Chicago

$114+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
Jan 15 — Jan 221
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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 December 16, 2025.

This American Airlines deal was found by Cheapflights users on 12/16. 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 12/311:34 pmBZN - ORD
Nonstop3h 20mAmerican Airlines
Sun 1/48:25 amORD - BZN
Nonstop3h 44mAmerican Airlines
Deal found 12/16$279
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:50 pmBIL - ORD
1 stop5h 09mUnited Airlines
Sun 1/47:10 amORD - BIL
1 stop7h 14mUnited Airlines
Deal found 12/16$314
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/2512:42 pmBZN - ORD
Nonstop3h 09mUnited Airlines
Thu 1/17:58 pmORD - BZN
Nonstop3h 31mUnited Airlines
Deal found 12/15$329
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/314:14 pmBZN - ORD
Nonstop3h 11mUnited Airlines
Sun 1/47:58 pmORD - BZN
Nonstop3h 31mUnited Airlines
Deal found 12/16$359
This Delta deal was found by Cheapflights users on 12/15. 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 12/2512:15 pmBZN - ORD
2 stops10h 47mDelta
Thu 1/15:30 amORD - BZN
1 stop9h 36mDelta
Deal found 12/15$384
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/306:35 amBIL - ORD
1 stop5h 44mUnited Airlines
Sat 1/31:48 pmORD - BIL
1 stop8h 36mUnited Airlines
Deal found 12/15$413
This American Airlines deal was found by Cheapflights users on 12/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:34 pmBZN - ORD
Nonstop3h 20mAmerican Airlines
Sat 1/38:25 amORD - BZN
Nonstop3h 44mAmerican Airlines
Deal found 12/14$415
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/312:38 pmMSO - ORD
1 stop8h 21mUnited Airlines
Sun 1/47:10 amORD - MSO
1 stop7h 26mUnited Airlines
Deal found 12/15$424
This United Airlines deal was found by Cheapflights users on 12/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/184:14 pmBZN - ORD
Nonstop3h 11mUnited Airlines
Tue 12/2312:45 pmORD - BZN
Nonstop3h 25mUnited Airlines
Deal found 12/14$434
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:07 pmBIL - ORD
2 stops16h 58mMultiple Airlines
Sun 1/410:49 pmORD - BIL
1 stop11h 35mMultiple Airlines
Deal found 12/16$439
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/252:38 pmMSO - ORD
1 stop5h 41mUnited Airlines
Fri 1/23:42 pmORD - MSO
1 stop6h 59mUnited Airlines
Deal found 12/15$464
This Southwest deal was found by Cheapflights users on 12/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:45 pmBZN - MDW
1 stop5h 20mSouthwest
Tue 12/235:45 pmMDW - BZN
1 stop7h 40mSouthwest
Deal found 12/14$485

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 December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$211
(Delta)

One-way from

$114
(Alaska Airlines)

Popular in

April

Cheapest in

January

Average price

$338

Good round-trip deal

$316 or less

Good one-way deal

$151 or less
Provider with most accurate pricing for Bozeman Gallatin Field-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Bozeman Gallatin Field-Chicago (CHI) flights.
From Montana to Chicago (CHI)
One-way flight from Montana to Chicago (CHI)
Highest demand for flights based on searches. 21% potential increase in price ($95 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in December 2025
Price to beat on a round-trip flight from Montana to Chicago (CHI).
Price to beat on a one-way flight from Montana to Chicago (CHI).

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 December 16, 2025.
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

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Tue 3/31

6:25 am-1:23 pm

1 stop5h 58m

Chicago Midway

Tue 4/7

2:03 pm-8:20 pm

1 stop7h 17m

$211

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 1/29

3:03 pm-11:50 pm

1 stop7h 47m

Chicago O'Hare Intl

Mon 2/2

8:00 am-2:09 pm

1 stop7h 09m

$228

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/21

12:46 pm-11:37 pm

1 stop9h 51m

Chicago O'Hare Intl

Mon 1/26

8:00 am-2:09 pm

1 stop7h 09m

$228

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 2/18

1:34 pm-5:49 pm

Nonstop3h 15m

Chicago O'Hare Intl

Sat 2/21

6:10 am-2:51 pm

1 stop9h 41m

$239

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/21

2:13 pm-10:38 pm

1 stop7h 25m

Chicago O'Hare Intl

Mon 1/26

10:24 am-12:50 pm

Nonstop3h 26m

$239

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/14

3:03 pm-11:50 pm

1 stop7h 47m

Chicago O'Hare Intl

Thu 1/22

3:35 pm-11:56 pm

1 stop9h 21m

$239

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 3/26

6:25 am-1:23 pm

1 stop5h 58m

Chicago Midway

Mon 3/30

2:03 pm-8:20 pm

1 stop7h 17m

$249

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Mon 2/2

2:15 pm-10:09 pm

1 stop6h 54m

Chicago O'Hare Intl

Sat 2/7

6:54 am-1:36 pm

1 stop7h 42m

$249

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 3/31

5:15 am-12:23 pm

1 stop6h 08m

Chicago O'Hare Intl

Tue 4/7

3:59 pm-8:20 pm

1 stop5h 21m

$251

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/21

2:00 pm-11:56 pm

2 stops8h 56m

Chicago O'Hare Intl

Mon 1/26

6:15 am-12:55 pm

1 stop7h 40m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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 December 16, 2025.

One of the essential ways to save on airfare from Montana to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 41% on airfare.

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 $239, Delta can have you in Chicago from Montana in 3h 15m. 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?

  • 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 Lufthansa (94%), Envoy Air (92%) or United Airlines (91%) 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 $463 for a flight from Montana to Chicago. The cheapest flight overall is $114 while the most popular route, (Bozeman Gallatin Field - Chicago O'Hare Intl) is currently priced at $209.

  • 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.

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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$338FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$456FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$394FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$349Average$469FlexibilityNo cancel feeOn-time75%

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