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$85+ Cheap flights from Montana to Chicago (CHI)

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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
Mar 2 — Mar 91
Mon 3/2
Mon 3/9
1 adult, Economy
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Cheap flight deals from Montana to Chicago

Cheapest flights from Montana to Chicago
Explore the most affordable flight options available from Montana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 31, 2026.

This American Airlines deal was found by Cheapflights users on 1/29. 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.
Thu 3/191:49 pm
BZN
-
ORD
Nonstop3h 09m
American Airlines
Mon 3/237:09 pm
ORD
-
BZN
Nonstop3h 29m
American Airlines
Deal found 1/29$171
This Alaska Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 3/53:02 pm
BZN
-
ORD
1 stop7h 54m
Alaska Airlines
Mon 3/97:00 am
ORD
-
BZN
1 stop8h 08m
Alaska Airlines
Deal found 1/28$229
This United Airlines deal was found by Cheapflights users on 1/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:43 pm
BZN
-
ORD
1 stop7h 12m
United Airlines
Sun 3/87:41 pm
ORD
-
BZN
Nonstop3h 31m
United Airlines
Deal found 1/29$235
This American Airlines deal was found by Cheapflights users on 1/29. 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.
Thu 3/53:36 pm
BZN
-
ORD
1 stop8h 19m
American Airlines
Sun 3/810:09 am
ORD
-
BZN
Nonstop3h 29m
American Airlines
Deal found 1/29$239
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 3/111:36 pm
BZN
-
ORD
Nonstop3h 09m
American Airlines
Mon 3/237:09 pm
ORD
-
BZN
Nonstop3h 29m
American Airlines
Deal found 1/30$240
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/1312:48 pm
BZN
-
ORD
Nonstop3h 03m
United Airlines
Tue 2/179:16 am
ORD
-
BZN
Nonstop3h 30m
United Airlines
Deal found 1/30$241
This United Airlines deal was found by Cheapflights users on 1/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:26 pm
BZN
-
ORD
1 stop7h 18m
United Airlines
Thu 5/285:00 am
ORD
-
BZN
1 stop5h 28m
United Airlines
Deal found 1/31$244
This United Airlines deal was found by Cheapflights users on 1/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:41 pm
BZN
-
ORD
1 stop7h 11m
United Airlines
Sun 2/224:20 pm
ORD
-
BZN
Nonstop3h 39m
United Airlines
Deal found 1/31$245
This Delta deal was found by Cheapflights users on 1/31. 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.
Thu 4/232:53 pm
BZN
-
MDW
1 stop6h 35m
Delta
Sat 4/252:12 pm
MDW
-
BZN
1 stop6h 59m
Delta
Deal found 1/31$249
This Delta deal was found by Cheapflights users on 1/29. 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.
Thu 3/52:00 pm
BZN
-
ORD
1 stop6h 30m
Delta
Sun 3/87:25 am
ORD
-
BZN
1 stop8h 10m
Delta
Deal found 1/29$249
This Delta deal was found by Cheapflights users on 1/29. 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.
Thu 2/196:20 am
BIL
-
MDW
1 stop5h 45m
Delta
Mon 2/231:49 pm
MDW
-
BIL
1 stop6h 50m
Delta
Deal found 1/29$249
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:31 pm
MSO
-
ORD
Nonstop3h 32m
United Airlines
Tue 6/28:40 am
ORD
-
MSO
Nonstop3h 55m
United Airlines
Deal found 1/30$249

Find flight deals from Montana to Chicago

Keep the following information in mind while searching for Montana to Chicago flight deals. Data was last updated January 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$171
(American Airlines)

One-way from

$85
(American Airlines)

Popular in

April

Cheapest in

October

Average price

$287

Good round-trip deal

$342 or less

Good one-way deal

$196 or less
Provider with most accurate pricing for Bozeman Gallatin Field-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Bozeman Gallatin Field-Chicago (CHI) flights.
Search Deals
From Montana to Chicago (CHI)
Search Deals
One-way flight from Montana to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Montana to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Montana to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Montana to Chicago 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 January 31, 2026.
Use the filters below to find and compare flights from Montana to Chicago that are best for you.

Fly from

Montana

Fly to

Chicago

Route

Depart

Return

Price

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 3/5

3:02 pm-11:56 pm

1 stop7h 54m

Chicago O'Hare Intl

Mon 3/9

7:00 am-2:08 pm

1 stop8h 08m

$229

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 3/20

7:00 am-11:11 am

Nonstop3h 11m

Chicago O'Hare Intl

Tue 3/24

10:09 am-12:38 pm

Nonstop3h 29m

$229

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Sat 2/28

8:11 am-12:15 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sat 3/7

7:41 pm-10:12 pm

Nonstop3h 31m

$229

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 2/13

12:48 pm-4:51 pm

Nonstop3h 03m

Chicago O'Hare Intl

Mon 2/16

9:16 am-11:46 am

Nonstop3h 30m

$241

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 2/12

1:28 pm-5:37 pm

Nonstop3h 09m

Chicago O'Hare Intl

Mon 2/16

7:09 pm-9:38 pm

Nonstop3h 29m

$241

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 2/13

12:48 pm-4:51 pm

Nonstop3h 03m

Chicago O'Hare Intl

Tue 2/17

9:16 am-11:46 am

Nonstop3h 30m

$241

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 2/19

2:41 pm-10:52 pm

1 stop7h 11m

Chicago O'Hare Intl

Sun 2/22

4:20 pm-6:59 pm

Nonstop3h 39m

$245

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 4/17

4:20 pm-11:40 pm

1 stop6h 20m

Chicago Midway

Mon 4/20

5:15 pm-11:00 pm

1 stop6h 45m

$249

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 3/5

6:00 am-1:05 pm

1 stop6h 05m

Chicago Midway

Mon 3/9

2:05 pm-8:14 pm

1 stop7h 09m

$249

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 5/7

4:20 pm-11:40 pm

1 stop6h 20m

Chicago Midway

Mon 5/11

5:15 pm-11:00 pm

1 stop6h 45m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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

Have a flexible travel schedule? Discover the best time to fly to Chicago from Montana 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 Montana to Chicago

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

Currently, October is the cheapest month in which you can book a flight from Montana to Chicago (average of $169). Flying from Montana to Chicago in November is currently the most expensive (average of $298). 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 MT to CHI?

Find hourly flight availability from Montana to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 31, 2026.

When flying from Montana to Chicago, 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 Montana to Chicago

Explore weekly flight availability from Montana to Chicago. 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 January 31, 2026.

The most flights from USMT to CHI are scheduled on a Sunday (10 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (5 on average).

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

Related info for your journey

Find useful and relevant information for your journey from Montana to Chicago. 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 Montana to Chicago?

    For as low as $229, Alaska Airlines can have you in Chicago from Montana in 3h 04m. The distance between Montana and Chicago is about 1182 mi. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Montana to Chicago are American Airlines ($105), Alaska Airlines ($116), and United Airlines ($124).

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

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

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

    No one likes to see their flight delayed. When booking a flight from Montana to Chicago consider choosing United Airlines (79%), Lufthansa (78%) or Qatar Airways (76%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Montana to Chicago?

    On average you can expect to pay $674 for a flight from Montana to Chicago. The cheapest flight overall is $124 while the most popular route, (Bozeman Gallatin Field - Chicago O'Hare Intl) is currently priced at $229.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Montana to Chicago 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 Montana to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Montana to Chicago (average of $169). Flying from Montana to Chicago in November is currently the most expensive (average of $298). 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.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Montana to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Montana to Chicago

Discover the top 4 airlines that operate flights from Montana to Chicago. 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 January 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$166Average$411FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$191Average$337FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$455FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$349Average$455FlexibilityNo cancel feeOn-time75%

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