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$89+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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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 junio 12, 2025.

Round-trip from

$191
(American Airlines)

One-way from

$89
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$351

Good round-trip deal

$258 or less

Good one-way deal

$181 or less
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 ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Montana to Chicago (CHI).
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Price to beat on a one-way flight from Montana to Chicago (CHI).
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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 junio 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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.
jue. 8/1412:19 pmBIL - ORD
Nonstop2h 52mAmerican Airlines
lun. 8/189:45 amORD - BIL
Nonstop3h 04mAmerican Airlines
Deal found 6/11$191
This Hawaiian Airlines deal was found by Cheapflights users on 6/11. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/123:08 pmBZN - ORD
1 stop7h 51mHawaiian Airlines
dom. 9/146:20 amORD - BZN
1 stop8h 54mHawaiian Airlines
Deal found 6/11$196
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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. 9/123:08 pmBZN - ORD
1 stop7h 51mAlaska Airlines
lun. 9/156:20 amORD - BZN
1 stop8h 54mAlaska Airlines
Deal found 6/11$197
This American Airlines deal was found by Cheapflights users on 6/11. 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.
jue. 10/21:39 pmBZN - ORD
Nonstop3h 17mAmerican Airlines
mar. 10/712:17 pmORD - BZN
Nonstop3h 15mAmerican Airlines
Deal found 6/11$204
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/204:20 pmBZN - ORD
1 stop6h 39mUnited Airlines
sáb. 9/274:40 pmORD - BZN
Nonstop3h 18mUnited Airlines
Deal found 6/12$207
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/2510:26 pmBIL - ORD
1 stop19h 18mMultiple Airlines
lun. 7/287:08 amORD - BIL
1 stop15h 28mMultiple Airlines
Deal found 6/10$218
This United Airlines deal was found by Cheapflights users on 6/10. 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.
vie. 8/151:49 pmBIL - ORD
1 stop7h 50mUnited Airlines
mié. 8/208:55 amORD - BIL
Nonstop3h 21mUnited Airlines
Deal found 6/10$220
This American Airlines deal was found by Cheapflights users on 6/11. 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.
vie. 7/111:47 pmMSO - ORD
1 stop8h 59mAmerican Airlines
dom. 7/138:34 pmORD - MSO
Nonstop3h 55mAmerican Airlines
Deal found 6/11$221
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/102:36 pmBZN - ORD
1 stop22h 37mMultiple Airlines
jue. 7/177:08 amORD - BZN
1 stop7h 38mMultiple Airlines
Deal found 6/12$223
This Southwest deal was found by Cheapflights users on 6/10. 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. 10/28:00 pmBZN - MDW
1 stop8h 15mSouthwest
mar. 10/75:20 amMDW - BZN
1 stop6h 50mSouthwest
Deal found 6/10$224
This Delta deal was found by Cheapflights users on 6/10. 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.
mar. 7/296:00 amBZN - MDW
1 stop6h 06mDelta
mié. 8/69:24 amMDW - BZN
1 stop6h 26mDelta
Deal found 6/10$237
This Delta deal was found by Cheapflights users on 6/11. 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.
jue. 7/31:08 pmMSO - ORD
1 stop8h 01mDelta
mar. 7/87:20 pmORD - MSO
1 stop6h 04mDelta
Deal found 6/11$237

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 junio 12, 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 - ORD

BILORD

Billings Logan Intl

jue. 8/14

12:19 pm-4:11 pm

Nonstop2h 52m

Chicago O'Hare Intl

lun. 8/18

9:45 am-11:49 am

Nonstop3h 04m

$191

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

vie. 9/12

3:08 pm-11:59 pm

1 stop7h 51m

Chicago O'Hare Intl

dom. 9/14

6:20 am-2:14 pm

1 stop8h 54m

$196

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

vie. 9/12

3:08 pm-11:59 pm

1 stop7h 51m

Chicago O'Hare Intl

lun. 9/15

6:20 am-2:14 pm

1 stop8h 54m

$197

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

jue. 10/2

1:39 pm-5:56 pm

Nonstop3h 17m

Chicago O'Hare Intl

mar. 10/7

12:17 pm-2:32 pm

Nonstop3h 15m

$204

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

sáb. 9/20

4:20 pm-11:59 pm

1 stop6h 39m

Chicago O'Hare Intl

sáb. 9/27

4:40 pm-6:58 pm

Nonstop3h 18m

$207

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

vie. 7/25

10:26 pm-6:44 pm

1 stop19h 18m

Chicago O'Hare Intl

lun. 7/28

7:08 am-9:36 pm

1 stop15h 28m

$218

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

vie. 8/15

1:49 pm-10:39 pm

1 stop7h 50m

Chicago O'Hare Intl

mié. 8/20

8:55 am-11:16 am

Nonstop3h 21m

$220

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

vie. 7/11

1:47 pm-11:46 pm

1 stop8h 59m

Chicago O'Hare Intl

dom. 7/13

8:34 pm-11:29 pm

Nonstop3h 55m

$221

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

jue. 7/10

2:36 pm-2:13 pm

1 stop22h 37m

Chicago O'Hare Intl

jue. 7/17

7:08 am-1:46 pm

1 stop7h 38m

$223

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

vie. 8/29

11:20 am-3:15 pm

Nonstop2h 55m

Chicago Midway

lun. 9/1

8:25 am-10:35 am

Nonstop3h 10m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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, August is the cheapest month in which you can book a flight from Montana to Chicago (average of $245). Flying from Montana to Chicago in March is currently the most expensive (average of $321). 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 junio 12, 2025.

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 junio 12, 2025.

The most flights from USMT to CHI are scheduled on a Thursday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated junio 12, 2025.
To help decide which airline to fly from Montana to Chicago, see what other customers have to say about Alaska Airlines, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • 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 Hawaiian Airlines ($89), Southwest ($99), and American Airlines ($99).

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

    When deciding which route to take from Montana to Chicago consider Missoula Johnson-Bell Field - Chicago O'Hare Intl, Bozeman Gallatin Field - Chicago O'Hare Intl or Billings Logan Intl - Chicago O'Hare Intl 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 (95%), Lufthansa (93%) or SkyWest Airlines (89%) 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 $1,117 for a flight from Montana to Chicago. The cheapest flight overall is $118 while the most popular route, (Missoula Johnson-Bell Field - Chicago O'Hare Intl) is currently priced at $237.

  • 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, August is the cheapest month in which you can book a flight from Montana to Chicago (average of $245). Flying from Montana to Chicago in March is currently the most expensive (average of $321). 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 Montana?

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

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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 5 airlines flying from Montana to Chicago

Discover the top 5 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$197Average$378FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$205Average$462FlexibilityNo cancel feeOn-time75%
DeltaCheapest$216Average$423FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$238Average$521FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$388Average$418FlexibilityNo cancel feeOn-time63%

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