Wyoming

$210+ Cheap flights from Chicago (CHI) to Wyoming

CHI — JAC
Dec 10 — Dec 171
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Cheap flight deals from Chicago to Wyoming

Cheapest flights from Chicago to Wyoming

Fri 12/112:35 pm -
1 stop5h 24m
Sun 12/137:00 am -
1 stop5h 30m
Deal found 11/9$368
Sun 12/67:00 am -
1 stop7h 16m
Sun 12/131:54 pm -
1 stop6h 40m
Deal found 11/6$387
Sun 11/227:00 am -
1 stop7h 04m
Thu 11/266:00 am -
1 stop4h 19m
Deal found 11/7$388
Thu 12/312:59 pm -
1 stop5h 39m
Mon 12/76:20 pm -
1 stop4h 39m
Deal found 11/5$408
Fri 11/201:30 pm -
1 stop4h 47m
Tue 11/243:13 pm -
1 stop6h 33m
Deal found 11/5$418
Tue 12/2210:30 am -
Nonstop3h 34m
Tue 12/2912:55 pm -
Nonstop3h 28m
Deal found 11/4$419
Tue 12/226:00 am -
1 stop8h 58m
Wed 12/3012:55 pm -
Nonstop3h 28m
Deal found 11/4$429
Fri 12/412:59 pm -
1 stop5h 39m
Sun 12/65:30 am -
1 stop4h 49m
Deal found 11/5$436
Tue 12/226:50 am -
1 stop7h 39m
Wed 12/304:19 pm -
1 stop5h 23m
Deal found 11/4$439
Tue 12/87:25 am -
1 stop5h 46m
Tue 12/151:07 pm -
2 stops9h 49m
Deal found 11/5$444
Mon 12/213:40 pm -
1 stop6h 31m
Tue 12/2912:56 pm -
Nonstop3h 09m
Deal found 11/8$448
Fri 12/47:00 am -
1 stop7h 20m
Fri 12/114:25 pm -
1 stop6h 34m
Deal found 11/6$449

Find flight deals from Chicago to Wyoming

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$358
(United Airlines)

One-way from

$210
(United Airlines)

Popular in

January

Cheapest in

April

Average price

$463

Good round-trip deal

$468 or less

Good one-way deal

$240 or less
Provider with most accurate pricing for Chicago (CHI)-Jackson Hole flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Jackson Hole flights.
From Chicago (CHI) to Wyoming
One-way flight from Chicago (CHI) to Wyoming
Highest demand for flights based on searches. 9% potential increase in price ($48 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago (CHI) to Wyoming.
Price to beat on a one-way flight from Chicago (CHI) to Wyoming.

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Tue 12/8

8:58 am-11:23 am

Nonstop3h 25m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$210

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Tue 12/22

6:50 am-1:29 pm

1 stop7h 39m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$220

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Mon 12/14

8:04 am-7:31 pm

2 stops12h 27m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$225

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Thu 2/18

9:30 am-12:56 pm

1 stop28h 26m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$225
Quickest round-trip

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Thu 2/18

4:20 pm-6:42 pm

Nonstop3h 22m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$246

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Sat 12/19

6:29 am-1:04 pm

1 stop7h 35m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$256

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Fri 12/11

2:04 pm-7:31 pm

1 stop6h 27m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$256

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Fri 2/5

9:50 am-7:21 pm

2 stops10h 31m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$261

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Fri 2/5

9:01 am-11:38 am

Nonstop3h 37m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$274

ChicagoJackson

ORD Chicago O'Hare Intl - JAC Jackson Hole

ORDJAC

Chicago O'Hare Intl

Tue 11/17

8:40 am-1:25 pm

1 stop5h 45m

Jackson Hole

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/7

Showing 1-10 of 49 resultsSorted by cheapest first
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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

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, April is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $363). Flying from Chicago to Wyoming in September is currently the most expensive (average of $551). 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.

How far ahead should I book a flight from Chicago to Wyoming?

The price you pay for your flight from Chicago to Wyoming may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Reviews of airlines servicing Wyoming

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.

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.3

Food

6.7

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Related info for your journey

  • How long is the flight from Chicago to Wyoming?

    There are many flights that can get you from Chicago to Wyoming in 6h 54m. Fly via United Airlines to get the fastest option. Airlines will cover a distance of 874 mi.

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

    The cheapest airline one-way is KLM, with whom users have recently found tickets for as low as $225. However, be on the lookout for offers from Delta and Iberia, 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?

  • What are the most reliable airlines from Chicago to Wyoming?

    The top 3 most reliable airlines when flying from Chicago to Wyoming are American Airlines (80%), United Airlines (66%) and Lufthansa (61%).

  • What are the cheapest flights from Chicago to Wyoming?

    While on average a flight from Chicago to Wyoming is generally $399, our data shows the cheapest flight currently is $230. When looking at the most popular route, (Chicago O'Hare Intl - Denver Intl), you can expect to pay $113 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, April is the cheapest month in which you can book a flight from Chicago to Wyoming (average of $363). Flying from Chicago to Wyoming in September is currently the most expensive (average of $551). 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

Alternative routes for Chicago to Wyoming

Top 2 airlines flying from Chicago to Wyoming

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$315Average$475FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$335Average$515FlexibilityNo cancel feeOn-time69%

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