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$87+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

This United Airlines deal was found by Cheapflights users on 10/29. 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 11/2712:45 pmBZN - ORD
Nonstop2h 59mUnited Airlines
Thu 12/49:20 amORD - BZN
Nonstop3h 28mUnited Airlines
Deal found 10/29$189
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/121:46 pmBZN - ORD
1 stop8h 49mAmerican Airlines
Sun 1/117:37 pmORD - BZN
Nonstop3h 25mAmerican Airlines
Deal found 10/29$199
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:30 amBZN - MDW
1 stop4h 55mSouthwest
Sat 11/227:00 pmMDW - BZN
1 stop6h 35mSouthwest
Deal found 10/29$209
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 12/123:00 pmBZN - ORD
1 stop7h 59mDelta
Sun 12/146:00 amORD - BZN
1 stop8h 12mDelta
Deal found 10/29$217
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/197:25 amBZN - ORD
1 stop8h 53mDelta
Sat 11/223:56 pmORD - BZN
2 stops8h 03mDelta
Deal found 10/29$222
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/192:16 pmBZN - MDW
2 stops8h 24mDelta
Sat 11/221:47 pmMDW - BZN
2 stops10h 12mDelta
Deal found 10/29$227
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 11/144:35 pmBZN - ORD
1 stop6h 24mUnited Airlines
Tue 11/189:15 amORD - BZN
Nonstop3h 28mUnited Airlines
Deal found 10/29$229
This Southwest deal was found by Cheapflights users on 10/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/165:00 amBZN - MDW
1 stop6h 35mSouthwest
Thu 11/205:15 amMDW - BZN
1 stop7h 40mSouthwest
Deal found 10/30$234
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/244:35 pmBZN - ORD
1 stop6h 24mUnited Airlines
Wed 12/38:45 amORD - BZN
1 stop7h 46mUnited Airlines
Deal found 10/28$236
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/165:30 amBZN - ORD
1 stop6h 08mDelta
Thu 11/202:12 pmORD - BZN
1 stop9h 17mDelta
Deal found 10/30$238
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Wed 11/52:43 pmBZN - ORD
1 stop8h 16mUnited Airlines
Thu 12/49:20 amORD - BZN
Nonstop3h 28mUnited Airlines
Deal found 10/29$254
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/142:35 pmBZN - MDW
1 stop8h 05mDelta
Tue 11/186:00 amMDW - BZN
1 stop8h 25mDelta
Deal found 10/29$259

Cheap flight deals from Montana to Chicago

Keep the following information in mind while searching for Montana to Chicago flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(United Airlines)

One-way from

$87
(Kiwi.com)

Popular in

April

Cheapest in

July

Average price

$329

Good round-trip deal

$343 or less

Good one-way deal

$211 or less
Provider with most accurate pricing for Bozeman Gallatin Field-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Bozeman Gallatin Field-Chicago (CHI) flights.
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From Montana to Chicago (CHI)
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One-way flight from Montana to Chicago (CHI)
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Highest demand for flights based on searches. 13% potential increase in price ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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).
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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 October 30, 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

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 11/27

12:45 pm-4:44 pm

Nonstop2h 59m

Chicago O'Hare Intl

Thu 12/4

9:20 am-11:48 am

Nonstop3h 28m

$189

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 12/12

1:46 pm-11:35 pm

1 stop8h 49m

Chicago O'Hare Intl

Sun 1/11

7:37 pm-10:02 pm

Nonstop3h 25m

$199

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 2/18

3:25 pm-11:59 pm

1 stop7h 34m

Chicago O'Hare Intl

Sat 2/21

7:45 am-2:25 pm

1 stop7h 40m

$208

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Tue 2/24

7:13 pm-5:04 am

1 stop8h 51m

Chicago O'Hare Intl

Sat 2/28

7:45 am-2:25 pm

1 stop7h 40m

$208

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Tue 2/24

8:00 am-5:50 pm

1 stop8h 50m

Chicago O'Hare Intl

Sat 2/28

7:45 am-2:25 pm

1 stop7h 40m

$208

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 1/23

11:15 am-7:00 pm

1 stop6h 45m

Chicago Midway

Sun 1/25

5:40 am-10:20 am

1 stop5h 40m

$209

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 11/19

5:30 am-11:25 am

1 stop4h 55m

Chicago Midway

Sat 11/22

7:00 pm-12:35 am

1 stop6h 35m

$209

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 11/27

7:25 am-5:21 pm

1 stop8h 56m

Chicago O'Hare Intl

Thu 12/4

6:45 am-1:26 pm

1 stop7h 41m

$217

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 11/19

2:35 pm-10:30 pm

1 stop6h 55m

Chicago O'Hare Intl

Sat 11/22

5:42 pm-11:34 pm

1 stop6h 52m

$217

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 11/20

11:40 am-6:45 pm

1 stop6h 05m

Chicago O'Hare Intl

Wed 11/26

7:40 pm-12:10 am

1 stop5h 30m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 April is currently the most expensive (average of $291). 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 October 30, 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 $189, United Airlines can have you in Chicago from Montana in 2h 59m. 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 Alaska Airlines ($104), Southwest ($105), and United Airlines ($163).

  • 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 Emirates (84%), Lufthansa (81%) or United Airlines (75%) 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 $667 for a flight from Montana to Chicago. The cheapest flight overall is $131 while the most popular route, (Bozeman Gallatin Field - Chicago O'Hare Intl) is currently priced at $189.

  • 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 April is currently the most expensive (average of $291). 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
Merrillville
Lansing
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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$340FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$469FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$427FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$349Average$469FlexibilityNo cancel feeOn-time75%

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