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$84+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Apr 8 — Apr 151
Wed 4/8
Wed 4/15
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 March 9, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/202:15 pm
MDW
-
DEN
1 stop22h 59m
Frontier
Sat 4/251:09 pm
DEN
-
MDW
1 stop8h 05m
Frontier
Deal found 3/6$135
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Wed 4/152:15 pm
MDW
-
DEN
1 stop9h 14m
Frontier
Thu 5/76:30 am
DEN
-
MDW
1 stop7h 19m
Frontier
Deal found 3/5$136
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/202:15 pm
MDW
-
DEN
1 stop22h 59m
Frontier
Mon 4/271:07 pm
DEN
-
MDW
1 stop8h 12m
Frontier
Deal found 3/6$142
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Sat 5/26:00 am
MDW
-
DEN
1 stop7h 14m
Frontier
Mon 5/411:59 pm
DEN
-
MDW
1 stop18h 32m
Frontier
Deal found 3/5$146
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/139:20 am
MDW
-
DEN
1 stop25h 07m
Frontier
Sat 4/181:09 pm
DEN
-
MDW
1 stop8h 05m
Frontier
Deal found 3/6$147
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Sat 5/96:00 am
MDW
-
DEN
1 stop7h 09m
Frontier
Mon 5/116:30 am
DEN
-
MDW
1 stop7h 19m
Frontier
Deal found 3/6$151
This Kiwi.com deal was found by Cheapflights users on 3/6. 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.
Wed 4/292:15 pm
MDW
-
DEN
1 stop9h 14m
Frontier
Mon 5/48:00 am
DEN
-
MDW
1 stop13h 21m
Frontier
Deal found 3/6$152
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/142:15 pm
MDW
-
DEN
1 stop9h 14m
Frontier
Fri 4/1711:59 pm
DEN
-
MDW
1 stop21h 15m
Frontier
Deal found 3/6$157
This Kiwi.com deal was found by Cheapflights users on 3/6. 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 4/212:15 pm
MDW
-
DEN
1 stop9h 14m
Frontier
Sun 4/2611:59 pm
DEN
-
MDW
1 stop21h 20m
Frontier
Deal found 3/6$158
This Kiwi.com deal was found by Cheapflights users on 3/5. 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.
Wed 4/156:30 am
MDW
-
DEN
1 stop16h 59m
Frontier
Sun 4/199:00 pm
DEN
-
MDW
1 stop24h 21m
Frontier
Deal found 3/5$159
This Frontier deal was found by Cheapflights users on 3/3. 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.
Fri 5/86:00 am
MDW
-
DEN
1 stop7h 09m
Frontier
Mon 5/111:09 pm
DEN
-
MDW
1 stop8h 10m
Frontier
Deal found 3/3$160
This Kiwi.com deal was found by Cheapflights users on 3/4. 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 5/154:09 pm
MDW
-
SLC
2 stops16h 52m
Frontier
Sun 5/175:34 pm
SLC
-
MDW
1 stop27h 47m
Frontier
Deal found 3/4$284

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 March 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$135
(Kiwi.com)

One-way from

$84
(Kiwi.com)

Popular in

November

Cheapest in

April

Average price

$416
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. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 9, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Wyoming that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 4/11

5:30 pm-7:10 pm

Nonstop2h 40m

Denver Intl

Thu 4/16

6:35 am-9:55 am

Nonstop2h 20m

$182

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 5/8

9:35 pm-11:15 pm

Nonstop2h 40m

Denver Intl

Sat 5/23

5:45 pm-9:20 pm

Nonstop2h 35m

$190

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 5/12

2:40 pm-6:55 pm

1 stop5h 15m

Denver Intl

Mon 5/18

8:20 pm-11:40 pm

Nonstop2h 20m

$207

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 5/27

9:23 am-3:36 pm

1 stop7h 13m

Denver Intl

Fri 5/29

12:55 am-8:43 am

1 stop6h 48m

$215

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 4/6

11:40 am-2:40 pm

1 stop4h 00m

Denver Intl

Mon 4/13

5:30 pm-11:55 pm

1 stop5h 25m

$221

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 4/16

9:35 pm-11:15 pm

Nonstop2h 40m

Denver Intl

Sun 4/19

5:55 am-9:20 am

Nonstop2h 25m

$231

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 5/20

8:50 pm-10:35 pm

Nonstop2h 45m

Denver Intl

Sun 5/24

7:15 am-10:40 am

Nonstop2h 25m

$235

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 5/25

6:00 am-7:40 am

Nonstop2h 40m

Denver Intl

Thu 5/28

8:20 pm-11:40 pm

Nonstop2h 20m

$245

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Thu 4/2

5:40 am-7:25 am

Nonstop2h 45m

Denver Intl

Mon 4/6

7:30 pm-10:50 pm

Nonstop2h 20m

$249

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 5/22

9:35 pm-11:15 pm

Nonstop2h 40m

Denver Intl

Mon 5/25

6:35 am-9:55 am

Nonstop2h 20m

$255

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

Showing 1-10 of 56 resultsSorted by cheapest first
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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 2h 40m. Southwest provides one of the quickest options available for as low as $182. 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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Midway to Tampa flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Love Field flights
O'Hare Intl to Savannah flights
Midway to LaGuardia flights

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