$109 Find Cheap Flights from Chicago to Montana

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 Montana departing on 3/16. 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 Montana

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

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Bozeman
Bozemannonstop$239
Kalispell
Kalispellnonstop$249
Missoula
Missoula1 stop$237
Billings
Billings1 stop$240
Great Falls
Great Falls1 stop$240
Bozeman
Bozemannonstop$239
Kalispell
Kalispellnonstop$249
Missoula
Missoula1 stop$237
Billings
Billings1 stop$240
Great Falls
Great Falls1 stop$240

Book Cheap Chicago to Montana 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 Montana 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 Montana

Tue, Mar 3 - Wed, Mar 4
Alaska Airlines Logo
5:29 pm - 11:59 pm
ORD
-
MSO
7h 30m
1 stop
Alaska Airlines Logo
1:39 pm - 11:56 pm
MSO
-
ORD
9h 17m
1 stop
$237Alaska Airlines
Sat, Feb 14 - Wed, Feb 18
American Airlines Logo
7:09 pm - 9:38 pm
ORD
-
BZN
3h 29mnonstop
American Airlines Logo
3:36 pm - 11:36 pm
BZN
-
ORD
7h 00m
1 stop
$239American Airlines
Sat, Mar 14 - Tue, Mar 17
Delta Logo
3:59 pm - 8:20 pm
ORD
-
BIL
5h 21m
1 stop
Delta Logo
5:15 am - 12:23 pm
BIL
-
ORD
6h 08m
1 stop
$240Delta
Tue, Feb 3 - Sat, Feb 7
United Airlines Logo
7:00 am - 1:24 pm
ORD
-
BIL
7h 24m
1 stop
United Airlines Logo
2:45 pm - 9:15 pm
BIL
-
ORD
5h 30m
1 stop
$249United Airlines
Mon, Feb 16 - Thu, Feb 26
Delta Logo
1:49 pm - 8:08 pm
MDW
-
BZN
7h 19m
1 stop
Delta Logo
2:39 pm - 10:31 pm
BZN
-
MDW
6h 52m
1 stop
$249Delta
Mon, Jun 1 - Tue, Jun 9
United Airlines Logo
8:55 am - 11:34 am
ORD
-
MSO
3h 39mnonstop
United Airlines Logo
5:32 pm - 11:57 pm
MSO
-
ORD
5h 25m
1 stop
$259United Airlines
Wed, Feb 4 - Sat, Feb 7
Southwest Logo
6:10 am - 3:05 pm
MDW
-
BZN
9h 55m
1 stop
Southwest Logo
2:10 pm - 8:30 pm
BZN
-
MDW
5h 20m
1 stop
$270Southwest
Sat, Jan 31 - Fri, Feb 6
Southwest Logo
5:35 am - 1:25 pm
MDW
-
BZN
8h 50m
1 stop
Southwest Logo
7:40 am - 2:25 pm
BZN
-
MDW
5h 45m
1 stop
$274Southwest
Sun, Jun 28 - Sun, Jul 5
Sun Country Air Logo
8:24 pm - 9:18 am
ORD
-
FCA
13h 54m
1 stop
Sun Country Air Logo
10:25 am - 5:24 pm
FCA
-
ORD
5h 59m
1 stop
$285Sun Country Air
Fri, Jul 3 - Sun, Jul 12
Sun Country Air Logo
6:19 pm - 10:00 am
ORD
-
FCA
16h 41m
1 stop
Sun Country Air Logo
10:17 am - 5:29 pm
FCA
-
ORD
6h 12m
1 stop
$305Sun Country Air
Booking Insights

KAYAK's insights & trends for Chicago to Montana flights

Get data-powered insights and trends into flights from Chicago to Montana 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 Montana?

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 Montana departing in February.

What is the cheapest Chicago to Montana flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Montana from Chicago found in the last 72 hours was to Bozeman, at $229 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Bozeman (BZN), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $229.

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

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 $429, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to Montana?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Montana, 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 Montana is September, when tickets cost $307 (return) on average. On the other hand, the most expensive months are March and February, when the average cost of round-trip tickets is $444 and $390 respectively.

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

The average price of all round-trip flights from Chicago to Montana clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago to Montana, look for departures on Tuesdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from Montana, Thursday is the cheapest day to fly and Sunday is the most expensive.

How far in advance should I book a flight from Chicago to Montana?

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 Montana, 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 Montana, you should book around 3 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$109
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago O'Hare Airport to Bozeman

FAQs - booking Montana flights

  • What are some common layovers on the route from Chicago to Montana?

    When flying from Chicago, either from O'Hare International Airport (ORD) or Midway International Airport (MDW) to Montana, you may encounter layovers, especially when heading to smaller Montana cities. Common layover locations include Denver International Airport (DEN) and Minneapolis-Saint Paul International Airport (MSP). These layovers depend on the airline you choose and your specific destination within Montana.

  • Which airlines offer Wi-Fi onboard during flights from Chicago to Montana, and is it free or does it come with a fee?

    On flights from Chicago to Montana, airlines such as United Airlines and Southwest Airlines typically offer onboard Wi-Fi. United Airlines usually provides Wi-Fi at a fee, with different pricing based on the flight duration and type of access. Southwest Airlines also offers Wi-Fi, often charging a flat fee for the service regardless of the flight length.

  • How can I make my flight from Chicago to Montana more sustainable?

    To enhance the sustainability of your flight from Chicago to Montana, consider flying with airlines that have demonstrated a commitment to environmental stewardship. United Airlines, for instance, which operates out of Chicago, has been investing in fuel-efficient aircraft and supporting sustainable aviation fuel initiatives. They also offer a carbon offset program for passengers.

  • If I want to visit Glacier National Park, which airport should I fly to?

    For visiting Glacier National Park in Montana, the most convenient airport is Glacier Park International Airport (FCA) in Kalispell. Located close to the park, Glacier Park International Airport offers easy access and is a short drive from one of Montana's most renowned natural attractions.

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

    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 Montana.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Montana 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 Montana?

    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 Montana 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 Montana?

    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 Montana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Montana?

    The cheapest time of day to fly to Montana is generally in the afternoon, when round-trip flights cost $291 on average. Morning departures are around 9% cheaper than evening flights, on average. The most expensive time of day to fly to Montana is generally in the evening, which is peak travel time and where the average cost of a ticket is $412.

Top tips for finding cheap flights to Montana

  • Chicago O'Hare International Airport (ORD), a hub for United and American Airlines, offers a wide range of direct and connecting flights to Montana. It's ideal for more destination choices within the state. Chicago Midway International Airport (MDW), mainly served by Southwest Airlines, may have fewer Montana flights but is a good option if you prefer Southwest or if it's more conveniently located for you.
  • Montana's key airports include Bozeman Yellowstone International Airport (BZN) for access to central and southern Montana, including Yellowstone National Park, and Glacier Park International Airport (FCA) near Kalispell for the northern regions, including Glacier National Park. Billings Logan International Airport (BIL) in Billings is another option, especially for eastern Montana.
  • Airlines such as United Airlines, American Airlines, and Delta Air Lines operate flights from Chicago to these Montana destinations. United Airlines often provides direct flights to Bozeman, while other airlines may offer routes with stopovers, typically in their hub cities.
  • When flying from Chicago to Montana with your family, both Chicago O'Hare International Airport and Chicago Midway International Airport offer amenities to make your trip more comfortable. O'Hare International Airport is equipped with children's play areas, nursing rooms for mothers, and family restrooms, providing convenience and comfort while you wait for your flight. Chicago Midway International Airport also caters to families with similar facilities, including family restrooms and a straightforward layout for easy navigation.
  • For a more comfortable and relaxed flight, consider upgrading your seat. Airlines like Delta and United offer options for more spacious seating and added benefits such as priority boarding and better in-flight service. These upgrades, which can be especially appealing on longer flights, can be obtained at the time of booking or through upgrade offers.

Reviews of the top 5 airlines serving from Chicago to Montana

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Montana. 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 Montana? 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.
8.0
Alaska AirlinesOverall score based on 11713 reviews
7.1Food
7.8Comfort
8.1Boarding
8.5Crew
7.0Entertainment
Airline reviews

The whole experience went smoothly with no hitches along the way.

10.0 ExcellentAnonymous, Jan 2026
SAN - SMF
Read more Alaska Airlines reviews

The whole experience went smoothly with no hitches along the way.

No communication with delayed and canceled flights. Completely in the dark for the whole experience.

The flight was excellent and very friendly and helpful staff. Will travel again and recommend to friends. Thank you

I paid $168 each for myself and my daughter for an upgrade and we didn’t get any of the things mentioned by you/ site that comes with an upgrade. It was all just the same. One snack and one beverage. Nothing else. I don’t understand what the upgrade was.

I really hate the seat assignment at the gate. I understand it is so families can sit together but it caused me and others a lot of unnecessary stress and confusion, enough for me to not fly Alaska again. The app is so awful that it did not even update my seat assignment on the boarding pass but sent me a notification of my seat... it showed in Apple Wallet but not in the Alaska app itself. That only made the stress worse. I think most people like myself prefer to know where they are seated at check in 24 hours before so they don't have to anxiously hang out at the gate the entire time. This is not a good use of your agents time either to be dealing with all of us asking where we are sitting. You should automatically assign the multiple seat purchases to be together before they check in and fill us solo travelers in those gaps as we check in.

Great. Went right to the desk and the people were helpful and kind. I was able to get my boarding pass in under 5minutes. They made sure I received the text.

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

Larger seats with a bit more room would be good! Thanks for all your hard work. I think we are all feeling a bit down these days economically and your positive attitudes, both from SJC to Seattle and from Seattle to Bozeman makes more of a difference than you can see! Thank you and Merry Christmas! I hope all your financial needs are met and that very good things come your way.

I purchased a 1st class ticket and unfortunately the main flight attendant was not the best and seemed more interested in her phone than the passengers at times. Then the plane didn’t get restocked and the only snacks for this flight were pretzels. However I would like to say that the rest of the flight crew and ground crew at the airport we’re great, especially the people that wheeled me around the airport some and then the one getting me to the plane and the automated wheelchair that wheeled me through the airport.

My flight got canceled never left san diego and miss out my fam event

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

It was good because we traveled without luggage, carry on only.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

The entertainment screens were not working and there was no air condition the entire flight. Very uncomfortable.

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

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

Cabin class types available on flights to Montana

Cabin classes available on flights to Montana. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.