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$53+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
JAC — MDW
Jan 8 — Jan 151
Wed 1/8
Wed 1/15
1 adult, Economy
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Cheap flight deals from Wyoming to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Wyoming (USWY) to Midway (MDW). 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 3, 2025.

Round-trip from

$87
(Cheapflightsfares)

One-way from

$53
(Cheapflightsfares)
From Wyoming to Chicago Midway
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One-way flight from Wyoming to Chicago Midway
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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 January 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/228:55 pmDEN - MDW
Nonstop2h 22mFrontier
Mon 2/246:40 amMDW - DEN
Nonstop2h 52mFrontier
Deal found 1/3$87
This Southwest deal was found by Cheapflights users on 1/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/304:20 pmDEN - MDW
Nonstop2h 15mSouthwest
Sat 2/17:20 pmMDW - DEN
Nonstop2h 50mSouthwest
Deal found 1/2$167
This Booking.com deal was found by Cheapflights users on 1/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/26:15 amSLC - MDW
1 stop17h 02mFrontier
Mon 2/37:15 amMDW - SLC
1 stop17h 43mFrontier
Deal found 1/2$179
This Delta deal was found by Cheapflights users on 1/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/276:15 amDEN - MDW
1 stop5h 53mDelta
Wed 1/291:26 pmMDW - DEN
1 stop7h 59mDelta
Deal found 1/2$217
This Delta deal was found by Cheapflights users on 1/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/302:28 pmJAC - MDW
1 stop6h 52mDelta
Mon 2/36:00 amMDW - JAC
1 stop8h 18mDelta
Deal found 1/3$349
This Delta deal was found by Cheapflights users on 1/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/286:00 amSLC - MDW
1 stop6h 08mDelta
Tue 2/410:57 amMDW - SLC
1 stop9h 03mDelta
Deal found 1/3$387
This Southwest deal was found by Cheapflights users on 1/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/1812:00 pmSLC - MDW
Nonstop3h 05mSouthwest
Mon 1/208:25 amMDW - SLC
Nonstop3h 35mSouthwest
Deal found 1/2$399

Find flights from Wyoming to Midway within your budget

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 January 3, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/24

8:55 pm-12:17 am

Nonstop2h 22m

Chicago Midway

Mon 1/27

7:15 am-9:09 am

Nonstop2h 54m

$87

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 2/1

6:10 pm-9:30 pm

Nonstop2h 20m

Chicago Midway

Tue 2/11

8:35 pm-10:25 pm

Nonstop2h 50m

$149

Salt Lake CityChicago

SLC - MDW

SLCMDW

Salt Lake City

Sun 2/2

6:15 am-12:17 am

1 stop17h 02m

Chicago Midway

Mon 2/3

7:15 am-11:58 pm

1 stop17h 43m

$179

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 2/1

3:30 pm-10:20 pm

1 stop5h 50m

Chicago Midway

Tue 2/4

1:26 pm-5:03 pm

1 stop4h 37m

$217

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Thu 1/30

2:28 pm-10:20 pm

1 stop6h 52m

Chicago Midway

Mon 2/3

6:00 am-1:18 pm

1 stop8h 18m

$349

Salt Lake CityChicago

SLC - MDW

SLCMDW

Salt Lake City

Tue 1/28

6:00 am-1:08 pm

1 stop6h 08m

Chicago Midway

Tue 2/4

10:57 am-7:00 pm

1 stop9h 03m

$387

Salt Lake CityChicago

SLC - MDW

SLCMDW

Salt Lake City

Sat 1/18

12:00 pm-4:05 pm

Nonstop3h 05m

Chicago Midway

Mon 1/20

8:25 am-11:00 am

Nonstop3h 35m

$399

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 5/2

2:00 pm-5:27 pm

Nonstop2h 27m

$53

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 2/8

6:10 pm-9:30 pm

Nonstop2h 20m

$70

Salt Lake CityChicago

SLC - MDW

SLCMDW

Salt Lake City

Sun 1/26

2:35 pm-11:44 am

1 stop20h 09m

$82

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

Showing 1-10 of 16 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.

Travel insights for flights from Wyoming to Midway

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

Rainfall in Midway by month

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

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

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

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 3, 2025.
Peruse reviews from past customers who have flown with Southwest, Frontier and Delta from Wyoming to Chicago to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,688 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

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
4,688 reviews
Southwest
8.1
Very good
4,688 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

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
8,527 reviews
Southwest
8.1
Very good
4,688 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

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
6.1
Okay
3,452 reviews
Southwest
8.1
Very good
4,688 reviews

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Comfort

8.1

Food

7.2

Reviews

1 / 10

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 Wyoming to Midway. 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 Wyoming to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Wyoming to Chicago Midway Airport are Frontier ($53), Southwest ($70), and Delta ($109).

  • 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.

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

    Currently, April is the cheapest month in which you can book a flight from Wyoming to Chicago Midway Airport (average of $160). Flying from Wyoming to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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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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