$133 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 11/17. 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
Bozeman1 stop$297
Kalispell
Kalispellnonstop$309
Missoula
Missoulanonstop$309
Billings
Billings1 stop$298
Great Falls
Great Falls1 stop$318
Bozeman
Bozeman1 stop$297
Kalispell
Kalispellnonstop$309
Missoula
Missoulanonstop$309
Billings
Billings1 stop$298
Great Falls
Great Falls1 stop$318

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, Jul 3 - Sat, Jul 11
American Airlines Logo
2:59 pm - 9:14 pm
ORD
-
BZN
7h 15m
1 stop
American Airlines Logo
5:03 pm - 9:30 pm
BZN
-
ORD
3h 27mnonstop
$297American Airlines
Mon, Aug 17 - Sat, Aug 22
Delta Logo
5:57 pm - 11:13 pm
ORD
-
BIL
6h 16m
1 stop
Delta Logo
5:10 am - 11:59 am
BIL
-
ORD
5h 49m
1 stop
$298Delta
Tue, Oct 6 - Sat, Oct 10
United Airlines Logo
1:05 pm - 3:42 pm
ORD
-
BZN
3h 37mnonstop
United Airlines Logo
4:24 pm - 8:37 pm
BZN
-
ORD
3h 13mnonstop
$300United Airlines
Sun, Jul 5 - Fri, Jul 10
Southwest Logo
6:10 am - 7:40 pm
MDW
-
BZN
14h 30m
1 stop
Southwest Logo
7:35 am - 11:25 am
BZN
-
MDW
2h 50mnonstop
$301Southwest
Thu, Aug 13 - Sat, Aug 22
Delta Logo
5:57 pm - 11:30 pm
ORD
-
BIL
6h 33m
1 stop
Delta Logo
5:20 am - 11:59 am
BIL
-
ORD
5h 39m
1 stop
$302Delta
Mon, Aug 17 - Sat, Aug 22
Delta Logo
1:41 pm - 10:35 pm
ORD
-
BIL
9h 54m
2 stops
Delta Logo
5:10 am - 11:59 am
BIL
-
ORD
5h 49m
1 stop
$303Delta
Thu, Jul 9 - Thu, Jul 16
United Airlines Logo
8:15 pm - 10:43 pm
ORD
-
BZN
3h 28mnonstop
United Airlines Logo
4:24 pm - 8:40 pm
BZN
-
ORD
3h 16mnonstop
$304United Airlines
Sat, Jul 11 - Sat, Jul 18
Delta Logo
3:55 pm - 7:44 pm
ORD
-
BZN
4h 49m
1 stop
Delta Logo
6:00 am - 11:45 am
BZN
-
ORD
4h 45m
1 stop
$305Delta
Mon, Aug 17 - Fri, Aug 21
Southwest Logo
10:50 am - 12:55 pm
MDW
-
BZN
3h 05mnonstop
Southwest Logo
12:20 pm - 4:15 pm
BZN
-
MDW
2h 55mnonstop
$311Southwest
Sat, Sep 5 - Sun, Sep 13
Alaska Airlines Logo
9:00 am - 4:45 pm
ORD
-
GTF
8h 45m
1 stop
Alaska Airlines Logo
5:19 pm - 6:20 am
GTF
-
ORD
12h 01m
1 stop
$363Alaska 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 July.

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 3 days was to Bozeman, at $285 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 3 days was $285.

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

The average price for all round-trip flights from Chicago to Montana depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Montana is generally in the afternoon, when round-trip flights cost $321 on average. Morning departures are around 8% 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 $392.

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.

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 $409 on average.

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 October, when tickets cost $133 (return) on average. On the other hand, the most expensive months are July and August, when the average cost of round-trip tickets is $665 and $604 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 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$133
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 5% 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.

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.
7.9
Alaska AirlinesOverall score based on 12411 reviews
7.0Entertainment
7.8Comfort
8.1Boarding
8.5Crew
7.0Food
Airline reviews

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

10.0 ExcellentAnonymous, May 2026
ORD - SEA
Read more Alaska Airlines reviews

Extremely professional crew there are very friendly and first class. Everything worked well on the plane. Food was to be expected. Drinks were very good. Shout out to Charlie in first class who was an excellent flight attendant.

Thanks for all you do to keep us safe and on time!

WOuld have liked coffee or pretzels but other than that, crew and pilot and flight were great. Seat was great, too.

The flight 2161 was cancelled after repeated delays; for some reason the crew and not the tower located in Billings, Montana made the call. A cancelled flight is not a big deal, it happens. It was very disappointing that upon cancelling the flight it was a free for all to get to the counter for rebooking. Priority seating and first class ticket holders should have been giving priority to get on the next available flight. Most would agree that the process of moving states away, w/a cat, is stressful. A cancelled flight, 90 minutes to rebook, no place to stay, medication that was to be refrigerated and trying to find a local pet friendly hotel significantly added to the stress. Had I been able to rebook (per priority boarding SOP) I could have called the place I had just checked out of as my room most likely was just as I'd left it, including with pet supplies (which also had to be repurchased). While waiting to rebook, many of us called Alaska Airlines 800 number hoping to get a new flight; the waiting time -- this is not a joke -- was eight (8) hours, which dropped to "just" two (2) hours about 45-minutes later. Due to the cancellation I had to spend $268.75 and I still have not been refunded for the change in ticket (first class to regular). Each time I've call, five times now, the wait time was absurd, or a message of call back is given. Hopefully visiting the airport and talking with an agent face to face will be the final chapter to this experience. Alaska has been my go to air travel for years, hopefully this trip was just a hiccup. A system that forces customer's to spend hours of their time (money) to get a just due refund is not a working system. I suggest Alaska Airlines hire more representatives to handle calls; time is more valuable than money, spending 90 minutes to rebook a flight, without the difference being automatic is absurd. There are things called computers, they do amazing things. Once the flight was cancelled, only three agents were working to rebook the PAX, This too was unacceptable. First class ticket holders pay for first-class service, this should include rebooking on flights that are cancelled. I recall a time when flights were cancelled the airline would offer a hotel should the next flight not be until the following day? I had no idea that was no longer SOP; many could return home, several of us could not. The agents were pleasant once the PAX had their turn to rebook, this was true down in baggage area as well. The flight out the next day was also what I'd come to find of Alaska Airlines.

The crew inside the airport for Alaska was rude, lazy and incompetent

I like flying Alaska Airlines. I think the staff are happy, the plane is comfortable, the entertainment reasonable, the food acceptable.

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

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.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

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.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

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.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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.