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Flight Deals
Cheap Flights from Chicago to Wyoming
Cheapest round-trip prices found by our users on KAYAK in the last 5 daysBook Cheap Chicago to Wyoming Plane Tickets
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Wyoming that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals from Chicago to Wyoming
Mon, Nov 23 - Mon, Nov 30
1:30 pm - 5:38 pmORD Chicago O'Hare Intl-LAR Laramie Gen. Brees Field
5h 08m1 stop Denver Intl
6:20 pm - 11:59 pmLAR Laramie Gen. Brees Field-ORD Chicago O'Hare Intl
4h 39m1 stop Denver Intl
$348United Airlines
Thu, Jan 21 - Mon, Jan 25
12:40 pm - 7:01 pmORD Chicago O'Hare Intl-CPR Casper Natrona County
7h 21m1 stop Denver Intl
6:03 pm - 11:58 pmCPR Casper Natrona County-ORD Chicago O'Hare Intl
4h 55m1 stop Denver Intl
$358United Airlines
Tue, Nov 24 - Fri, Nov 27
2:30 pm - 8:32 pmORD Chicago O'Hare Intl-CPR Casper Natrona County
7h 02m1 stop Denver Intl
5:57 pm - 11:59 pmCPR Casper Natrona County-ORD Chicago O'Hare Intl
5h 02m1 stop Denver Intl
$358United Airlines
Wed, Nov 11 - Sat, Nov 14
4:20 pm - 8:32 pmORD Chicago O'Hare Intl-CPR Casper Natrona County
5h 12m1 stop Denver Intl
5:15 am - 11:19 amCPR Casper Natrona County-ORD Chicago O'Hare Intl
5h 04m1 stop Denver Intl
$358United Airlines
Tue, Dec 22 - Tue, Dec 29
6:00 am - 1:58 pmORD Chicago O'Hare Intl-JAC Jackson Hole
8h 58m1 stop Dallas/Fort Worth
12:55 pm - 5:23 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 28mnonstop
$419American Airlines
Sun, Dec 6 - Tue, Dec 15
6:59 am - 12:42 pmORD Chicago O'Hare Intl-JAC Jackson Hole
6h 43m1 stop Dallas/Fort Worth
1:32 pm - 10:15 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
7h 43m1 stop Dallas/Fort Worth
$429American Airlines
Sun, Jan 3 - Fri, Jan 8
6:25 am - 1:20 pmORD Chicago O'Hare Intl-JAC Jackson Hole
7h 55m1 stop Atlanta Hartsfield-Jackson
1:10 pm - 9:53 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
7h 43m1 stop Salt Lake City
$429Delta
Sun, Jan 3 - Fri, Jan 8
6:23 am - 1:04 pmORD Chicago O'Hare Intl-JAC Jackson Hole
7h 41m1 stop Minneapolis St Paul
1:10 pm - 9:53 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
7h 43m1 stop Salt Lake City
$429Delta
Tue, Dec 22 - Tue, Dec 29
6:00 am - 1:58 pmORD Chicago O'Hare Intl-JAC Jackson Hole
8h 58m1 stop Dallas/Fort Worth
2:39 pm - 10:05 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
6h 26m1 stop Dallas/Fort Worth
$429American Airlines
Sun, Dec 6 - Tue, Dec 15
7:25 am - 12:11 pmORD Chicago O'Hare Intl-JAC Jackson Hole
5h 46m1 stop Salt Lake City
1:07 pm - 9:56 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
7h 49m1 stop Salt Lake City
$429Delta
Recent one-way flight deals from Chicago to Wyoming
Thu, Dec 24
6:50 am - 1:08 pmORD Chicago O'Hare Intl-CYS Cheyenne
7h 18m1 stop Denver Intl
$193United Airlines
Tue, Mar 16
10:35 am - 1:04 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 29mnonstop
$205American Airlines
Thu, Dec 24
8:40 am - 3:07 pmORD Chicago O'Hare Intl-LAR Laramie Gen. Brees Field
7h 27m1 stop Denver Intl
$206United Airlines
Thu, Dec 24
8:40 am - 3:07 pmORD Chicago O'Hare Intl-LAR Laramie Gen. Brees Field
7h 27m1 stop Denver Intl
$208United Airlines
Mon, Feb 15
7:30 am - 12:12 pmORD Chicago O'Hare Intl-JAC Jackson Hole
5h 42m1 stop Salt Lake City
$215Delta
Sun, Jan 31
7:30 am - 12:12 pmORD Chicago O'Hare Intl-JAC Jackson Hole
5h 42m1 stop Salt Lake City
$215Delta
Tue, Mar 16
10:50 am - 3:23 pmORD Chicago O'Hare Intl-JAC Jackson Hole
5h 33m1 stop Denver Intl
$215United Airlines
Sun, Jan 31
9:30 am - 7:40 pmORD Chicago O'Hare Intl-JAC Jackson Hole
11h 10m2 stops Minneapolis St Paul Salt Lake City
$220Delta
Sat, Dec 5
6:59 am - 12:42 pmORD Chicago O'Hare Intl-JAC Jackson Hole
6h 43m1 stop Dallas/Fort Worth
$251American Airlines
Fri, Dec 11
6:00 am - 12:42 pmORD Chicago O'Hare Intl-JAC Jackson Hole
7h 42m1 stop Dallas/Fort Worth
$251American Airlines
Recent last minute flight deals from Chicago to Wyoming
Thu, Oct 22 - Mon, Oct 26
5:51 pm - 9:58 pmORD Chicago O'Hare Intl-CYS Cheyenne
5h 07m1 stop Denver Intl
1:49 pm - 9:30 pmCYS Cheyenne-ORD Chicago O'Hare Intl
6h 41m1 stop Denver Intl
$453United Airlines
Tue, Oct 20 - Sun, Nov 1
3:50 pm - 10:21 pmORD Chicago O'Hare Intl-RKS Rock Springs Sweetwater County
7h 31m1 stop Denver Intl
5:00 am - 1:30 pmRKS Rock Springs Sweetwater County-ORD Chicago O'Hare Intl
7h 30m1 stop Denver Intl
$463United Airlines
Thu, Oct 22 - Mon, Oct 26
9:58 am - 12:19 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 21mnonstop
1:43 pm - 5:59 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 16mnonstop
$597American Airlines
Fri, Oct 23 - Mon, Oct 26
10:55 am - 3:24 pmORD Chicago O'Hare Intl-JAC Jackson Hole
5h 29m1 stop Denver Intl
4:10 pm - 11:59 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
6h 49m1 stop Denver Intl
$597United Airlines
Thu, Oct 22 - Mon, Oct 26
5:00 am - 12:42 pmORD Chicago O'Hare Intl-JAC Jackson Hole
8h 42m1 stop Dallas/Fort Worth
1:43 pm - 5:59 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 16mnonstop
$607American Airlines
Thu, Oct 22 - Mon, Oct 26
2:03 pm - 7:26 pmORD Chicago O'Hare Intl-JAC Jackson Hole
6h 23m1 stop Salt Lake City
1:05 pm - 10:05 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
8h 00m1 stop Salt Lake City
$617Delta
Thu, Oct 22 - Mon, Oct 26
6:30 am - 4:30 pmORD Chicago O'Hare Intl-JAC Jackson Hole
11h 00m2 stops Atlanta Hartsfield-Jackson Salt Lake City
1:05 pm - 10:05 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
8h 00m1 stop Salt Lake City
$622Delta
Fri, Oct 23 - Mon, Oct 26
4:20 pm - 6:41 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 21mnonstop
2:25 pm - 8:29 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
5h 04m1 stop Denver Intl
$629United Airlines
Fri, Oct 23 - Mon, Oct 26
9:58 am - 12:19 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 21mnonstop
1:43 pm - 5:59 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 16mnonstop
$657American Airlines
Thu, Oct 22 - Mon, Oct 26
6:30 am - 4:30 pmORD Chicago O'Hare Intl-JAC Jackson Hole
11h 00m2 stops Atlanta Hartsfield-Jackson Salt Lake City
1:05 pm - 11:57 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
9h 52m2 stops Salt Lake City Atlanta Hartsfield-Jackson
$854Delta
Recent direct flight deals from Chicago to Wyoming
Sun, Dec 6 - Tue, Dec 15
8:58 am - 11:23 amORD Chicago O'Hare Intl-JAC Jackson Hole
3h 25mnonstop
12:25 pm - 4:35 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 10mnonstop
$409United Airlines
Mon, Feb 15 - Fri, Feb 19
4:20 pm - 6:42 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 22mnonstop
12:30 pm - 4:40 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 10mnonstop
$423United Airlines
Wed, Jan 6 - Tue, Jan 12
9:01 am - 11:38 amORD Chicago O'Hare Intl-JAC Jackson Hole
3h 37mnonstop
12:40 pm - 4:56 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 16mnonstop
$445United Airlines
Sat, Jan 23 - Tue, Jan 26
9:01 am - 11:38 amORD Chicago O'Hare Intl-JAC Jackson Hole
3h 37mnonstop
12:40 pm - 4:56 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 16mnonstop
$445United Airlines
Fri, Dec 18 - Wed, Dec 23
9:23 am - 12:00 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 37mnonstop
12:56 pm - 5:05 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 09mnonstop
$445United Airlines
Mon, Dec 14 - Mon, Dec 21
8:58 am - 11:23 amORD Chicago O'Hare Intl-JAC Jackson Hole
3h 25mnonstop
12:56 pm - 5:05 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 09mnonstop
$445United Airlines
Tue, Feb 23 - Sat, Feb 27
8:55 am - 11:17 amORD Chicago O'Hare Intl-JAC Jackson Hole
3h 22mnonstop
7:15 am - 11:12 amJAC Jackson Hole-ORD Chicago O'Hare Intl
2h 57mnonstop
$445United Airlines
Thu, Dec 3 - Tue, Dec 8
8:58 am - 11:23 amORD Chicago O'Hare Intl-JAC Jackson Hole
3h 25mnonstop
12:25 pm - 4:35 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 10mnonstop
$445United Airlines
Tue, Dec 22 - Tue, Dec 29
10:30 am - 1:04 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 34mnonstop
12:55 pm - 5:23 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 28mnonstop
$464American Airlines
Thu, Mar 11 - Mon, Mar 15
10:35 am - 1:04 pmORD Chicago O'Hare Intl-JAC Jackson Hole
3h 29mnonstop
1:16 pm - 5:29 pmJAC Jackson Hole-ORD Chicago O'Hare Intl
3h 13mnonstop
$481American Airlines
Booking Insights
KAYAK's insights & trends for Chicago to Wyoming flights
Get data-powered insights and trends into flights from Chicago to Wyoming to help you find the cheapest flights, the best time to fly and much more.
Prices
Airlines
More
How much is a round-trip flight from Chicago to Wyoming?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Wyoming departing in December.
Flight prices are typical for this route right now.
Flights to Wyoming from Chicago usually cost between $405 and $625 in December.The lowest price found in the past 5 days was $409 on United Airlines (Dec 6-Dec 15).
What is the cheapest Chicago to Wyoming flight route?
Data is based on round-trip flight searches on KAYAK over the past month.
The cheapest ticket to Wyoming from Chicago found in the last 5 days was to Jackson, at $389 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Jackson (JAC), and the cheapest round-trip airline ticket found on this route in the last 5 days was $389.
What is the cheapest time of day to fly to Wyoming?
The average price for all round-trip flights from Chicago to Wyoming depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Wyoming is generally in the afternoon, when round-trip flights cost $448 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Wyoming is generally in the morning, which is peak travel time and where the average cost of a ticket is $491.
Can I save money by flying with a layover from Chicago to Wyoming?
The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $482 on average.
What is the cheapest month to fly from Chicago to Wyoming?
To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Wyoming, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Wyoming is April, when tickets cost $363 (return) on average. On the other hand, the most expensive months are September and October, when the average cost of round-trip tickets is $551 and $520 respectively.
What’s the cheapest day of the week to fly from Chicago to Wyoming?
The average price of all round-trip flights from Chicago to Wyoming clicked on KAYAK for each day over the last 12 months.
For Chicago to Wyoming, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Wyoming back to Chicago, the best deals are generally found on Thursday, with Sunday being the most expensive.
How far in advance should I book a flight from Chicago to Wyoming?
To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Wyoming, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Chicago to Wyoming, you should book around 3 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.
Which airlines fly non-stop between Chicago and Wyoming?
Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago to Wyoming.
There are 2 airlines that fly nonstop from Chicago to Wyoming. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best round-trip deal found costing $308 and arriving in Jackson (JAC). On average, American Airlines offers the best prices for nonstop flights between Chicago and Wyoming.
Which airlines fly most frequently between Chicago and Wyoming?
Chicago and Wyoming are connected by different airlines. The airlines that fly that route the most regularly are United Airlines (12 flights per week), American Airlines (7 flights per week), and Lufthansa (5 flights per week).
How long does a flight from Chicago to Wyoming take?
The duration of a flight to Wyoming depends on your arrival airport. The shortest routes to Wyoming from Chicago are to Laramie, which takes 5h 08m, Jackson, which takes 5h 28m, and Casper, which takes 7h 19m.
Which cabin class options are there for flights between Chicago and Wyoming?
The average price of round-trip flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.
What’s the earliest departure time from Chicago to Wyoming?
The earliest flight from Chicago to Wyoming departs at 9:58 am, landing in Jackson at 12:19 pm.
What’s the latest departure time from Chicago to Wyoming?
If you prefer to fly at night, the latest flight from Chicago to Wyoming jets off at 9:58 am and lands in Jackson at 12:19 pm.
Good to know
Low season | April |
|---|---|
High season | July |
FAQs - booking Wyoming flights
Reviews of the top airlines flying from Chicago to Wyoming
See real verified KAYAK customer reviews for airlines flying from Chicago to Wyoming. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
7.3
United AirlinesOverall score based on 10388 reviews
6.7Food
7.3Comfort
7.7Boarding
7.1Entertainment
8.1Crew
Airline reviews
Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!
2.0 MediocreAnonymous, Oct 2026
Takeoff delayed 2 hrs. Boarded on time to find we were missing part of the flight crew. Then informed that they had loaded too much fuel. Spent 1 1/2 hrs sitting there burning off the excess, which included a couple of laps around the runway until we were light enough to fly! Ridiculous!
I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.
The seats are very small, that is all the staff did a good job.
It was great. The staff is always helpful and polite. The app is great and makes the whole trip and process so easy. They even offer a step to step guide to your correct terminal. And they keep all the information you'll need updated. Anything you can think of! Great experience.
Price was crazy watch it if you Chan he your flight
On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.
Terrible service - they don’t want to be there and bad food. Entertainment system in economy from the 2000s
No drink service but there was no N/A as an option to choose. Seats were extremely tight. I am under 5.5 and I bumped my knees have no idea how taller people could manage.
Flight delayed, last seat on the plane, no arrival Gate available due to the plane departing late
Kayak booked this flight with only 1h 20min layover in Chicago. This made it impossible for me and several other passengers to reach this flight. Moreover, the gate closed boarding in spite of several passengers still on their way without waiting even one more minute. However, the plane departed with 20min (!) delay, i.e., there would have been at least 15 min time to let the delayed passengers board without causing any delays. I complained and as a "thank you" the attendent booked us on the last (!) flight to Indianapolis ~7h later! Thankfully, I caught the spitefulness and the United customer line rebooked the flight to an earlier flight. Although I can't grade this particular flight since I never had a chance to take it, Kayak made the mistake of a too short layover and the crew at the gate was awful.
Crew were helpful, pilot kept us informed about turbulence, snack choice was awesome!
It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.
I have posted the comments in the first flight leg.
First class snacks - stewardess gave out multiples to everyone until there was almost no selection left when she got back to me last in first class cabin. Nothing left that I would eat.
My feedback from the trip to Columbia to Chicago was meant for Chicago to Denver.
The WiFi was out gr entire flight. Had to Diane for almost 1 hour to wait for a gate to open up for plane to dock. Very bad experience.
DELAYED AGAIN and AGAIN and AGAIN - not only that, you delay in 20 minute increments for hours and hours instead of having an accurate delay understanding.
AA was fine....the overall experience was subpar, but not due to the airline due to broader issues
No ground air conditioner for the plane. Very hot and humid prior to take off which was an uncomfortable period of time.
Check-in process was poor, very poor, only one person to check-in all passengers, so if one passenger had a check-in issue, all other passengers were delayed. All check-ins should have two airline staff to check-in passengers.
More options for your flight from Chicago to Wyoming
Complete your trip to Wyoming with a hotel stay or car rental
Cabin class types available on flights to Wyoming
Cabin classes available on flights to Wyoming. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from other airports in Chicago to Wyoming
Flights from all airports in Chicago to Wyoming. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from Chicago to popular cities in Wyoming
Flights from Chicago to Casperfrom $358
Flights from Chicago to Codyfrom $569
Flights from Chicago to Denverfrom $80
Flights from Chicago to Jacksonfrom $419