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Big Sky

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

CHI — BZN
Nov 7 — Nov 141
Sat 11/7
Sat 11/14
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 17 days in advance, depart on a Tuesday or Saturday and return on a Thursday

Find flight deals from Chicago to Big Sky

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

April

Average price

$383
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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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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Cheapflights Insights

Everything you need to know about your flight from Chicago to Big Sky

What is the cheapest time of day to fly from CHI to BS1?

It’s typically best to fly out from Chicago to Big Sky at noon. Doing so could potentially save you 12% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Chicago to Big Sky?

Travelers seeking maximum savings on their Chicago to Big Sky flight should consider departing on Monday afternoons when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Big Sky

See what other customers who have flown with Alaska Airlines,Southwest, andDelta from Chicago to Big Sky have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
7.9
Good
13,034 reviews

Crew

8.5

Entertainment

7.0

Food

7.0

Overall

7.9

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Alaska Airlines
7.9
Good
13,034 reviews
Alaska Airlines
7.9
Good
13,034 reviews

Crew

8.5

Entertainment

7.0

Food

7.0

Overall

7.9

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Southwest
7.9
Good
4,219 reviews
Alaska Airlines
7.9
Good
13,034 reviews

Crew

8.5

Entertainment

7.0

Food

7.0

Overall

7.9

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
Delta
7.8
Good
8,633 reviews
Alaska Airlines
7.9
Good
13,034 reviews

Crew

8.5

Entertainment

7.0

Food

7.0

Overall

7.9

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
United Airlines
7.4
Good
10,308 reviews
Alaska Airlines
7.9
Good
13,034 reviews

Crew

8.5

Entertainment

7.0

Food

7.0

Overall

7.9

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.
American Airlines
7.0
Good
12,134 reviews
Alaska Airlines
7.9
Good
13,034 reviews

Crew

8.5

Entertainment

7.0

Food

7.0

Overall

7.9

Comfort

7.8

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Chris,Aug 2026

GEG - SFO

Our flight was delayed multiple times over the course of the day for a total of almost ten hours. It was supposed to be a two-hour flight from San Francisco to Spokane. It turned into a nightmare of waiting all day in the airport, not knowing whether we would fly or not, whether we would miss my son's wedding and lose the expenses already incurred for car rental and accommodations. The Alaska staff seemed clueless and never gave us any convincing or definitive information. The airline offered food vouchers and discounts on future flights to make up for the trouble. However, the information about these concessions was not timely, nor were the vouchers themselves very useful. We were a family group of four people. The airline decided to give us one food voucher for $96, which is barely enough for four to get a sandwich and a drink each. Only by persistently addressing the airport food retailers were we able to get anything at all. Then, taking the exact opposite approach, the airline sent me, the original purchaser of all four tickets and the only email account they had, four vouchers for $150 each in the names of each of the four passengers. So, any one of us could get a discount on a future flight with Alaska in that amount. But I originally paid for all the tickets. It makes no sense, except to suggest that Alaska chooses the way to distribute vouchers that seems most likely to minimize the probability that they will be utilized. In my opinion, I should be offered a total refund for the ordeal we were forced to endure or at least a discount voucher for the entire $600.

Related info for your journey

  • What are the cheapest airlines to fly from Chicago to Big Sky one-way?

    $108 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 American Airlines, with prices starting from $135 and $142, 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: SkyWest Airlines (81%), United Airlines (63%), American Airlines (60%).

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

    On average you can expect to pay $357 for a flight from Chicago to Big Sky. The cheapest flight overall is $167 while the most popular route, (Chicago O'Hare Intl - Bozeman Gallatin Field) is currently priced at $266.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Chicago to Big Sky

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$304FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$229Average$380FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$265Average$396FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$269Average$412FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$305Average$401FlexibilityNo cancel feeOn-time75%

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