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Midway

$64+ Cheap flights from Wyoming to Midway (MDW)

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — MDW
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find flight deals from Wyoming to Midway

Cheapest flights from Wyoming to Midway
Explore the most affordable flight options available from Wyoming to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Trip.com deal was found by Cheapflights users on 11/6. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:15 amDEN - MDW
1 stop14h 02mFrontier
Fri 11/2112:12 pmMDW - DEN
Nonstop2h 48mFrontier
Deal found 11/6$113
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:45 amDEN - MDW
Nonstop2h 23mFrontier
Thu 12/118:05 amMDW - DEN
1 stop14h 54mFrontier
Deal found 11/3$115
This Frontier deal was found by Cheapflights users on 11/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/112:59 amDEN - MDW
1 stop7h 18mFrontier
Mon 12/812:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 11/6$116
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:59 pmDEN - MDW
1 stop20h 59mFrontier
Fri 12/512:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 11/4$117
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/111:08 amDEN - MDW
Nonstop2h 23mFrontier
Mon 12/812:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 11/3$118
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/512:59 amDEN - MDW
1 stop12h 00mFrontier
Sun 12/712:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 11/4$120
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/178:05 amDEN - MDW
Nonstop2h 25mFrontier
Fri 11/2112:12 pmMDW - DEN
Nonstop2h 48mFrontier
Deal found 11/4$123
This Frontier deal was found by Cheapflights users on 11/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:00 amDEN - MDW
1 stop6h 04mFrontier
Fri 12/58:42 pmMDW - DEN
1 stop13h 20mFrontier
Deal found 11/6$124
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:00 amDEN - MDW
1 stop6h 04mFrontier
Sun 12/72:01 pmMDW - DEN
1 stop19h 26mFrontier
Deal found 11/5$125
This Frontier deal was found by Cheapflights users on 11/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/212:59 amDEN - MDW
1 stop6h 47mFrontier
Sun 12/712:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 11/5$126
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:26 pmDEN - MDW
1 stop26h 51mFrontier
Sun 11/236:15 pmMDW - DEN
1 stop6h 29mFrontier
Deal found 11/4$127
This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:00 pmDEN - MDW
1 stop23h 28mFrontier
Sun 12/146:37 pmMDW - DEN
1 stop14h 47mFrontier
Deal found 11/4$128

Cheap flight deals from Wyoming to Midway

Keep the following information in mind while searching for Wyoming to Midway flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$112
(Super.com)

One-way from

$64
(Priceline)

Popular in

November

Cheapest in

September

Average price

$1,065
Provider with most accurate pricing for Jackson Hole-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jackson Hole-Chicago (CHI) flights.
Search Deals
From Wyoming to Chicago Midway
Search Deals
One-way flight from Wyoming to Chicago Midway
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($172 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($57 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wyoming to Midway 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 November 6, 2025.
Use the filters below to find and compare flights from Wyoming to Chicago Midway Airport that are best for you.

Fly from

Wyoming

Fly to

Midway

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 1/13

10:35 am-4:35 pm

1 stop5h 00m

Chicago Midway

Sat 1/17

7:40 pm-9:25 pm

Nonstop2h 45m

$154

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/14

1:25 pm-4:45 pm

Nonstop2h 20m

Chicago Midway

Sat 1/17

7:40 pm-9:25 pm

Nonstop2h 45m

$155

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/16

5:25 am-8:55 am

Nonstop2h 30m

Chicago Midway

Tue 1/20

2:10 pm-3:50 pm

Nonstop2h 40m

$155

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 12/3

8:00 am-11:25 am

Nonstop2h 25m

Chicago Midway

Wed 12/10

9:40 am-11:20 am

Nonstop2h 40m

$157

Salt Lake CityChicago

SLC - MDW

SLCMDW

Salt Lake City

Thu 11/20

10:12 pm-6:12 pm

1 stop19h 00m

Chicago Midway

Sat 11/22

9:58 pm-9:53 am

1 stop12h 55m

$183

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 1/22

12:30 am-9:58 am

1 stop8h 28m

Chicago Midway

Thu 1/29

6:17 pm-12:28 am

1 stop7h 11m

$197

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 1/17

6:05 am-12:48 pm

1 stop5h 43m

Chicago Midway

Wed 1/21

9:34 am-1:35 pm

1 stop5h 01m

$197

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/16

7:10 am-1:09 pm

1 stop4h 59m

Chicago Midway

Wed 1/21

9:50 am-2:02 pm

1 stop5h 12m

$197

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/14

11:33 am-6:32 pm

1 stop5h 59m

Chicago Midway

Mon 1/19

9:34 am-1:35 pm

1 stop5h 01m

$197

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 1/15

6:05 am-12:48 pm

1 stop5h 43m

Chicago Midway

Sat 1/17

5:31 pm-11:01 pm

1 stop6h 30m

$197

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 57 results
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Best time to book a flight from Wyoming to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Wyoming 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 Wyoming to Chicago Midway Airport
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 Wyoming to Midway. 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 Wyoming to Chicago Midway Airport?

    Departing from Wyoming to Chicago Midway Airport will take you 5h. There are 893 mi between Wyoming and Chicago Midway Airport. This flight may include one or multiple stops.

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

    When deciding which route to take from Wyoming to Chicago Midway Airport consider Denver Intl - Chicago Midway, Salt Lake City - Chicago Midway or Jackson Hole - Chicago Midway as they are the most popular.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wyoming to Midway 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Alternative routes for Wyoming to Midway

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