Big Sky

$94+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BZN
mars 19 — mars 261
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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 Tuesday 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 mars 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$299
(United Airlines)

One-way from

$94
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$470
Provider with most accurate pricing for Chicago (CHI)-Bozeman Gallatin Field flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Bozeman Gallatin Field flights.
From Chicago (CHI) to Big Sky
One-way flight from Chicago (CHI) to Big Sky
Highest demand for flights based on searches. 5% potential increase in price ($24 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in March 2025

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 mars 14, 2025.

This Trip.com deal was found by Cheapflights users on 3/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 4/266:00 amORD - BZN
1 stop18h 54mHawaiian Airlines
sam. 5/311:24 amBZN - ORD
1 stop9h 35mHawaiian Airlines
Deal found 3/12$298
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/87:10 amORD - BZN
1 stop6h 51mUnited Airlines
lun. 4/1412:40 pmBZN - ORD
Nonstop3h 07mUnited Airlines
Deal found 3/13$299
This Alaska Airlines deal was found by Cheapflights users on 3/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/187:00 amORD - BZN
1 stop7h 59mAlaska Airlines
lun. 4/212:53 pmBZN - ORD
1 stop22h 55mAlaska Airlines
Deal found 3/12$302
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 3/297:45 amORD - BZN
1 stop5h 40mDelta
jeu. 4/35:45 amBZN - ORD
1 stop5h 53mDelta
Deal found 3/13$304
This American Airlines deal was found by Cheapflights users on 3/11. 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.
sam. 4/265:00 amORD - BZN
1 stop9h 07mAmerican Airlines
sam. 5/31:51 pmBZN - ORD
1 stop8h 58mAmerican Airlines
Deal found 3/11$306
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/87:09 pmMDW - BZN
1 stop5h 22mDelta
lun. 4/142:30 pmBZN - MDW
1 stop6h 52mDelta
Deal found 3/13$309
This Southwest deal was found by Cheapflights users on 3/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 7/124:00 pmORD - BZN
1 stop6h 50mSouthwest
jeu. 7/175:05 amBZN - ORD
2 stops8h 55mSouthwest
Deal found 3/12$310
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 6/205:40 pmMDW - BZN
1 stop8h 05mSouthwest
mar. 6/245:00 amBZN - MDW
1 stop4h 50mSouthwest
Deal found 3/13$310
This Sun Country Air deal was found by Cheapflights users on 3/12. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 7/238:10 pmORD - BZN
1 stop14h 57mSun Country Air
mer. 7/3011:10 amBZN - ORD
1 stop7h 01mSun Country Air
Deal found 3/12$315
This Expedia deal was found by Cheapflights users on 3/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/1612:31 pmORD - BZN
Nonstop3h 11mMultiple Airlines
jeu. 6/1911:10 amBZN - ORD
1 stop7h 01mMultiple Airlines
Deal found 3/12$356

Find flights from Chicago to Big Sky within your budget

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 mars 14, 2025.

Fly from

Chicago

Fly to

Big Sky

Route

Depart

Return

Price

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sam. 4/26

6:00 am-11:54 pm

1 stop18h 54m

Bozeman Gallatin Field

sam. 5/3

11:24 am-9:59 pm

1 stop9h 35m

$298

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

mar. 4/8

7:10 am-1:01 pm

1 stop6h 51m

Bozeman Gallatin Field

lun. 4/14

12:40 pm-4:47 pm

Nonstop3h 07m

$299

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

ven. 4/18

7:00 am-1:59 pm

1 stop7h 59m

Bozeman Gallatin Field

lun. 4/21

2:53 pm-2:48 pm

1 stop22h 55m

$302

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sam. 3/29

7:45 am-12:25 pm

1 stop5h 40m

Bozeman Gallatin Field

jeu. 4/3

5:45 am-12:38 pm

1 stop5h 53m

$304

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sam. 4/26

5:00 am-1:07 pm

1 stop9h 07m

Bozeman Gallatin Field

sam. 5/3

1:51 pm-11:49 pm

1 stop8h 58m

$306

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

mar. 4/8

7:09 pm-11:31 pm

1 stop5h 22m

Bozeman Gallatin Field

lun. 4/14

2:30 pm-10:22 pm

1 stop6h 52m

$309

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sam. 7/12

4:00 pm-9:50 pm

1 stop6h 50m

Bozeman Gallatin Field

jeu. 7/17

5:05 am-3:00 pm

2 stops8h 55m

$310

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

ven. 4/4

5:40 am-10:30 am

1 stop5h 50m

Bozeman Gallatin Field

lun. 4/7

5:35 pm-5:20 am

1 stop10h 45m

$314

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

mer. 7/23

8:10 pm-10:07 am

1 stop14h 57m

Bozeman Gallatin Field

mer. 7/30

11:10 am-7:11 pm

1 stop7h 01m

$315

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

lun. 6/16

12:31 pm-2:42 pm

Nonstop3h 11m

Bozeman Gallatin Field

jeu. 6/19

11:10 am-7:11 pm

1 stop7h 01m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 21 results
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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.

Travel insights for flights from Chicago to Big Sky

Get recent, data-driven insights about flights from Chicago to Big Sky including ideal travel times, pricing trends, and more.

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 March 7, 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 mars 14, 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.

Weekly flight availability from Chicago to Big Sky

Explore weekly flight availability from Chicago to Big Sky. 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 mars 14, 2025.

The most flights from CHI to BS1 are scheduled on a Wednesday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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 mars 14, 2025.
To help decide which airline to fly from Chicago to Big Sky, see what other customers have to say about Southwest, Alaska Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.6

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

8.0
Very good

Entertainment

7.6

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Entertainment

7.6

Overall

8.1

Crew

8.7

Comfort

8.1

Food

7.1

Boarding

8.2

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    $119 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and Alaska Airlines, with prices starting from $131 and $135, 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: Envoy Air (71%), American Airlines (70%), Alaska Airlines (70%).

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

    On average you can expect to pay $371 for a flight from Chicago to Big Sky. The cheapest flight overall is $144 while the most popular route, (Chicago O'Hare Intl - Bozeman Gallatin Field) is currently priced at $237.

  • 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

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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 mars 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$175Average$245FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$289Average$430FlexibilityNo cancel feeOn-time71%
DeltaCheapest$290Average$507FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$291Average$479FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$296Average$481FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$342Average$613FlexibilityNo cancel feeOn-time69%
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