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Cheap flights from Wyoming to Chicago from $85

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 3/7. 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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0 bags

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Find the cheapest flights from Wyoming to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:20 am - 8:21 pm
DEN
-
MDW
9h 01m
1 stop
Frontier Logo
11:25 am - 6:36 pm
MDW
-
DEN
8h 11m
1 stop
$133Frontier
sáb., mar. 7 - mié., mar. 11
Frontier Logo
7:00 am - 3:19 pm
DEN
-
MDW
7h 19m
1 stop
Frontier Logo
9:15 am - 9:35 pm
MDW
-
DEN
13h 20m
1 stop
$134Frontier
sáb., feb. 21 - sáb., feb. 28
Frontier Logo
6:30 am - 2:49 pm
DEN
-
MDW
7h 19m
1 stop
Frontier Logo
6:15 am - 9:38 pm
MDW
-
DEN
16h 23m
1 stop
$136Frontier
vie., abr. 17 - lun., abr. 20
Frontier Logo
1:09 pm - 10:19 pm
DEN
-
MDW
8h 10m
1 stop
Frontier Logo
4:55 pm - 11:55 pm
MDW
-
DEN
8h 00m
1 stop
$137Frontier
mié., mar. 11 - jue., mar. 12
Frontier Logo
1:09 pm - 10:19 pm
DEN
-
MDW
8h 10m
1 stop
Frontier Logo
6:05 am - 11:04 pm
MDW
-
DEN
17h 59m
1 stop
$139Frontier
mié., mar. 11 - mié., mar. 18
Frontier Logo
2:10 pm - 10:29 pm
DEN
-
MDW
7h 19m
1 stop
Frontier Logo
6:25 am - 12:37 pm
MDW
-
DEN
7h 12m
1 stop
$144Frontier
jue., feb. 26 - sáb., feb. 28
Multiple Airlines Logo
2:19 pm - 4:16 pm
DEN
-
MDW
24h 57m
2 stops
Multiple Airlines Logo
11:25 am - 6:36 pm
MDW
-
DEN
8h 11m
1 stop
$152Multiple Airlines
mié., mar. 4 - mié., mar. 11
Delta Logo
7:11 am - 1:19 pm
JAC
-
MDW
5h 08m
1 stop
Delta Logo
1:22 pm - 9:29 pm
MDW
-
JAC
9h 07m
2 stops
$524Delta
sáb., may. 23 - vie., may. 29
Delta Logo
7:11 am - 1:19 pm
JAC
-
MDW
5h 08m
1 stop
Delta Logo
1:59 pm - 8:15 pm
MDW
-
JAC
7h 16m
1 stop
$579Delta
sáb., may. 23 - vie., may. 29
Delta Logo
7:11 am - 1:19 pm
JAC
-
MDW
5h 08m
1 stop
Delta Logo
1:05 pm - 8:16 pm
MDW
-
JAC
8h 11m
1 stop
$625Delta
vie., jun. 5 - lun., jun. 8

Frontier flights from Wyoming to Chicago Midway Airport

Our best Frontier deals on Wyoming to Chicago Midway Airport flight tickets
Frontier
Mar 7
DEN10:20 amDenver Intl
9h 01m
1 stop
MDW8:21 pmChicago Midway
Mar 11
MDW11:25 amChicago Midway
8h 11m
1 stop
DEN6:36 pmDenver Intl
$133
Frontier
Feb 21
DEN7:00 amDenver Intl
7h 19m
1 stop
MDW3:19 pmChicago Midway
Feb 28
MDW9:15 amChicago Midway
13h 20m
1 stop
DEN9:35 pmDenver Intl
$134
Frontier
Apr 17
DEN6:30 amDenver Intl
7h 19m
1 stop
MDW2:49 pmChicago Midway
Apr 20
MDW6:15 amChicago Midway
16h 23m
1 stop
DEN9:38 pmDenver Intl
$136

Southwest flights from Wyoming to Chicago Midway Airport

Our best Southwest deals on Wyoming to Chicago Midway Airport flight tickets
Southwest
Mar 3
DEN4:35 pmDenver Intl
2h 20m
MDW7:55 pmChicago Midway
Mar 7
MDW6:20 pmChicago Midway
2h 45m
DEN8:05 pmDenver Intl
$171
Southwest
Mar 7
DEN6:05 pmDenver Intl
5h 45m
1 stop
MDW12:50 amChicago Midway
Mar 14
MDW5:55 amChicago Midway
2h 45m
DEN7:40 amDenver Intl
$172
Southwest
Mar 7
DEN8:10 amDenver Intl
2h 25m
MDW11:35 amChicago Midway
Mar 14
MDW5:55 amChicago Midway
2h 45m
DEN7:40 amDenver Intl
$174

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 febrero 9, 2026.
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

sáb. 3/7

10:20 am-8:21 pm

1 stop9h 01m

Chicago Midway

mié. 3/11

11:25 am-6:36 pm

1 stop8h 11m

$133

DenverChicago

DEN - MDW

DENMDW

Denver Intl

sáb. 2/21

7:00 am-3:19 pm

1 stop7h 19m

Chicago Midway

sáb. 2/28

9:15 am-9:35 pm

1 stop13h 20m

$134

DenverChicago

DEN - MDW

DENMDW

Denver Intl

vie. 4/17

6:30 am-2:49 pm

1 stop7h 19m

Chicago Midway

lun. 4/20

6:15 am-9:38 pm

1 stop16h 23m

$136

DenverChicago

DEN - MDW

DENMDW

Denver Intl

mié. 3/11

1:09 pm-10:19 pm

1 stop8h 10m

Chicago Midway

jue. 3/12

4:55 pm-11:55 pm

1 stop8h 00m

$137

DenverChicago

DEN - MDW

DENMDW

Denver Intl

mié. 3/11

1:09 pm-10:19 pm

1 stop8h 10m

Chicago Midway

mié. 3/18

6:05 am-11:04 pm

1 stop17h 59m

$139

DenverChicago

DEN - MDW

DENMDW

Denver Intl

jue. 2/26

2:10 pm-10:29 pm

1 stop7h 19m

Chicago Midway

sáb. 2/28

6:25 am-12:37 pm

1 stop7h 12m

$144

DenverChicago

DEN - MDW

DENMDW

Denver Intl

mié. 3/4

2:19 pm-4:16 pm

2 stops24h 57m

Chicago Midway

mié. 3/11

11:25 am-6:36 pm

1 stop8h 11m

$152

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

sáb. 5/23

7:11 am-1:19 pm

1 stop5h 08m

Chicago Midway

vie. 5/29

1:22 pm-9:29 pm

2 stops9h 07m

$524

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

sáb. 5/23

7:11 am-1:19 pm

1 stop5h 08m

Chicago Midway

vie. 5/29

1:59 pm-8:15 pm

1 stop7h 16m

$579

JacksonChicago

JAC - MDW

JACMDW

Jackson Hole

vie. 6/5

7:11 am-1:19 pm

1 stop5h 08m

Chicago Midway

lun. 6/8

1:05 pm-8:16 pm

1 stop8h 11m

$625

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
Schererville
Valparaiso
Munster
Crown Point
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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1 adult
mié. 3/11
mié. 3/18
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