$106 Find Cheap Flights from Chicago to Wyoming

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Wyoming departing on 7/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Wyoming

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Wyoming, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Wyoming, as well as popular online travel agencies
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Cheap Flights from Chicago to Wyoming

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Jackson
Jacksonnonstop$363
Casper
Casper1 stop$308
Cody
Cody1 stop$298
Jackson
Jacksonnonstop$363
Casper
Casper1 stop$308
Cody
Cody1 stop$298

Book 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

Thu, Jul 23 - Tue, Jul 28
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
$173Frontier
Thu, Jul 30 - Mon, Aug 3
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
$174Frontier
Tue, Aug 11 - Sat, Aug 15
Southwest Logo
8:50 pm - 10:25 pm
MDW
-
DEN
2h 35mnonstop
Southwest Logo
6:00 am - 9:20 am
DEN
-
MDW
2h 20mnonstop
$205Southwest
Thu, Aug 13 - Tue, Aug 18
Southwest Logo
7:35 pm - 9:10 pm
MDW
-
DEN
2h 35mnonstop
Southwest Logo
7:25 pm - 10:50 pm
DEN
-
MDW
2h 25mnonstop
$206Southwest
Thu, Aug 27 - Sun, Aug 30
United Airlines Logo
5:00 am - 9:30 am
ORD
-
COD
5h 30m
1 stop
United Airlines Logo
5:53 pm - 12:01 am
COD
-
ORD
5h 08m
1 stop
$298United Airlines
Thu, Aug 20 - Fri, Aug 28
Delta Logo
7:48 am - 12:27 pm
ORD
-
WYS
5h 39m
1 stop
Delta Logo
1:09 pm - 9:33 pm
WYS
-
ORD
7h 24m
1 stop
$304Delta
Thu, Jul 23 - Thu, Jul 30
United Airlines Logo
5:00 am - 8:51 am
ORD
-
CPR
4h 51m
1 stop
United Airlines Logo
6:13 pm - 12:44 am
CPR
-
ORD
5h 31m
1 stop
$308United Airlines
Tue, Jul 14 - Tue, Jul 21
Delta Logo
7:45 am - 12:26 pm
ORD
-
WYS
5h 41m
1 stop
Delta Logo
1:10 pm - 9:29 pm
WYS
-
ORD
7h 19m
1 stop
$329Delta
Mon, Aug 24 - Sat, Aug 29
American Airlines Logo
12:59 pm - 3:17 pm
ORD
-
JAC
3h 18mnonstop
American Airlines Logo
3:49 pm - 12:18 am
JAC
-
ORD
7h 29m
1 stop
$365American Airlines
Wed, Aug 12 - Wed, Aug 19
American Airlines Logo
10:45 am - 7:04 pm
ORD
-
JAC
9h 19m
1 stop
American Airlines Logo
4:30 pm - 12:18 am
JAC
-
ORD
6h 48m
1 stop
$375American 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.

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 August.

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 $374 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 $374.

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 $436 on average. Morning departures are around 4% more expensive than evening flights, on average. 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 $478.

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.

No, with an average price for the route of $501, prices are generally cheapest when you fly direct.

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 September, when tickets cost $191 (return) on average. On the other hand, the most expensive months are November and July, when the average cost of round-trip tickets is $346 and $319 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 Wednesday, 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 5 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$106
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Chicago O'Hare Airport to Denver

FAQs - booking Wyoming flights

  • How does KAYAK find such low prices on flights from Chicago to Wyoming?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Wyoming.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Wyoming?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Wyoming is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Wyoming?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Wyoming with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Wyoming?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Wyoming up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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.
Need help choosing which airline to fly with from Chicago to Wyoming? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9909 reviews
7.3Comfort
7.7Boarding
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

10.0 ExcellentNerissa, Jun 2026
ORD - ANC
Read more United Airlines reviews

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

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

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.