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$65+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — JAC
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Midway to Wyoming

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Wyoming (USWY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$79
(Frontier)

One-way from

$65
(Frontier)

Popular in

February

Cheapest in

October

Average price

$504
Provider with most accurate pricing for Chicago (CHI)-Jackson Hole flight deals.
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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. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Frontier deal was found by Cheapflights users on 1/30. 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 2/216:40 amMDW - DEN
Nonstop2h 52mFrontier
Mon 2/248:55 pmDEN - MDW
Nonstop2h 22mFrontier
Deal found 1/30$79
This Southwest deal was found by Cheapflights users on 1/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/173:05 pmMDW - DEN
1 stop5h 00mSouthwest
Tue 4/2211:10 amDEN - MDW
1 stop3h 55mSouthwest
Deal found 1/29$175
This Trip.com deal was found by Cheapflights users on 1/29. 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.
Mon 2/176:40 amMDW - SLC
1 stop19h 02mFrontier
Thu 2/2011:08 amSLC - MDW
1 stop12h 09mFrontier
Deal found 1/29$175
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1511:27 amMDW - DEN
1 stop6h 31mDelta
Fri 3/2112:55 amDEN - MDW
1 stop6h 50mDelta
Deal found 1/29$217
This Southwest deal was found by Cheapflights users on 1/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/38:25 amMDW - SLC
Nonstop3h 35mSouthwest
Thu 3/65:10 amSLC - MDW
Nonstop3h 00mSouthwest
Deal found 1/30$377
This Delta deal was found by Cheapflights users on 1/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/410:19 amMDW - JAC
2 stops9h 43mDelta
Wed 3/127:05 amJAC - MDW
2 stops9h 57mDelta
Deal found 1/30$379
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/172:55 pmMDW - SLC
1 stop5h 45mDelta
Mon 3/246:00 amSLC - MDW
1 stop5h 36mDelta
Deal found 1/28$397
This Kissandfly.com deal was found by Cheapflights users on 1/30. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/108:44 pmMDW - SLC
2 stops21h 10mMultiple Airlines
Mon 3/178:20 amSLC - MDW
3 stops20h 11mMultiple Airlines
Deal found 1/30$398

Find flights from Midway to Wyoming within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 2/21

6:40 am-8:32 am

Nonstop2h 52m

Denver Intl

Mon 2/24

8:55 pm-12:17 am

Nonstop2h 22m

$79

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 5/7

3:50 pm-7:55 pm

1 stop5h 05m

Denver Intl

Thu 5/15

7:00 pm-10:25 pm

Nonstop2h 25m

$170

ChicagoSalt Lake City

MDW - SLC

MDWSLC

Chicago Midway

Mon 2/17

6:40 am-12:42 am

1 stop19h 02m

Salt Lake City

Thu 2/20

11:08 am-12:17 am

1 stop12h 09m

$175

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 3/29

1:12 pm-6:35 pm

1 stop6h 23m

Denver Intl

Thu 4/3

6:23 am-12:35 pm

1 stop5h 12m

$217

ChicagoSalt Lake City

MDW - SLC

MDWSLC

Chicago Midway

Tue 3/4

5:10 pm-7:45 pm

Nonstop3h 35m

Salt Lake City

Thu 3/6

5:10 am-9:10 am

Nonstop3h 00m

$377

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Tue 3/4

10:19 am-7:02 pm

2 stops9h 43m

Jackson Hole

Wed 3/12

7:05 am-6:02 pm

2 stops9h 57m

$379

ChicagoSalt Lake City

MDW - SLC

MDWSLC

Chicago Midway

Mon 3/17

2:55 pm-7:40 pm

1 stop5h 45m

Salt Lake City

Mon 3/24

6:00 am-12:36 pm

1 stop5h 36m

$397

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Wed 2/12

6:00 am-4:36 pm

1 stop11h 36m

$65

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Tue 5/6

6:45 pm-8:30 pm

Nonstop2h 45m

$76

ChicagoSalt Lake City

MDW - SLC

MDWSLC

Chicago Midway

Sun 3/16

6:40 am-7:58 am

1 stop26h 18m

$96

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 17 results
1
2

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.

Travel insights for flights from Midway to Wyoming

Get recent, data-driven insights about flights from Midway to Wyoming including ideal travel times, pricing trends, and more.

Rainfall in Wyoming by month

Plan your trip to Wyoming by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wyoming ranges from 0.9 - 1.8 inches per month. May is typically the wettest month, when rainfall can reach 1.8 in. July is typically the driest time to visit Wyoming when rainfall is around 0.9 in.

Temperature in Wyoming by month

Plan your trip to Wyoming by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wyoming, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 60.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 15.8 F).

Reviews of airlines servicing Wyoming

Get insights into the airlines that provide service to Wyoming. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wyoming. Reviews last updated January 30, 2025.
Read reviews from past customers who have flown Southwest, Delta and Allegiant Air from Chicago to Wyoming. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.3
Good
790 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Frontier
6.0
Okay
3,424 reviews
Southwest
8.1
Very good
4,585 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier, with whom users have recently found tickets for as low as $65. 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.

  • 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 $678). 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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