$99 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 1/18. 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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Flight Deals

Cheap Flights from Chicago to Montana

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Bozeman
Bozemannonstop$199
Kalispell
Kalispell1 stop$269
Missoula
Missoula1 stop$252
Billings
Billings1 stop$274
Great Falls
Great Falls1 stop$332
Bozeman
Bozemannonstop$199
Kalispell
Kalispell1 stop$269
Missoula
Missoula1 stop$252
Billings
Billings1 stop$274
Great Falls
Great Falls1 stop$332

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

Fri, Mar 13 - Wed, Mar 18
American Airlines Logo
6:09 pm - 8:39 pm
ORD
-
BZN
3h 30mnonstop
American Airlines Logo
1:36 pm - 5:47 pm
BZN
-
ORD
3h 11mnonstop
$199American Airlines
Fri, Mar 13 - Wed, Mar 18
United Airlines Logo
7:00 am - 1:34 pm
ORD
-
BZN
7h 34m1 stop
United Airlines Logo
8:00 am - 12:03 pm
BZN
-
ORD
3h 03mnonstop
$209United Airlines
Sat, Jan 10 - Sat, Jan 17
Southwest Logo
5:35 am - 1:25 pm
MDW
-
BZN
8h 50m1 stop
Southwest Logo
2:10 pm - 8:30 pm
BZN
-
MDW
5h 20m1 stop
$209Southwest
Fri, Mar 13 - Wed, Mar 18
United Airlines Logo
7:00 am - 1:34 pm
ORD
-
BZN
7h 34m1 stop
United Airlines Logo
2:43 pm - 10:55 pm
BZN
-
ORD
7h 12m1 stop
$214United Airlines
Sat, Jan 10 - Sat, Jan 17
Southwest Logo
7:15 am - 1:25 pm
ORD
-
BZN
7h 10m1 stop
Southwest Logo
10:35 am - 10:35 pm
BZN
-
ORD
11h 00m1 stop
$215Southwest
Sat, Jan 24 - Fri, Feb 6
Alaska Airlines Logo
8:00 am - 2:09 pm
ORD
-
BZN
7h 09m1 stop
Alaska Airlines Logo
12:00 pm - 11:50 pm
BZN
-
ORD
10h 50m1 stop
$228Alaska Airlines
Sat, Feb 7 - Tue, Feb 10
Alaska Airlines Logo
8:00 am - 2:09 pm
ORD
-
BZN
7h 09m1 stop
Alaska Airlines Logo
7:20 am - 11:50 pm
BZN
-
ORD
15h 30m1 stop
$235Alaska Airlines
Wed, Jan 21 - Wed, Jan 28
Delta Logo
1:49 pm - 8:06 pm
MDW
-
BZN
7h 17m1 stop
Delta Logo
6:00 am - 1:09 pm
BZN
-
MDW
6h 09m1 stop
$249Delta
Wed, Jan 21 - Wed, Jan 28
Delta Logo
1:49 pm - 11:17 pm
MDW
-
BZN
10h 28m2 stops
Delta Logo
6:00 am - 5:55 pm
BZN
-
MDW
10h 55m2 stops
$259Delta
Fri, Jan 23 - Mon, Jan 26
American Airlines Logo
6:54 am - 1:36 pm
ORD
-
BIL
7h 42m1 stop
American Airlines Logo
6:54 am - 5:59 pm
BIL
-
ORD
10h 05m1 stop
$324American Airlines
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 March.

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 $223 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 $223.

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 $420, 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 $302 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $466 and $449 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 Monday 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 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$99
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago O'Hare Airport to Billings

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 $292 on average. Morning departures are around 2% 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 $389.

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 11512 reviews
7.0Entertainment
8.5Crew
7.1Food
8.1Boarding
7.8Comfort
Airline reviews

The seats were not very comfortable and there were no TV screens. Boarding was pretty fast because there were so few people on such a small plane and I appreciated that they still gave us our snack and drinks, however I really wish they would come up with a good gluten-free snack.

8.0 ExcellentSarah, Dec 2025
SMF - BOI
Read more Alaska Airlines reviews

The seats were not very comfortable and there were no TV screens. Boarding was pretty fast because there were so few people on such a small plane and I appreciated that they still gave us our snack and drinks, however I really wish they would come up with a good gluten-free snack.

Didn’t realize we couldn’t actually get the full food menu while on-board. I saw that pre-ordering was available but didn’t realize the impact. Also didn’t know there weren’t entertainment devices on board had to bring your own device which I would’ve preferred to have clarity about ahead of time.

Boarding passes could not be received online, even after online check-in. While they appeared on the Alaska.com app, they did not transfer to inbox or messages and were not available at all on the Alaska.com app following the check-in process. There was no choice other than to get boarding passes at the airport counter.

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

Flight was delayed as it always is with Alaska airlines. Particularly to smaller airports. No AC on the plane so it was miserably hot.

I liked that it didn't take 10 hours to drive here. Super short trip!

Wheelchair assistance was provided in Seattle and was very gratefully accepted. Thank you to the Alaska staff.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

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.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

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"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

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.