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

Frontier, Southwest, and United Airlines are the most popular carriers operating from Wyoming to Chicago

How many flights depart from Wyoming to Chicago on average per week?

As of February 2026, there are 396 flights per week flying from Wyoming to Chicago. The most common day of the week flights depart is Fri, with 22% of flights taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Wyoming to Chicago depends on which airport you fly into and out of. Flying from Jackson to Chicago O'Hare Intl Airport is 2h 57m on average, while flying from Casper to Chicago O'Hare Intl Airport is 4h 51m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

How many flights depart from Wyoming to Chicago on average per day?

As of February 2026, 56 flights take off from Wyoming and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 100% of daily flights taking off in the afternoon.

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?

As of February 2026, there are 7 operators available to choose from 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.

$84 Cheap Flights from Wyoming to Chicago in 2026

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Find the cheapest flights from Wyoming to Chicago

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:15 am - 9:50 am

DEN

ORD

2h 35mnonstop

10:55 am - 12:58 pm

ORD

DEN

3h 03mnonstop

$132Frontier

Fr, Mai 8 - Mo, Mai 11

10:29 pm - 6:47 am

DEN

ORD

7h 18m

1 stop

10:55 am - 12:58 pm

ORD

DEN

3h 03mnonstop

$133Frontier

Di, Mai 5 - Mo, Mai 11

2:19 pm - 4:16 pm

DEN

MDW

24h 57m

2 stops

11:25 am - 6:36 pm

MDW

DEN

8h 11m

1 stop

$152Multiple Airlines

Mi, Mrz 4 - Mi, Mrz 11

7:35 am - 12:38 am

SLC

ORD

16h 03m

1 stop

8:53 pm - 9:02 am

ORD

SLC

13h 09m

1 stop

$170Multiple Airlines

Sa, Apr 11 - Mi, Apr 15

11:48 am - 11:59 pm

JAC

ORD

11h 11m

1 stop

7:00 am - 11:08 am

ORD

JAC

29h 08m

1 stop

$265Alaska Airlines

Do, Mrz 12 - Fr, Mrz 13

1:44 pm - 5:57 pm

JAC

ORD

3h 13mnonstop

9:54 am - 12:18 pm

ORD

JAC

3h 24mnonstop

$308American Airlines

So, Mrz 29 - Di, Mrz 31

1:44 pm - 5:57 pm

JAC

ORD

3h 13mnonstop

6:10 am - 12:38 pm

ORD

JAC

7h 28m

1 stop

$318American Airlines

So, Mrz 29 - Mi, Apr 1

12:20 pm - 4:30 pm

JAC

ORD

3h 10mnonstop

8:55 am - 11:24 am

ORD

JAC

3h 29mnonstop

$325United Airlines

Do, Mrz 12 - Fr, Mrz 20

11:48 am - 11:59 pm

JAC

ORD

11h 11m

1 stop

8:00 am - 11:37 am

ORD

JAC

28h 37m

1 stop

$336Alaska Airlines

Do, Mrz 12 - Fr, Mrz 20

5:55 pm - 11:52 pm

CPR

ORD

4h 57m

1 stop

5:45 pm - 10:07 pm

ORD

CPR

5h 22m

1 stop

$338United Airlines

Mi, Mrz 25 - Di, Mrz 31

Frontier flights from Wyoming to Chicago

Our best Frontier deals on Wyoming to Chicago flight tickets

Frontier

May 8

DEN6:15 amDenver Intl

2h 35m

ORD9:50 amChicago O'Hare Intl

May 11

ORD10:55 amChicago O'Hare Intl

3h 03m

DEN12:58 pmDenver Intl

$132

Frontier

May 5

DEN10:29 pmDenver Intl

7h 18m

1 stop

ORD6:47 amChicago O'Hare Intl

May 11

ORD10:55 amChicago O'Hare Intl

3h 03m

DEN12:58 pmDenver Intl

$133

Frontier

Mar 26

DEN6:00 amDenver Intl

2h 43m

ORD9:43 amChicago O'Hare Intl

Apr 1

ORD3:29 pmChicago O'Hare Intl

3h 08m

DEN5:37 pmDenver Intl

$134

American Airlines flights from Wyoming to Chicago

Our best American Airlines deals on Wyoming to Chicago flight tickets

American Airlines

Mar 7

DEN7:00 amDenver Intl

2h 37m

ORD10:37 amChicago O'Hare Intl

Mar 11

ORD8:45 pmChicago O'Hare Intl

2h 52m

DEN10:37 pmDenver Intl

$174

American Airlines

Feb 21

DEN7:00 amDenver Intl

2h 37m

ORD10:37 amChicago O'Hare Intl

Feb 28

ORD8:45 pmChicago O'Hare Intl

2h 52m

DEN10:37 pmDenver Intl

$187

American Airlines

Feb 21

DEN6:39 amDenver Intl

6h 37m

1 stop

ORD2:16 pmChicago O'Hare Intl

Feb 28

ORD7:00 pmChicago O'Hare Intl

2h 50m

DEN8:50 pmDenver Intl

$205

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fr 5/8

6:15 am-9:50 am

Nonstop2h 35m

Chicago O'Hare Intl

Mo 5/11

10:55 am-12:58 pm

Nonstop3h 03m

$132

DenverChicago

DEN - ORD

DENORD

Denver Intl

Di 5/5

10:29 pm-6:47 am

1 stop7h 18m

Chicago O'Hare Intl

Mo 5/11

10:55 am-12:58 pm

Nonstop3h 03m

$133

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Mi 3/4

2:19 pm-4:16 pm

2 stops24h 57m

Chicago Midway

Mi 3/11

11:25 am-6:36 pm

1 stop8h 11m

$152

Salt Lake CityChicago

SLC - ORD

SLCORD

Salt Lake City

Sa 4/11

7:35 am-12:38 am

1 stop16h 03m

Chicago O'Hare Intl

Mi 4/15

8:53 pm-9:02 am

1 stop13h 09m

$170

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Do 3/12

11:48 am-11:59 pm

1 stop11h 11m

Chicago O'Hare Intl

Fr 3/13

7:00 am-11:08 am

1 stop29h 08m

$265

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

So 3/29

1:44 pm-5:57 pm

Nonstop3h 13m

Chicago O'Hare Intl

Di 3/31

9:54 am-12:18 pm

Nonstop3h 24m

$308

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

So 3/29

1:44 pm-5:57 pm

Nonstop3h 13m

Chicago O'Hare Intl

Mi 4/1

6:10 am-12:38 pm

1 stop7h 28m

$318

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Do 3/12

12:20 pm-4:30 pm

Nonstop3h 10m

Chicago O'Hare Intl

Fr 3/20

8:55 am-11:24 am

Nonstop3h 29m

$325

JacksonChicago

JAC - ORD

JACORD

Jackson Hole

Do 3/12

11:48 am-11:59 pm

1 stop11h 11m

Chicago O'Hare Intl

Fr 3/20

8:00 am-11:37 am

1 stop28h 37m

$336

CasperChicago

CPR - ORD

CPRORD

Casper Natrona County

Mi 3/25

5:55 pm-11:52 pm

1 stop4h 57m

Chicago O'Hare Intl

Di 3/31

5:45 pm-10:07 pm

1 stop5h 22m

$338

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $289. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Wyoming to Chicago during February average around $359.

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 $457. 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 $744.

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 in the afternoon. Flights from Wyoming to Chicago during this time can be as low as $479. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $542.

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

What cabin class options are available on Wyoming to Chicago flights?

There are 4 cabin classes available to choose from on Wyoming to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Wyoming to Chicago flights?

No. A direct flight is the cheapest option for a flight between Wyoming to Chicago.

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	$305
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 $305. The best round-trip flight deal from Wyoming to Chicago found on momondo in the last 72 hours is $423.

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

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?
As of February 2026, there are 7 operators available to choose from 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?
Based on momondo bookings for flights between Wyoming and Chicago, the leading plane model is Airbus A319, making up 57.14% of the total bookings. Other popular models include Boeing 737-700 with 38.10%, Embraer 175 (Enhanced Winglets) with 2.38%, and Boeing 757 with 2.38%.

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 Airlines	PriceFrom $191	Free Cancellation	Rating 7.2 11,248 reviews		Search American Airlines flights
United Airlines	PriceFrom $289	Free Cancellation	Rating 7.4 9,249 reviews		Search United Airlines flights

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?

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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Wyoming to Chicago from $84

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 4/20. 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 Wyoming to Chicago

Cheap round-trip flights

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Frontier flights from Wyoming to Chicago

Our best Frontier deals on Wyoming to Chicago flight tickets

American Airlines flights from Wyoming to Chicago

Our best American Airlines deals on Wyoming to Chicago flight tickets

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Use the filters below to find and compare flights from Wyoming to Chicago that are best for you.

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How to get the cheapest flight ticket from Wyoming to Chicago

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 $289. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Wyoming to Chicago during February average around $359.

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

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 in the afternoon. Flights from Wyoming to Chicago during this time can be as low as $479. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $542.

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

What cabin class options are available on Wyoming to Chicago flights?

There are 4 cabin classes available to choose from on Wyoming to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Wyoming to Chicago flights?

No. A direct flight is the cheapest option for a flight between Wyoming to Chicago.

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

Frontier, Southwest, and United Airlines are the most popular carriers operating from Wyoming to Chicago

How many flights depart from Wyoming to Chicago on average per day?

As of February 2026, 56 flights take off from Wyoming and land in Chicago each day. The most common flight departure time for this route is 12:00PM, with 100% of daily flights taking off in the afternoon.

How many flights depart from Wyoming to Chicago on average per week?

As of February 2026, there are 396 flights per week flying from Wyoming to Chicago. The most common day of the week flights depart is Fri, with 22% of flights taking off on this day.

How long does it take to fly to Chicago?

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

Fastest flight time

Direct flights

Airports in Chicago

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

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?

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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