$105 Find Cheap Flights from Chicago to Wyoming - Compare and Save

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Cheap Flights from Chicago to Wyoming

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Jackson
Jackson1 stop$429
Casper
Casper1 stop$358
Cody
Cody1 stop$408
Jackson
Jackson1 stop$429
Casper
Casper1 stop$358
Cody
Cody1 stop$408
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.

What is the cheapest Chicago to Wyoming flight route?

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 cheapest time of day to fly to Wyoming is generally in the afternoon, when round-trip flights cost $449 on average. Morning departures are around 1% 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 $495.

Can I save money by flying with a layover from Chicago to Wyoming?

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?

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 $539 respectively.

What’s the cheapest day of the week to fly from Chicago to Wyoming?

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 get a below average price on the flight from Chicago to Wyoming, you should book around 3 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low season

April
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 2% increase in price.

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

 
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.
7.3
United AirlinesOverall score based on 10444 reviews
7.3Comfort
7.7Boarding
7.1Entertainment
8.1Crew
6.7Food
Airline reviews

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

4.0 Okay72Yonatan, Oct 2026
Read more United Airlines reviews

The guy in front of me was talking constantly, even when the pilot was making announcements. I found this very disrespectful to the pilot and to others.

The TVs on the plane were all broken and inoperable. No snacks or food were served. Plane was very old and uncomfortable.

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.

Both departure and return flights had mechanical delays. Their planes are antiquated resulting in a two hour flight taking almost four hours to complete.

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.

More options for your flight from Chicago to Wyoming

Complete your trip to Wyoming with a hotel stay or car rental