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Cheap flights from Wyoming to Chicago from $62

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wyoming to Chicago departing on 2/11. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
12:05 am - 7:27 am
DEN
-
MDW
6h 22m1 stop
Frontier Logo
9:09 pm - 10:59 pm
MDW
-
DEN
2h 50mnonstop
$91Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
10:29 pm - 11:45 am
DEN
-
MDW
12h 16m1 stop
Frontier Logo
9:09 pm - 10:59 pm
MDW
-
DEN
2h 50mnonstop
$92Frontier
Wed, Jan 7 - Mon, Jan 19
Frontier Logo
4:32 pm - 7:54 pm
DEN
-
MDW
2h 22mnonstop
Frontier Logo
9:15 am - 9:11 pm
MDW
-
DEN
12h 56m1 stop
$93Frontier
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
10:29 pm - 11:45 am
DEN
-
MDW
12h 16m1 stop
Frontier Logo
9:15 am - 9:11 pm
MDW
-
DEN
12h 56m1 stop
$98Frontier
Wed, Jan 7 - Mon, Jan 19
Frontier Logo
6:07 pm - 7:17 am
DEN
-
MDW
12h 10m1 stop
Frontier Logo
9:15 am - 9:11 pm
MDW
-
DEN
12h 56m1 stop
$99Frontier
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
10:29 pm - 11:45 am
DEN
-
MDW
12h 16m1 stop
Frontier Logo
12:50 pm - 8:20 pm
MDW
-
DEN
8h 30m1 stop
$100Frontier
Wed, Jan 7 - Thu, Jan 8
Frontier Logo
12:14 am - 8:03 am
DEN
-
MDW
6h 49m1 stop
Frontier Logo
9:15 am - 9:11 pm
MDW
-
DEN
12h 56m1 stop
$110Frontier
Wed, Jan 14 - Mon, Jan 19
Frontier Logo
10:29 pm - 11:45 am
DEN
-
MDW
12h 16m1 stop
Frontier Logo
3:05 pm - 4:54 pm
MDW
-
DEN
2h 49mnonstop
$113Frontier
Wed, Jan 7 - Fri, Jan 9
Delta Logo
2:40 pm - 10:22 pm
JAC
-
MDW
6h 42m1 stop
Delta Logo
9:53 am - 7:06 pm
MDW
-
JAC
10h 13m2 stops
$333Delta
Thu, Jan 29 - Tue, Feb 3
Delta Logo
2:40 pm - 10:07 pm
JAC
-
MDW
6h 27m1 stop
Delta Logo
9:32 am - 4:24 pm
MDW
-
JAC
7h 52m2 stops
$464Delta
Mon, Jan 12 - Wed, Jan 14

Frontier flights from Wyoming to Chicago Midway Airport

Our best Frontier deals on Wyoming to Chicago Midway Airport flight tickets
Frontier
Jan 16
DEN12:05 amDenver Intl
6h 22m
1 stop
MDW7:27 amChicago Midway
Jan 19
MDW9:09 pmChicago Midway
2h 50m
DEN10:59 pmDenver Intl
$91
Find similar
Frontier
Jan 7
DEN10:29 pmDenver Intl
12h 16m
1 stop
MDW11:45 amChicago Midway
Jan 19
MDW9:09 pmChicago Midway
2h 50m
DEN10:59 pmDenver Intl
$92
Find similar
Frontier
Jan 16
DEN4:32 pmDenver Intl
2h 22m
MDW7:54 pmChicago Midway
Jan 19
MDW9:15 amChicago Midway
12h 56m
1 stop
DEN9:11 pmDenver Intl
$93
Find similar

Delta flights from Wyoming to Chicago Midway Airport

Our best Delta deals on Wyoming to Chicago Midway Airport flight tickets
Delta
Jan 29
JAC2:40 pmJackson Hole
6h 42m
1 stop
MDW10:22 pmChicago Midway
Feb 3
MDW9:53 amChicago Midway
10h 13m
2 stops
JAC7:06 pmJackson Hole
$333
Find similar
Delta
Dec 25
DEN2:30 pmDenver Intl
6h 52m
1 stop
MDW10:22 pmChicago Midway
Jan 1
MDW9:29 amChicago Midway
5h 37m
1 stop
DEN2:06 pmDenver Intl
$338
Find similar
Delta
Jan 21
SLC11:08 amSalt Lake City
6h 28m
1 stop
MDW6:36 pmChicago Midway
Jan 24
MDW11:45 amChicago Midway
5h 37m
1 stop
SLC4:22 pmSalt Lake City
$429
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Wyoming to Chicago Midway Airport 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 15, 2025.
Use the filters below to find and compare flights from Wyoming to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/16

12:05 am-7:27 am

1 stop6h 22m

Chicago Midway

Mon 1/19

9:09 pm-10:59 pm

Nonstop2h 50m

$91

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/7

10:29 pm-11:45 am

1 stop12h 16m

Chicago Midway

Mon 1/19

9:09 pm-10:59 pm

Nonstop2h 50m

$92

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/16

4:32 pm-7:54 pm

Nonstop2h 22m

Chicago Midway

Mon 1/19

9:15 am-9:11 pm

1 stop12h 56m

$93

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/7

10:29 pm-11:45 am

1 stop12h 16m

Chicago Midway

Mon 1/19

9:15 am-9:11 pm

1 stop12h 56m

$98

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 1/15

6:07 pm-7:17 am

1 stop12h 10m

Chicago Midway

Mon 1/19

9:15 am-9:11 pm

1 stop12h 56m

$99

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/7

10:29 pm-11:45 am

1 stop12h 16m

Chicago Midway

Thu 1/8

12:50 pm-8:20 pm

1 stop8h 30m

$100

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/14

12:14 am-8:03 am

1 stop6h 49m

Chicago Midway

Mon 1/19

9:15 am-9:11 pm

1 stop12h 56m

$110

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/7

10:29 pm-11:45 am

1 stop12h 16m

Chicago Midway

Fri 1/9

3:05 pm-4:54 pm

Nonstop2h 49m

$113

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Thu 1/29

2:40 pm-10:22 pm

1 stop6h 42m

Chicago Midway

Tue 2/3

9:53 am-7:06 pm

2 stops10h 13m

$333

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

Mon 1/12

2:40 pm-10:07 pm

1 stop6h 27m

Chicago Midway

Wed 1/14

9:32 am-4:24 pm

2 stops7h 52m

$464

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 Chicago from

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

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 Wyoming to Chicago Midway?

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

Cheap Wyoming to Chicago Midway Airport flight deals and tips

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

Fastest flight time

2h 15m

Direct flights

Every day
The fastest flight from Wyoming to Chicago Midway Airport takes 2h 15m
Direct flights go from Wyoming to Chicago Midway Airport every day.
Search flight deals

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wyoming to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport 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 Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

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 Wyoming to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Wyoming with this policy.

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

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

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

If you are not ready to book a flight from Wyoming to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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