HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Big Sky

$105+ Cheap flights from Chicago (CHI) to Big Sky, MT

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 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BZN
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Big Sky with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Big Sky are usually found in April or January, booked 70 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Cheap flight deals from Chicago to Big Sky

Keep the following information in mind while searching for Chicago to Big Sky flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$272
(United Airlines)

One-way from

$105
(Alaska Airlines)

Popular in

December

Cheapest in

April

Average price

$379
Provider with most accurate pricing for Chicago (CHI)-Bozeman Gallatin Field flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Bozeman Gallatin Field flights.
Search Deals
From Chicago (CHI) to Big Sky
Search Deals
One-way flight from Chicago (CHI) to Big Sky
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Chicago to Big Sky

Cheapest flights from Chicago to Big Sky
Explore the most affordable flight options available from Chicago to Big Sky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/67:50 pmORD - BZN
Nonstop3h 24mUnited Airlines
Sat 6/147:30 amBZN - ORD
Nonstop3h 06mUnited Airlines
Deal found 4/17$272
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/119:21 amMDW - BZN
1 stop6h 09mDelta
Thu 6/127:30 pmBZN - MDW
2 stops12h 11mDelta
Deal found 4/17$272
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/127:20 pmORD - BZN
1 stop5h 41mDelta
Sat 6/215:30 amBZN - ORD
2 stops10h 19mDelta
Deal found 4/17$273
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/215:25 amMDW - BZN
1 stop5h 05mSouthwest
Tue 8/266:00 amBZN - MDW
2 stops8h 20mSouthwest
Deal found 4/17$275
This Alaska Airlines deal was found by Cheapflights users on 4/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/62:05 pmORD - BZN
1 stop11h 07mAlaska Airlines
Sat 9/137:27 pmBZN - ORD
1 stop9h 13mAlaska Airlines
Deal found 4/17$285
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Wed 9/1712:17 pmORD - BZN
Nonstop3h 15mAmerican Airlines
Wed 9/241:35 pmBZN - ORD
Nonstop3h 10mAmerican Airlines
Deal found 4/17$289
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/412:40 pmORD - BZN
1 stop5h 25mSouthwest
Tue 7/85:00 amBZN - ORD
1 stop8h 00mSouthwest
Deal found 4/17$309
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/148:37 amORD - BZN
2 stops30h 07mMultiple Airlines
Fri 5/1610:02 amBZN - ORD
2 stops12h 27mMultiple Airlines
Deal found 4/16$320
This Hawaiian Airlines deal was found by Cheapflights users on 4/16. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/187:00 amORD - BZN
1 stop7h 59mHawaiian Airlines
Fri 4/259:30 amBZN - ORD
1 stop7h 31mHawaiian Airlines
Deal found 4/16$416

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Big Sky 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 April 17, 2025.
Use the filters below to find and compare flights from Chicago to Big Sky that are best for you.

Fly from

Chicago

Fly to

Big Sky

Route

Depart

Return

Price

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Fri 6/6

7:50 pm-10:14 pm

Nonstop3h 24m

Bozeman Gallatin Field

Sat 6/14

7:30 am-11:36 am

Nonstop3h 06m

$272

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

Wed 6/11

9:21 am-2:30 pm

1 stop6h 09m

Bozeman Gallatin Field

Thu 6/12

7:30 pm-8:41 am

2 stops12h 11m

$272

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Thu 6/12

7:20 pm-12:01 am

1 stop5h 41m

Bozeman Gallatin Field

Sat 6/21

5:30 am-4:49 pm

2 stops10h 19m

$273

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

Thu 8/21

5:25 am-9:30 am

1 stop5h 05m

Bozeman Gallatin Field

Tue 8/26

6:00 am-3:20 pm

2 stops8h 20m

$275

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Sat 9/6

2:05 pm-12:12 am

1 stop11h 07m

Bozeman Gallatin Field

Sat 9/13

7:27 pm-5:40 am

1 stop9h 13m

$285

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Wed 9/17

12:17 pm-2:32 pm

Nonstop3h 15m

Bozeman Gallatin Field

Wed 9/24

1:35 pm-5:45 pm

Nonstop3h 10m

$289

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Fri 7/4

12:40 pm-5:05 pm

1 stop5h 25m

Bozeman Gallatin Field

Tue 7/8

5:00 am-2:00 pm

1 stop8h 00m

$309

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Fri 5/16

6:00 am-12:32 pm

1 stop7h 32m

Bozeman Gallatin Field

Mon 5/19

11:18 am-10:23 pm

1 stop10h 05m

$314

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Wed 5/14

8:37 am-1:44 pm

2 stops30h 07m

Bozeman Gallatin Field

Fri 5/16

10:02 am-11:29 pm

2 stops12h 27m

$320

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

Tue 6/24

6:00 am-2:06 pm

1 stop9h 06m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 21 results
1
2
3

Best time to book a flight from Chicago to Big Sky

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

How far ahead should I book a flight from Chicago to Big Sky?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Big Sky. Price data was last updated on April 11, 2025.

Booking 70 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Big Sky. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, October is the cheapest month in which you can book a flight from Chicago to Big Sky (average of $371). Flying from Chicago to Big Sky in June is currently the most expensive (average of $520). 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 CHI to BS1?

Find hourly flight availability from Chicago to Big Sky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

When flying from Chicago to Big Sky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Big Sky by month

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

In terms of precipitation, rainfall in Big Sky ranges from 0.4 - 2.0 inches per month. May is typically the wettest month, when rainfall can reach 2.0 in. January is typically the driest time to visit Big Sky when rainfall is around 0.4 in.

Temperature in Big Sky by month

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

If weather is an important factor for your trip to Big Sky, 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 64.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 15.8 F).

Reviews of airlines servicing Big Sky

Get insights into the airlines that provide service to Big Sky. 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 Big Sky. Reviews last updated April 17, 2025.
To help decide which airline to fly from Chicago to Big Sky, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,380 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago to Big Sky. 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 Chicago to Big Sky one-way?

    $105 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $106 and $106, respectively.

  • What are the most reliable airlines from Chicago to Big Sky?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Big Sky on time: United Airlines (69%), Emirates (67%), American Airlines (65%).

  • What are the cheapest flights from Chicago to Big Sky?

    On average you can expect to pay $537 for a flight from Chicago to Big Sky. The cheapest flight overall is $105 while the most popular route, (Chicago O'Hare Intl - Bozeman Gallatin Field) is currently priced at $210.

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

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

  • How can I find direct flights from Chicago to Big Sky?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Big Sky 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 Chicago to Big Sky?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Big Sky (average of $371). Flying from Chicago to Big Sky in June is currently the most expensive (average of $520). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Big Sky

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Bozeman flights
O'Hare Intl to Kalispell flights
Midway to Bozeman flights
O'Hare Intl to Missoula flights
Midway to Kalispell flights
St. Louis to Bozeman flights
O'Hare Intl to Billings flights
Midway to Missoula flights
St. Louis to Kalispell flights
O'Hare Intl to Great Falls flights
Moline to Kalispell flights
St. Louis to Missoula flights
O'Hare Intl to Helena flights
Peoria to Kalispell flights
Midway to Billings flights
O'Hare Intl to West Yellowstone flights
Moline to Bozeman flights
Midway to Great Falls flights
St. Louis to Great Falls flights
O'Hare Intl to Cody flights
St. Louis to Billings flights
O'Hare Intl to Butte flights
Moline to Missoula flights
Peoria to Billings flights
Peoria to Missoula flights
Midway to Helena flights
St. Louis to Helena flights
Peoria to Bozeman flights
Bloomington to Kalispell flights
Bloomington to Great Falls flights
Moline to Billings flights
Springfield to Bozeman flights
Peoria to Helena flights
St. Louis to Cody flights
St. Louis to Butte flights
Springfield to Missoula flights
St. Louis to West Yellowstone flights
Bloomington to Bozeman flights
Midway to Cody flights
Bloomington to Helena flights
Bloomington to Missoula flights
Midway to West Yellowstone flights
Champaign to Billings flights
Dubuque to Kalispell flights
Champaign to Bozeman flights
Moline to Cody flights

Top 6 airlines flying from Chicago to Big Sky

Discover the top 6 airlines that operate flights from Chicago to Big Sky. 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$175Average$245FlexibilityNo cancel feeOn-time83%
DeltaCheapest$236Average$472FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$424FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$308Average$481FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$313Average$484FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$314Average$628FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.