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Cheap flights from Wyoming to Chicago from $91

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 6/10. 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
6:30 am - 7:41 pm
DEN
-
ORD
12h 11m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$180Frontier
Wed, May 27 - Fri, May 29
Frontier Logo
4:54 pm - 8:32 pm
DEN
-
ORD
2h 38mnonstop
Frontier Logo
1:29 pm - 10:24 pm
ORD
-
DEN
9h 55m
1 stop
$181Frontier
Fri, May 29 - Fri, Jun 5
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
Frontier Logo
1:50 pm - 10:05 pm
ORD
-
DEN
9h 15m
1 stop
$182Frontier
Mon, Aug 3 - Thu, Aug 6
Southwest Logo
6:15 am - 9:40 am
DEN
-
MDW
2h 25mnonstop
Southwest Logo
5:30 am - 7:05 am
MDW
-
DEN
2h 35mnonstop
$217Southwest
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
3:39 pm - 8:05 pm
JAC
-
ORD
3h 26mnonstop
American Airlines Logo
12:59 pm - 3:12 pm
ORD
-
JAC
3h 13mnonstop
$319American Airlines
Wed, Aug 5 - Mon, Aug 10
Multiple Airlines Logo
9:15 am - 7:59 pm
DEN
-
RFD
9h 44m
1 stop
Multiple Airlines Logo
9:19 am - 2:15 pm
RFD
-
DEN
5h 56m
1 stop
$328Multiple Airlines
Wed, Jul 29 - Sun, Aug 2
United Airlines Logo
4:23 pm - 12:44 am
JAC
-
ORD
7h 21m
1 stop
United Airlines Logo
4:21 pm - 6:42 pm
ORD
-
JAC
3h 21mnonstop
$329United Airlines
Thu, Jun 25 - Mon, Jun 29
Multiple Airlines Logo
9:03 am - 8:23 pm
DEN
-
RFD
10h 20m
1 stop
Multiple Airlines Logo
1:11 pm - 9:38 am
RFD
-
DEN
21h 27m
1 stop
$339Multiple Airlines
Fri, May 29 - Sun, May 31
United Airlines Logo
6:05 pm - 11:57 pm
CPR
-
ORD
4h 52m
1 stop
United Airlines Logo
5:00 am - 8:50 am
ORD
-
CPR
4h 50m
1 stop
$346United Airlines
Fri, Oct 9 - Mon, Oct 12
American Airlines Logo
11:47 am - 4:07 pm
JAC
-
ORD
3h 20mnonstop
American Airlines Logo
1:17 pm - 3:34 pm
ORD
-
JAC
3h 17mnonstop
$359American Airlines
Thu, Jun 11 - Tue, Jun 16

Frontier flights from Wyoming to Chicago

Our best Frontier deals on Wyoming to Chicago flight tickets
Frontier
May 27
DEN6:30 amDenver Intl
12h 11m
1 stop
ORD7:41 pmChicago O'Hare Intl
May 29
ORD9:37 pmChicago O'Hare Intl
3h 07m
DEN11:44 pmDenver Intl
$180
Frontier
May 29
DEN4:54 pmDenver Intl
2h 38m
ORD8:32 pmChicago O'Hare Intl
Jun 5
ORD1:29 pmChicago O'Hare Intl
9h 55m
1 stop
DEN10:24 pmDenver Intl
$181
Frontier
Aug 21
DEN10:00 amDenver Intl
8h 55m
1 stop
ORD7:55 pmChicago O'Hare Intl
Aug 23
ORD9:48 pmChicago O'Hare Intl
3h 06m
DEN11:54 pmDenver Intl
$182

United Airlines flights from Wyoming to Chicago

Our best United Airlines deals on Wyoming to Chicago flight tickets
United Airlines
Jun 25
JAC4:23 pmJackson Hole
7h 21m
1 stop
ORD12:44 amChicago O'Hare Intl
Jun 29
ORD4:21 pmChicago O'Hare Intl
3h 21m
JAC6:42 pmJackson Hole
$329
United Airlines
Oct 9
CPR6:05 pmCasper Natrona County
4h 52m
1 stop
ORD11:57 pmChicago O'Hare Intl
Oct 12
ORD5:00 amChicago O'Hare Intl
4h 50m
1 stop
CPR8:50 amCasper Natrona County
$346
United Airlines
May 28
COD5:55 pmCody E.E. Faust
5h 49m
1 stop
ORD12:44 amChicago O'Hare Intl
Jun 1
ORD6:17 pmChicago O'Hare Intl
5h 26m
1 stop
COD10:43 pmCody E.E. Faust
$348

momondo Fare Finder

 
Customize your flight search to find flights from Wyoming to Chicago 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 May 15, 2026.
Use the filters below to find and compare flights from Wyoming to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 5/27

6:30 am-7:41 pm

1 stop12h 11m

Chicago O'Hare Intl

Fri 5/29

9:37 pm-11:44 pm

Nonstop3h 07m

$180

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/29

4:54 pm-8:32 pm

Nonstop2h 38m

Chicago O'Hare Intl

Fri 6/5

1:29 pm-10:24 pm

1 stop9h 55m

$181

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 8/3

5:05 pm-8:52 pm

Nonstop2h 47m

Chicago O'Hare Intl

Thu 8/6

1:50 pm-10:05 pm

1 stop9h 15m

$182
Quickest round-trip

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 6/9

6:15 am-9:40 am

Nonstop2h 25m

Chicago Midway

Tue 6/16

5:30 am-7:05 am

Nonstop2h 35m

$217

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Wed 8/5

3:39 pm-8:05 pm

Nonstop3h 26m

Chicago O'Hare Intl

Mon 8/10

12:59 pm-3:12 pm

Nonstop3h 13m

$319

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Wed 7/29

9:15 am-7:59 pm

1 stop9h 44m

Chicago Greater Rockford

Sun 8/2

9:19 am-2:15 pm

1 stop5h 56m

$328

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 6/25

4:23 pm-12:44 am

1 stop7h 21m

Chicago O'Hare Intl

Mon 6/29

4:21 pm-6:42 pm

Nonstop3h 21m

$329

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Fri 5/29

9:03 am-8:23 pm

1 stop10h 20m

Chicago Greater Rockford

Sun 5/31

1:11 pm-9:38 am

1 stop21h 27m

$339

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Fri 10/9

6:05 pm-11:57 pm

1 stop4h 52m

Chicago O'Hare Intl

Mon 10/12

5:00 am-8:50 am

1 stop4h 50m

$346

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Thu 6/11

11:47 am-4:07 pm

Nonstop3h 20m

Chicago O'Hare Intl

Tue 6/16

1:17 pm-3:34 pm

Nonstop3h 17m

$359

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

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 month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Wyoming, with most prices found around $191. If you’re not able to fly to Chicago in September, then July is your next best option. Flight prices from Wyoming to Chicago during July average around $204.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $456. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Wyoming to Chicago for around $734.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Wyoming to Chicago during this time can be as low as $466. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $546.

What is the cheapest Wyoming to Chicago flight route?

Fly from Jackson Hole to Chicago O'Hare Intl for the best Wyoming - Chicago flight prices

Can stopping save me money on Wyoming to Chicago flights?

You could potentially save up to 12% on your flight if you consider stops on a Wyoming to Chicago flight.

Cheap Wyoming to Chicago flight deals and tips

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

Best Price Found

$266

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Wyoming in the past 72 hours is $266. The best round-trip flight deal from Wyoming to Chicago found on momondo in the last 72 hours is $469.
The fastest flight from Wyoming to Chicago takes 2h 15m
Direct flights go from Wyoming to Chicago every day.
There are 3 airports in Chicago. From Wyoming there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Wyoming to Chicago

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

    Prices for flights from Wyoming to Chicago were last updated today.

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

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

    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.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Wyoming to Chicago?

Best airlines flying from Wyoming to Chicago

Compare and see reviews for airlines that fly from Wyoming to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $229Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights
United AirlinesPriceFrom $281Free CancellationRating
7.4
9,717 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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?

It is quick and easy to find Wyoming to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits 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?

Once all potential Wyoming to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Wyoming are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport