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$128+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
BZN — CHI
4월 17 — 4월 241
금 4/17
금 4/24
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 3월 18, 2026.

This American Airlines deal was found by Cheapflights users on 3/17. 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.
토 9/512:28 pm
BIL
-
ORD
Nonstop2h 51m
American Airlines
화 9/88:46 pm
ORD
-
BIL
Nonstop3h 13m
American Airlines
Deal found 3/17$251
This American Airlines deal was found by Cheapflights users on 3/13. 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.
수 10/142:02 pm
BIL
-
ORD
Nonstop2h 58m
American Airlines
월 10/199:40 am
ORD
-
BIL
Nonstop3h 02m
American Airlines
Deal found 3/13$260
This American Airlines deal was found by Cheapflights users on 3/14. 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.
토 4/47:00 am
BZN
-
ORD
Nonstop3h 11m
American Airlines
일 4/510:09 am
ORD
-
BZN
Nonstop3h 29m
American Airlines
Deal found 3/14$268
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/221:22 pm
BZN
-
ORD
Nonstop3h 25m
American Airlines
화 5/261:44 pm
ORD
-
BZN
Nonstop3h 18m
American Airlines
Deal found 3/15$269
This Delta deal was found by Cheapflights users on 3/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
화 4/76:25 am
BIL
-
MDW
2 stops10h 29m
Delta
금 4/102:05 pm
MDW
-
BIL
1 stop7h 14m
Delta
Deal found 3/14$274
This American Airlines deal was found by Cheapflights users on 3/14. 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.
목 8/276:00 am
BIL
-
ORD
Nonstop2h 51m
American Airlines
월 8/318:46 pm
ORD
-
BIL
Nonstop3h 13m
American Airlines
Deal found 3/14$281
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
월 4/1311:42 am
GTF
-
ORD
1 stop17h 38m
Multiple Airlines
목 4/1610:07 pm
ORD
-
GTF
1 stop13h 45m
Multiple Airlines
Deal found 3/17$282
This Southwest deal was found by Cheapflights users on 3/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 4/236:15 am
BZN
-
ORD
1 stop6h 40m
Southwest
월 4/276:15 pm
ORD
-
BZN
1 stop5h 45m
Southwest
Deal found 3/15$284
This American Airlines deal was found by Cheapflights users on 3/18. 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.
목 6/412:26 pm
BZN
-
ORD
Nonstop3h 25m
American Airlines
월 6/81:44 pm
ORD
-
BZN
Nonstop3h 18m
American Airlines
Deal found 3/18$285
This Southwest deal was found by Cheapflights users on 3/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
목 4/94:20 pm
BZN
-
MDW
1 stop6h 20m
Southwest
월 4/135:15 pm
MDW
-
BZN
1 stop6h 45m
Southwest
Deal found 3/15$289
This American Airlines deal was found by Cheapflights users on 3/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
금 5/224:45 pm
FCA
-
ORD
Nonstop3h 49m
American Airlines
월 5/259:45 am
ORD
-
FCA
Nonstop3h 50m
American Airlines
Deal found 3/15$289
This American Airlines deal was found by Cheapflights users on 3/13. 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.
목 10/291:29 pm
MSO
-
ORD
Nonstop3h 31m
American Airlines
월 11/29:50 am
ORD
-
MSO
Nonstop3h 49m
American Airlines
Deal found 3/13$289

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 3월 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$251
(American Airlines)

One-way from

$128
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$279

Good round-trip deal

$322 or less

Good one-way deal

$202 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 ($54 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 3월 18, 2026.
Use the filters below to find and compare flights from Montana to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

화 4/7

6:25 am-5:54 pm

2 stops10h 29m

Chicago Midway

금 4/10

1:10 pm-10:29 pm

2 stops10h 19m

$280

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

토 5/9

6:30 am-1:19 pm

1 stop5h 49m

Chicago Midway

화 5/12

7:13 pm-11:14 pm

1 stop5h 01m

$291

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

토 5/9

6:27 am-1:19 pm

1 stop5h 52m

Chicago Midway

수 5/13

7:13 pm-11:06 pm

1 stop4h 53m

$291

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

토 5/9

5:30 am-11:52 am

1 stop5h 22m

Chicago O'Hare Intl

화 5/12

5:41 pm-11:14 pm

1 stop6h 33m

$291

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

목 5/28

4:20 pm-8:35 pm

Nonstop3h 15m

Chicago O'Hare Intl

일 5/31

5:00 am-9:29 am

1 stop5h 29m

$299

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

토 5/9

5:30 am-4:51 pm

2 stops10h 21m

Chicago O'Hare Intl

수 5/13

5:41 pm-11:14 pm

1 stop6h 33m

$305

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

수 4/15

11:20 am-9:45 pm

2 stops9h 25m

Chicago Midway

수 4/22

1:55 pm-9:55 pm

2 stops9h 00m

$307

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

수 4/15

2:53 pm-10:28 pm

1 stop6h 35m

Chicago Midway

수 4/22

6:00 am-1:36 pm

1 stop8h 36m

$309

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

화 4/7

5:58 am-5:54 pm

2 stops10h 56m

Chicago Midway

금 4/10

1:10 pm-11:10 pm

2 stops11h 00m

$319

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

수 5/20

6:00 am-6:33 pm

2 stops11h 33m

Chicago Midway

수 5/27

1:59 pm-11:59 pm

2 stops11h 00m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/13

Showing 1-10 of 60 resultsSorted by cheapest first
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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 3월 18, 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 3월 18, 2026.

The most flights from USMT to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (3 on average).

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 $299, 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), United Airlines ($114), and Alaska Airlines ($116).

  • 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 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 SkyWest Airlines (87%), United Airlines (86%) or Qatar Airways (85%) 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 $732 for a flight from Montana to Chicago. The cheapest flight overall is $151 while the most popular route, (Bozeman Gallatin Field - Chicago O'Hare Intl) is currently priced at $284.

  • 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 3월 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$327FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$441FlexibilityNo cancel feeOn-time69%
DeltaCheapest$230Average$446FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$349Average$469FlexibilityNo cancel feeOn-time75%

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