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Cheap flights from Chicago Midway Airport to Wyoming from $66

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Wyoming departing on 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Wyoming

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
3:00 pm - 4:49 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
4:32 pm - 7:54 pm
DEN
-
MDW
2h 22mnonstop
$105Frontier
Mon, Jan 12 - Fri, Jan 16
Frontier Logo
3:05 pm - 4:54 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
4:32 pm - 7:54 pm
DEN
-
MDW
2h 22mnonstop
$118Frontier
Fri, Jan 9 - Fri, Jan 16
Frontier Logo
3:00 pm - 4:49 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
12:05 am - 10:31 am
DEN
-
MDW
9h 26m1 stop
$124Frontier
Mon, Jan 12 - Tue, Jan 13
Frontier Logo
3:00 pm - 4:49 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
9:00 pm - 11:47 pm
DEN
-
MDW
25h 47m1 stop
$125Frontier
Mon, Jan 12 - Thu, Jan 15
Frontier Logo
8:00 am - 10:59 pm
MDW
-
DEN
15h 59m1 stop
Frontier Logo
11:59 pm - 2:26 pm
DEN
-
MDW
13h 27m1 stop
$129Frontier
Sat, Feb 28 - Wed, Mar 4
Frontier Logo
9:09 pm - 10:59 pm
MDW
-
DEN
2h 50mnonstop
Frontier Logo
6:30 am - 3:49 pm
DEN
-
MDW
8h 19m1 stop
$133Frontier
Mon, Jan 19 - Fri, Jan 23
Frontier Logo
9:09 pm - 10:59 pm
MDW
-
DEN
2h 50mnonstop
Frontier Logo
6:30 am - 3:49 pm
DEN
-
MDW
8h 19m1 stop
$134Frontier
Mon, Jan 19 - Fri, Jan 23
Frontier Logo
3:05 pm - 4:54 pm
MDW
-
DEN
2h 49mnonstop
Frontier Logo
9:44 am - 11:09 pm
DEN
-
MDW
12h 25m1 stop
$135Frontier
Fri, Jan 9 - Mon, Jan 12
Delta Logo
6:00 am - 1:30 pm
MDW
-
JAC
8h 30m1 stop
Delta Logo
2:40 pm - 10:22 pm
JAC
-
MDW
6h 42m1 stop
$257Delta
Mon, Jan 26 - Fri, Jan 30
Delta Logo
6:00 am - 4:24 pm
MDW
-
JAC
11h 24m2 stops
Delta Logo
2:40 pm - 10:22 pm
JAC
-
MDW
6h 42m1 stop
$262Delta
Mon, Jan 26 - Fri, Jan 30

Frontier flights from Chicago Midway Airport to Wyoming

Our best Frontier deals on Chicago Midway Airport to Wyoming flight tickets
Frontier
Jan 12
MDW3:00 pmChicago Midway
2h 49m
DEN4:49 pmDenver Intl
Jan 16
DEN4:32 pmDenver Intl
2h 22m
MDW7:54 pmChicago Midway
$105
Find similar
Frontier
Jan 9
MDW3:05 pmChicago Midway
2h 49m
DEN4:54 pmDenver Intl
Jan 12
DEN10:43 amDenver Intl
2h 22m
MDW2:05 pmChicago Midway
$106
Find similar
Frontier
Jan 9
MDW3:05 pmChicago Midway
2h 49m
DEN4:54 pmDenver Intl
Jan 16
DEN4:32 pmDenver Intl
2h 22m
MDW7:54 pmChicago Midway
$108
Find similar

Southwest flights from Chicago Midway Airport to Wyoming

Our best Southwest deals on Chicago Midway Airport to Wyoming flight tickets
Southwest
Jan 17
MDW7:40 pmChicago Midway
2h 45m
DEN9:25 pmDenver Intl
Jan 20
DEN2:45 pmDenver Intl
4h 55m
1 stop
MDW8:40 pmChicago Midway
$155
Find similar
Southwest
Jan 20
MDW2:10 pmChicago Midway
2h 40m
DEN3:50 pmDenver Intl
Jan 24
DEN1:05 pmDenver Intl
2h 20m
MDW4:25 pmChicago Midway
$160
Find similar
Southwest
Jan 20
MDW5:35 pmChicago Midway
2h 45m
DEN7:20 pmDenver Intl
Jan 24
DEN1:10 pmDenver Intl
4h 20m
1 stop
MDW6:30 pmChicago Midway
$165
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 21, 2025.
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

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 1/12

3:00 pm-4:49 pm

Nonstop2h 49m

Denver Intl

Fri 1/16

4:32 pm-7:54 pm

Nonstop2h 22m

$105

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 1/9

3:05 pm-4:54 pm

Nonstop2h 49m

Denver Intl

Fri 1/16

4:32 pm-7:54 pm

Nonstop2h 22m

$118

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 1/12

3:00 pm-4:49 pm

Nonstop2h 49m

Denver Intl

Tue 1/13

12:05 am-10:31 am

1 stop9h 26m

$124

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 1/12

3:00 pm-4:49 pm

Nonstop2h 49m

Denver Intl

Thu 1/15

9:00 pm-11:47 pm

1 stop25h 47m

$125

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Sat 2/28

8:00 am-10:59 pm

1 stop15h 59m

Denver Intl

Wed 3/4

11:59 pm-2:26 pm

1 stop13h 27m

$129

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 1/19

9:09 pm-10:59 pm

Nonstop2h 50m

Denver Intl

Fri 1/23

6:30 am-3:49 pm

1 stop8h 19m

$133

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Mon 1/19

9:09 pm-10:59 pm

Nonstop2h 50m

Denver Intl

Fri 1/23

6:30 am-3:49 pm

1 stop8h 19m

$134

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

Fri 1/9

3:05 pm-4:54 pm

Nonstop2h 49m

Denver Intl

Mon 1/12

9:44 am-11:09 pm

1 stop12h 25m

$135

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Mon 1/26

6:00 am-1:30 pm

1 stop8h 30m

Jackson Hole

Fri 1/30

2:40 pm-10:22 pm

1 stop6h 42m

$257

ChicagoJackson

MDW - JAC

MDWJAC

Chicago Midway

Mon 1/26

6:00 am-4:24 pm

2 stops11h 24m

Jackson Hole

Fri 1/30

2:40 pm-10:22 pm

1 stop6h 42m

$262

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Wyoming from

How to get the cheapest flight ticket from Chicago Midway Airport to Wyoming

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Chicago Midway to Wyoming?

Southwest, Frontier, and Delta are the most popular carriers operating from Chicago Midway to Wyoming

Cheap Chicago Midway Airport to Wyoming flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Wyoming

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Wyoming

26 airports
The fastest flight from Chicago Midway Airport to Wyoming takes 2h 35m
Direct flights go from Chicago Midway Airport to Wyoming every day.
There are 26 airports in Wyoming. From Chicago Midway Airport there are direct flights to Denver Intl (DEN).
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to Wyoming?

    Prices for flights from Chicago Midway Airport to Wyoming are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Wyoming?

  • How old do you have to be to fly from Chicago Midway Airport to Wyoming?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Wyoming.

  • What documentation or ID do you need to fly to Wyoming?

    The travel and health documents required for your trip to Wyoming can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wyoming. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Wyoming?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Wyoming for you.

Can I find flights from Chicago to Wyoming with flexible booking policies on momondo?

All flight searches from Chicago to Wyoming on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Wyoming?

momondo provides multiple filters to help you find the best flight to Wyoming from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Wyoming right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Wyoming flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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