5:20 pm-11:48 pm

1 stop7h 28m

Denver Intl

Sun 10/19

9:12 pm-12:36 am

Nonstop2h 24m

$121

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 10/18

5:20 pm-11:43 pm

1 stop7h 23m

Denver Intl

Mon 10/20

8:58 pm-12:24 am

Nonstop2h 26m

$121

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 57 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.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from Frontier 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Wyoming?

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Wyoming (average of $467). Flying from Chicago Midway Airport to Wyoming in June is currently the most expensive (average of $615). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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