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Wyoming

$66+ Cheap flights from Chicago (CHI) to Wyoming

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JAC
ene. 22 — ene. 291
jue. 1/22
jue. 1/29
1 adult, Economy
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Cheap flight deals from Chicago to Wyoming

Cheapest flights from Chicago to Wyoming
Explore the most affordable flight options available from Chicago to Wyoming. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:00 amORD - DEN
Nonstop2h 56mFrontier
mié. 12/318:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/21$185
This Frontier deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/255:25 amORD - DEN
1 stop9h 50mFrontier
mié. 12/318:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/19$200
This Super.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:00 amORD - DEN
Nonstop2h 56mFrontier
sáb. 1/38:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/22$201
This Kiwi.com deal was found by Cheapflights users on 12/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/316:05 pmORD - DEN
1 stop15h 43mMultiple Airlines
jue. 1/18:45 pmDEN - ORD
Nonstop2h 27mMultiple Airlines
Deal found 12/19$203
This United Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/318:08 pmORD - DEN
Nonstop2h 58mUnited Airlines
jue. 1/16:00 amDEN - ORD
Nonstop2h 44mUnited Airlines
Deal found 12/21$210
This Travelocity deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/297:38 pmORD - DEN
1 stop13h 37mFrontier
jue. 1/222:57 pmDEN - ORD
Nonstop2h 34mFrontier
Deal found 12/21$219
This Frontier deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/307:00 amORD - DEN
Nonstop2h 56mFrontier
mié. 12/318:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/21$224
This Kiwi.com deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:00 amORD - DEN
Nonstop2h 56mFrontier
lun. 1/59:07 pmDEN - ORD
1 stop12h 42mFrontier
Deal found 12/21$232
This Super.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:00 amORD - DEN
Nonstop2h 56mFrontier
vie. 1/28:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/22$235
This CheapOair deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/317:00 amORD - SLC
1 stop18h 07mFrontier
dom. 1/48:58 pmSLC - ORD
1 stop26h 14mFrontier
Deal found 12/22$238
This Super.com deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/297:38 pmORD - DEN
1 stop13h 37mFrontier
mié. 12/318:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/22$239
This Frontier deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/2612:26 pmORD - DEN
1 stop11h 43mFrontier
mié. 12/318:45 pmDEN - ORD
Nonstop2h 27mFrontier
Deal found 12/22$240

Find flight deals from Chicago to Wyoming

Keep the following information in mind while searching for Chicago to Wyoming flight deals. Data was last updated diciembre 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$107
(Kiwi.com)

One-way from

$66
(Southwest)

Popular in

December

Cheapest in

October

Average price

$667

Good round-trip deal

$314 or less

Good one-way deal

$153 or less
Provider with most accurate pricing for Chicago (CHI)-Jackson Hole flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson Hole flights.
Search Deals
From Chicago (CHI) to Wyoming
Search Deals
One-way flight from Chicago (CHI) to Wyoming
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Wyoming.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Wyoming.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated diciembre 23, 2025.
Use the filters below to find and compare flights from Chicago to Wyoming that are best for you.

Fly from

Chicago

Fly to

Wyoming

Route

Depart

Return

Price

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

sáb. 1/17

7:40 pm-9:25 pm

Nonstop2h 45m

Denver Intl

mar. 1/20

2:45 pm-8:40 pm

1 stop4h 55m

$155

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

mar. 1/27

10:05 am-11:50 am

Nonstop2h 45m

Denver Intl

sáb. 1/31

8:20 am-11:45 am

Nonstop2h 25m

$171

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

sáb. 1/24

8:02 pm-9:59 pm

Nonstop2h 57m

Denver Intl

mié. 1/28

6:00 am-9:44 am

Nonstop2h 44m

$179

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

sáb. 2/7

3:59 pm-5:57 pm

Nonstop2h 58m

Denver Intl

mar. 2/10

4:15 pm-7:51 pm

Nonstop2h 36m

$179

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

sáb. 1/24

7:00 am-8:49 am

Nonstop2h 49m

Denver Intl

mar. 1/27

3:15 pm-6:46 pm

Nonstop2h 31m

$179

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

sáb. 1/24

8:25 am-2:00 pm

1 stop6h 35m

Denver Intl

mié. 1/28

1:25 pm-4:45 pm

Nonstop2h 20m

$181

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

mié. 1/21

2:36 pm-4:34 pm

Nonstop2h 58m

Denver Intl

jue. 1/22

11:20 am-2:55 pm

Nonstop2h 35m

$187

ChicagoDenver

ORD - DEN

ORDDEN

Chicago O'Hare Intl

jue. 1/22

2:36 pm-4:34 pm

Nonstop2h 58m

Denver Intl

dom. 1/25

6:00 am-9:44 am

Nonstop2h 44m

$196

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

mié. 1/14

9:32 am-1:33 pm

1 stop5h 01m

Denver Intl

mar. 1/20

7:15 am-1:09 pm

1 stop4h 54m

$198

ChicagoDenver

MDW - DEN

MDWDEN

Chicago Midway

sáb. 2/7

9:33 am-1:59 pm

1 stop5h 26m

Denver Intl

mié. 2/11

6:05 am-12:46 pm

1 stop5h 41m

$199

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Wyoming

Have a flexible travel schedule? Discover the best time to fly to Wyoming from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Wyoming

What is the cheapest month to book a flight from Chicago to Wyoming?

Currently, October is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $229). Flying from Chicago to Wyoming in November is currently the most expensive (average of $355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to WY?

Find hourly flight availability from Chicago to Wyoming. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 23, 2025.

When flying from Chicago to Wyoming, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 12% versus a flight in the morning.

Weekly flight availability from Chicago to Wyoming

Explore weekly flight availability from Chicago to Wyoming. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated diciembre 23, 2025.

The most flights from CHI to USWY are scheduled on a Monday (2 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Chicago to Wyoming?

Reviews of airlines servicing Wyoming

Get insights into the airlines that provide service to Wyoming. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wyoming. Reviews last updated diciembre 23, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Wyoming by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,105 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,105 reviews
United Airlines
7.4
Good
9,105 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,054 reviews
United Airlines
7.4
Good
9,105 reviews

Entertainment

7.1

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Wyoming. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Wyoming?

    There are many flights that can get you from Chicago to Wyoming in 2h 45m. Fly via Southwest, United Airlines, or Alaska Airlines to get the fastest option. Airlines will cover a distance of 893 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Wyoming one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Chicago to Wyoming for a low price.

  • What are the most popular routes from Chicago to Wyoming?

    The most popular flight routes from Chicago to Wyoming are Chicago O'Hare Intl - Denver Intl, Chicago O'Hare Intl - Salt Lake City and Chicago Midway - Denver Intl.

  • What are the cheapest flights from Chicago to Wyoming?

    While on average a flight from Chicago to Wyoming is generally $313, our data shows the cheapest flight currently is $153. When looking at the most popular route, (Chicago O'Hare Intl - Denver Intl), you can expect to pay $124 for that flight.

  • Can I find deals for flights from Chicago to Wyoming that include hotel bookings?

    Yes. In addition to deals on Chicago to Wyoming flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Wyoming?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Wyoming.

  • Can I find deals for business class flights from Chicago to Wyoming?

    Yes. Cheapflights offers flight deals from Chicago to Wyoming by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Wyoming?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $229). Flying from Chicago to Wyoming in November is currently the most expensive (average of $355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Wyoming

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Wyoming

Discover the top 3 airlines that operate flights from Chicago to Wyoming. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$211Average$461FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$275Average$470FlexibilityNo cancel feeOn-time71%
DeltaCheapest$293Average$363FlexibilityNo cancel feeOn-timeN/A

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