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$77+ Cheap flights from Chicago (CHI) to Montana

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BZN
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap flight deals from Chicago to Montana

Keep the following information in mind while searching for Chicago to Montana flight deals. Data was last updated septiembre 15, 2025.

Round-trip from

$228
(Alaska Airlines)

One-way from

$77
(Southwest)

Popular in

December

Cheapest in

September

Average price

$316

Good round-trip deal

$244 or less

Good one-way deal

$154 or less
From Chicago (CHI) to Montana
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One-way flight from Chicago (CHI) to Montana
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Highest demand for flights based on searches. 13% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Montana.
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Price to beat on a one-way flight from Chicago (CHI) to Montana.
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Find flight deals from Chicago to Montana

Cheapest flights from Chicago to Montana
Explore the most affordable flight options available from Chicago to Montana. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 15, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/313:25 pmORD - BZN
1 stop8h 14mAlaska Airlines
mié. 11/53:02 pmBZN - ORD
1 stop8h 22mAlaska Airlines
Deal found 9/13$228
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/111:56 amORD - BZN
Nonstop3h 18mAmerican Airlines
mié. 10/84:54 pmBZN - ORD
Nonstop3h 10mAmerican Airlines
Deal found 9/12$231
This Vliegwinkel deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/186:00 amORD - BZN
1 stop9h 10mHawaiian Airlines
vie. 10/243:04 pmBZN - ORD
1 stop7h 55mHawaiian Airlines
Deal found 9/14$234
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/42:25 pmORD - BZN
1 stop8h 58mDelta
mar. 10/73:01 pmBZN - ORD
1 stop7h 49mDelta
Deal found 9/12$237
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/117:10 pmMDW - BZN
1 stop5h 27mDelta
sáb. 10/186:00 amBZN - MDW
1 stop6h 08mDelta
Deal found 9/13$237
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/246:25 pmMDW - BZN
1 stop6h 45mSouthwest
dom. 10/266:15 pmBZN - MDW
1 stop5h 20mSouthwest
Deal found 9/12$238
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/289:40 amORD - BIL
Nonstop3h 10mAmerican Airlines
mar. 11/42:00 pmBIL - ORD
1 stop7h 20mAmerican Airlines
Deal found 9/13$239
This Frontier deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/176:50 amORD - MSO
1 stop6h 05mFrontier
lun. 10/2012:50 pmMSO - ORD
1 stop11h 09mFrontier
Deal found 9/13$239
This Alaska Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/126:00 amORD - BZN
1 stop9h 10mAlaska Airlines
dom. 10/197:34 pmBZN - ORD
1 stop9h 50mAlaska Airlines
Deal found 9/12$240
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/136:25 pmMDW - BZN
2 stops6h 50mSouthwest
dom. 11/165:00 amBZN - MDW
1 stop5h 05mSouthwest
Deal found 9/12$241
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/121:09 pmORD - BZN
2 stops12h 01mDelta
sáb. 11/1511:40 amBZN - ORD
2 stops9h 13mDelta
Deal found 9/12$247
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/166:00 amORD - BZN
1 stop9h 10mAlaska Airlines
dom. 10/197:34 pmBZN - ORD
1 stop9h 50mAlaska Airlines
Deal found 9/14$248

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Montana that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 15, 2025.
Use the filters below to find and compare flights from Chicago to Montana that are best for you.

Fly from

Chicago

Fly to

Montana

Route

Depart

Return

Price

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

sáb. 10/11

7:10 pm-11:37 pm

1 stop5h 27m

Bozeman Gallatin Field

sáb. 10/18

6:00 am-1:08 pm

1 stop6h 08m

$237

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

vie. 10/24

6:25 pm-12:10 am

1 stop6h 45m

Bozeman Gallatin Field

dom. 10/26

6:15 pm-12:35 am

1 stop5h 20m

$238

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

jue. 11/13

6:25 pm-12:15 am

2 stops6h 50m

Bozeman Gallatin Field

dom. 11/16

5:00 am-11:05 am

1 stop5h 05m

$241

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sáb. 10/11

1:25 pm-11:37 pm

2 stops11h 12m

Bozeman Gallatin Field

sáb. 10/18

6:00 am-11:28 am

1 stop4h 28m

$242

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

jue. 1/29

7:45 am-2:25 pm

1 stop7h 40m

Bozeman Gallatin Field

lun. 2/2

3:25 pm-11:59 pm

1 stop7h 34m

$248

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

mar. 10/28

4:17 pm-9:53 pm

1 stop6h 36m

Billings Logan Intl

mar. 11/4

2:00 pm-10:20 pm

1 stop7h 20m

$248

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

dom. 10/12

6:00 am-2:10 pm

1 stop9h 10m

Bozeman Gallatin Field

dom. 10/19

7:34 pm-6:24 am

1 stop9h 50m

$249

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

vie. 10/24

4:40 pm-6:58 pm

Nonstop3h 18m

Bozeman Gallatin Field

dom. 10/26

8:00 am-12:12 pm

Nonstop3h 12m

$249

ChicagoBillings

ORD - BIL

ORDBIL

Chicago O'Hare Intl

sáb. 11/8

3:55 pm-10:49 pm

1 stop7h 54m

Billings Logan Intl

jue. 11/13

5:00 am-11:23 am

1 stop5h 23m

$249

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sáb. 10/4

4:40 pm-6:58 pm

Nonstop3h 18m

Bozeman Gallatin Field

mar. 10/7

4:30 pm-10:39 pm

1 stop5h 09m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Montana

Have a flexible travel schedule? Discover the best time to fly to Montana from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to Montana?

Currently, October is the cheapest month in which you can book a flight from Chicago to Montana (average of $371). Flying from Chicago to Montana in May is currently the most expensive (average of $476). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MT?

Find hourly flight availability from Chicago to Montana. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 15, 2025.

When flying from Chicago to Montana, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Montana

Explore weekly flight availability from Chicago to Montana. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated septiembre 15, 2025.

The most flights from CHI to USMT are scheduled on a Monday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

How much does it cost to fly round-trip from Chicago to Montana?

Reviews of airlines servicing Montana

Get insights into the airlines that provide service to Montana. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montana. Reviews last updated septiembre 15, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from Chicago to Montana by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Delta
8.0
Very good
7,954 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
8,929 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Montana. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Montana?

    There are many flights that can get you from Chicago to Montana in 5h 27m. Fly via Delta, Southwest, or Alaska Airlines to get the fastest option. Chicago and Montana are separated by a distance of 1194 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Chicago to Montana one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $77. Users have also found prices from $114 and $114 on Hawaiian Airlines and Alaska Airlines, respectively.

  • What are the most popular routes from Chicago to Montana?

    When deciding which route to take from Chicago to Montana consider Chicago O'Hare Intl - Bozeman Gallatin Field, Chicago O'Hare Intl - Missoula Johnson-Bell Field or Chicago O'Hare Intl - Kalispell Glacier Park as they are the most popular.

  • What are the most reliable airlines from Chicago to Montana?

    Before booking your flight to Montana from Chicago, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (82%), United Airlines (70%), American Airlines( 64%).

  • What are the cheapest flights from Chicago to Montana?

    Looking for the cheapest flight from Chicago to Montana? While on average our users pay $261, our data indicates the cheapest price to be $114. The most popular route (Chicago O'Hare Intl - Bozeman Gallatin Field), is priced around $133.

  • Can I find deals for flights from Chicago to Montana that include hotel bookings?

    Yes. In addition to deals on Chicago to Montana flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Montana?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Montana.

  • Can I find deals for business class flights from Chicago to Montana?

    Yes. Cheapflights offers flight deals from Chicago to Montana by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Montana?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Montana (average of $371). Flying from Chicago to Montana in May is currently the most expensive (average of $476). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Montana

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chicago to Montana

Discover the top 5 airlines that operate flights from Chicago to Montana. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$210Average$456FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$211Average$388FlexibilityNo cancel feeOn-time71%
DeltaCheapest$236Average$345FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$252Average$548FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$267Average$485FlexibilityNo cancel feeOn-time75%

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