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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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BZN
may. 4 — may. 111
dom. 5/4
dom. 5/11
1 adult, Economy
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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 abril 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$257
(United Airlines)

One-way from

$105
(Alaska Airlines)

Popular in

December

Cheapest in

April

Average price

$403
Provider with most accurate pricing for Chicago (CHI)-Bozeman Gallatin Field flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Bozeman Gallatin Field flights.
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From Chicago (CHI) to Big Sky
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One-way flight from Chicago (CHI) to Big Sky
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Highest demand for flights based on searches. 5% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 abril 29, 2025.

This United Airlines deal was found by Cheapflights users on 4/28. 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.
mié. 7/235:00 amORD - BZN
1 stop5h 54mUnited Airlines
vie. 7/254:32 pmBZN - ORD
1 stop6h 58mUnited Airlines
Deal found 4/28$257
This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/711:55 amORD - BZN
Nonstop3h 12mAmerican Airlines
mié. 6/1111:29 amBZN - ORD
1 stop8h 25mAmerican Airlines
Deal found 4/28$260
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/68:00 pmMDW - BZN
1 stop5h 45mSouthwest
vie. 6/135:05 amBZN - MDW
1 stop7h 15mSouthwest
Deal found 4/28$260
This Alaska Airlines deal was found by Cheapflights users on 4/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/176:20 amORD - BZN
1 stop8h 54mAlaska Airlines
dom. 9/217:23 pmBZN - ORD
1 stop10h 40mAlaska Airlines
Deal found 4/29$262
This Delta deal was found by Cheapflights users on 4/29. 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.
jue. 6/127:20 pmORD - BZN
1 stop5h 41mDelta
sáb. 6/216:00 amBZN - ORD
1 stop5h 03mDelta
Deal found 4/29$263
This Delta deal was found by Cheapflights users on 4/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/259:21 amMDW - BZN
1 stop6h 09mDelta
mar. 7/12:18 pmBZN - MDW
1 stop6h 27mDelta
Deal found 4/28$263
This Expedia deal was found by Cheapflights users on 4/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/176:00 amORD - BZN
1 stop6h 42mMultiple Airlines
lun. 7/213:00 pmBZN - ORD
1 stop7h 59mMultiple Airlines
Deal found 4/28$316
This Southwest deal was found by Cheapflights users on 4/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/285:25 pmORD - BZN
1 stop7h 25mSouthwest
vie. 8/15:05 amBZN - ORD
2 stops8h 55mSouthwest
Deal found 4/28$334
This Hawaiian Airlines deal was found by Cheapflights users on 4/28. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/287:00 amORD - BZN
1 stop7h 06mHawaiian Airlines
lun. 8/47:25 pmBZN - ORD
1 stop9h 15mHawaiian Airlines
Deal found 4/28$358
This Sun Country Air deal was found by Cheapflights users on 4/29. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/176:00 amORD - BZN
1 stop6h 42mSun Country Air
dom. 7/201:28 pmBZN - ORD
1 stop26h 47mSun Country Air
Deal found 4/29$395

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 abril 29, 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

mié. 7/23

5:00 am-9:54 am

1 stop5h 54m

Bozeman Gallatin Field

vie. 7/25

4:32 pm-12:30 am

1 stop6h 58m

$257

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

sáb. 6/7

11:55 am-2:07 pm

Nonstop3h 12m

Bozeman Gallatin Field

mié. 6/11

11:29 am-8:54 pm

1 stop8h 25m

$260

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

vie. 6/6

8:00 pm-12:45 am

1 stop5h 45m

Bozeman Gallatin Field

vie. 6/13

5:05 am-1:20 pm

1 stop7h 15m

$260

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

jue. 6/12

7:20 pm-12:01 am

1 stop5h 41m

Bozeman Gallatin Field

sáb. 6/21

6:00 am-12:03 pm

1 stop5h 03m

$263

ChicagoBozeman

MDW - BZN

MDWBZN

Chicago Midway

mié. 6/25

9:21 am-2:30 pm

1 stop6h 09m

Bozeman Gallatin Field

mar. 7/1

2:18 pm-9:45 pm

1 stop6h 27m

$263

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

lun. 6/2

8:00 am-3:05 pm

1 stop8h 05m

Bozeman Gallatin Field

lun. 6/9

7:33 pm-5:40 am

1 stop9h 07m

$269

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

mar. 5/27

7:51 pm-6:38 pm

1 stop23h 47m

Bozeman Gallatin Field

sáb. 5/31

3:59 pm-11:59 pm

1 stop7h 00m

$281

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

jue. 7/17

6:00 am-11:42 am

1 stop6h 42m

Bozeman Gallatin Field

lun. 7/21

3:00 pm-11:59 pm

1 stop7h 59m

$316

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

lun. 7/28

5:25 pm-11:50 pm

1 stop7h 25m

Bozeman Gallatin Field

vie. 8/1

5:05 am-3:00 pm

2 stops8h 55m

$334

ChicagoBozeman

ORD - BZN

ORDBZN

Chicago O'Hare Intl

jue. 7/17

6:00 am-11:42 am

1 stop6h 42m

Bozeman Gallatin Field

dom. 7/20

1:28 pm-5:15 pm

1 stop26h 47m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 22 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.

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 25, 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 $510). 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 abril 29, 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 abril 29, 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
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

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
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

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
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

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
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

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
2,406 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

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
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Food

7.1

Overall

8.0

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 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 $111, 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 $506 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 $510). 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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Alternative routes for Chicago to Big Sky

See prices for flight routes from nearby airports that may be better suited for you.
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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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$175Average$245FlexibilityNo cancel feeOn-time83%
DeltaCheapest$236Average$462FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$423FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$296Average$481FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$308Average$629FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$313Average$504FlexibilityNo cancel feeOn-time75%

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