Find flights
When to book
FAQs & Tips
Airlines
Deals

Find cheap flights from Chicago to Big Sky from $118

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Big Sky departing on 5/31. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/9
Sun 6/16

Search hundreds of travel sites at once for deals on flights from Chicago to Big Sky

In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

November

High season

August

Cheapest flight

$118
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago O'Hare Airport to Bozeman

When to book flights from Chicago to Big Sky

Are your dates flexible? Find out the best times to travel from Chicago to Big Sky based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Big Sky

  • Which airports will I be using when flying from Chicago to Big Sky?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Big Sky does not have its own airport so you’ll be flying into nearby Bozeman Gallatin Field airport, which is 37.5 mi away.

  • How long does a flight from Chicago to Big Sky take?

    Direct flights cover the 1,198 miles separating Chicago and Big Sky in about 3h 14m.

  • How many flights are there between Chicago and Big Sky?

    8 direct flights run between Chicago and Big Sky on a daily basis. On average, there are about 61 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Big Sky?

    Consider leaving on a Friday and avoid Wednesdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Fridays.

  • How does KAYAK find such low prices on flights from Chicago to Big Sky?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Big Sky.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Big Sky?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Big Sky from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Big Sky?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Big Sky with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Big Sky?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Big Sky from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Big Sky?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Big Sky found on KAYAK was with Sun Country Air for $118. Sun Country Air offered a round-trip connection from $212 and American Airlines from $305.

See more FAQs

Top tips for finding cheap flights from Chicago to Big Sky

  • There is no airport in Big Sky. Instead, you’ll be flying into Gallatin Field Airport when flying between Chicago and Big Sky.
  • The cheapest flight from Chicago to Big Sky was found 88 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is January.
See more tips

Top 5 airlines serving Chicago to Big Sky

 
Need help choosing which airline to fly with from Chicago to Big Sky? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9140 reviews
7.3Entertainment
8.6Crew
7.9Comfort
8.2Boarding
7.3Food
Airline reviews

Service was excellent. Staff at check in cleared hurdles for me so I could travel with my service animal.

10.0 ExcellentAnnette, May 2024SEA - DTW
Read more about Alaska Airlines reviews

Service was excellent. Staff at check in cleared hurdles for me so I could travel with my service animal.

Clean plane, relatively spacious in Main Cabin. One experience: I'm 79, with torn rotator cuff (R shoulder). I asked for help getting my carryon into the overhead bin and was told that the staff "does not help with this" (or some such phrase. On previous flights, help has been offered (and accepted). I prevailed on a fellow passenger for this. Also, why not board back to front?? Would this not help in the speed of boarding?

The process was professional and really informative. I personally did not find any issue with thr process from start to finish.

Flight was late but crew was very efficient and friendly.

Not a good experience, we were delayed by an hour due to maintenance issues.

It was a very short flight. No snack or drink. The steward stayed seated the whole time. The plane was comfortable. Boarding in Pullman was a breeze, only 1 gate. I would definitely fly thru there again.

After upgrading and paying for seat I was bumped from my seat. When I went to ask why she said I wasn’t assigned a seat because the ticket I purchased. After kindly explaining to her I upgraded the night before and paid for that seat she said how I was wrong and that something must have happened. I showed her my receipt and she still said there was an error. This is why I only fly delta. The flight attendant was rude as well but I don’t want to waste anymore time talking about how poor Alaska is. Delta here I come!

Flight cancelled an hour before takeoff due to "unscheduled maintenance". New flight makes me have to wait for 5 hours in the airport, at a gate totally on the other side of where I'm at, requiring me to take a tram to get from the N terminal, to the C terminal. After waiting for 5 hours I'm informed my new flight is no longer at the gate I'm at, but instead is back in the N terminal where I was previously.

Ashley - the flight attendant from OMA to SEA - was phenomenal. I was traveling alone with my 4 month old and she made every accommodation possible and went out of her way to make sure my experience was as comfortable as possible. Give this woman a massive raise!

No tv, movies for a 6 hour flight! Worst airline I have ever travelled!

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

They were flexible and let my daughter and I sit in the back of the plane.

A flight attendant appeared to not be in a good mood that served us; felt she was being short. Overhead announcements were very loud compared to other airlines and the message was not friendly and was a little confusing. This flight was particularly over all was not satisfying compared to previous Sun Country flights.

Airlines should have to add their fees to their fares

I am upset with the hidden fees for bringing on an overhead carryon onto flight and also having to pay for my seat selection. This should all be part of the original price of the ticket. Very poor customer service

Sun country Wi-Fi was not working. Flight was overbooked by two people. Had to pay extra for carryons day before flight and I don’t like hidden fees like that.

WiFi did not work. Woman flight attendant in the rear of the plane was moody.

Flight delayed over 3 hrs due to unexplained issue. No text message to notify.

Well we did not realize at first it was a ground transfer, but we really enjoyed it and would definitely recommend to friends and family. Our driver was awesome and the ride was wonderful. A bathroom on board would have been nice, but at least we were warned that there wasn't one so we went ahead of time.

We were on a fairly long flight and they offered nothing for a snack (unless you paid) and then quickly gave you a drink and were never to be seen again. I would have loved a refill on my water but that was not an option. The flight attendants were standing on ther phone when we boarded and left and never even greeted us. Any other flight I have been on they would have welcomed us on the plane and again greeted us as we got off. Our landline transfer from MSP to Rochester on the other hand was FANTASTIC! We would highly recommend!

Took forever to get the plane loaded and unloaded. Longest I have ever had. I was in the middle of the plane and it almost took a hour after landing to get off of the plane.

Book cheap flights from Chicago to Big Sky

Recent round-trip flight deals

7/12Fri
1 stopSun Country Air
17h 07mORD-BZN
7/17Wed
1 stopSun Country Air
5h 39mBZN-ORD
$212
7/9Tue
1 stopSun Country Air
15h 52mORD-BZN
7/17Wed
1 stopSun Country Air
5h 39mBZN-ORD
$219
8/21Wed
nonstopAmerican Airlines
3h 15mORD-BZN
8/28Wed
nonstopAmerican Airlines
3h 00mBZN-ORD
$305
8/21Wed
1 stopAmerican Airlines
8h 47mORD-BZN
8/28Wed
1 stopAmerican Airlines
6h 34mBZN-ORD
$324
8/21Wed
1 stopDelta
6h 14mORD-BZN
8/28Wed
2 stopsDelta
11h 34mBZN-ORD
$329
6/13Thu
nonstopUnited Airlines
3h 21mORD-BZN
6/19Wed
1 stopUnited Airlines
6h 31mBZN-ORD
$332
7/16Tue
1 stopUnited Airlines
5h 38mORD-BZN
7/19Fri
nonstopUnited Airlines
3h 03mBZN-ORD
$342
10/30Wed
1 stopDelta
6h 03mORD-BZN
11/2Sat
1 stopDelta
5h 10mBZN-ORD
$344
6/5Wed
1 stopAlaska Airlines
9h 52mORD-BZN
6/12Wed
2 stopsAlaska Airlines
11h 31mBZN-ORD
$345
6/5Wed
1 stopAlaska Airlines
9h 52mORD-BZN
6/17Mon
1 stopAlaska Airlines
8h 00mBZN-ORD
$352

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/31Fri
1 stopSun Country Air
13h 49mORD-BZN
$118
6/18Tue
1 stopAlaska Airlines
10h 09mORD-BZN
$162
7/11Thu
1 stop
9h 00mORD-BZN
$164
9/28Sat
nonstopAmerican Airlines
3h 18mORD-BZN
$173
7/11Thu
nonstopUnited Airlines
3h 20mORD-BZN
$182
8/1Thu
1 stop
9h 00mORD-BZN
$185
7/6Sat
nonstopAmerican Airlines
3h 25mORD-BZN
$186
9/28Sat
2 stopsDelta
9h 30mORD-BZN
$187
8/18Sun
1 stopDelta
5h 21mORD-BZN
$190
7/18Thu
nonstopUnited Airlines
3h 20mORD-BZN
$211

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Big Sky

Last minute flight, train and bus deals

5/15Wed
multi-stop
31h 30mORD-BZN
5/17Fri
multi-stop
22h 35mBZN-ORD
$532
5/15Wed
multi-stop
31h 30mORD-BZN
5/19Sun
multi-stop
7h 24mBZN-ORD
$549
5/15Wed
multi-stop
28h 36mORD-BZN
5/17Fri
multi-stop
22h 35mBZN-ORD
$563
5/15Wed
multi-stop
31h 30mORD-BZN
5/19Sun
multi-stop
21h 21mBZN-ORD
$575
5/14Tue
nonstopUnited Airlines
3h 20mORD-BZN
5/18Sat
multi-stopUnited Airlines
13h 49mBZN-ORD
$648
5/14Tue
nonstopUnited Airlines
3h 20mORD-BZN
5/22Wed
nonstopUnited Airlines
3h 03mBZN-ORD
$651
5/14Tue
multi-stopDelta
5h 38mORD-BZN
5/19Sun
multi-stopDelta
7h 42mBZN-ORD
$658
5/14Tue
multi-stopDelta
5h 11mMDW-BZN
5/19Sun
multi-stopDelta
6h 35mBZN-MDW
$658
5/14Tue
multi-stopAlaska Airlines
9h 57mORD-BZN
5/20Mon
multi-stopAlaska Airlines
6h 40mBZN-ORD
$739
5/14Tue
multi-stopAlaska Airlines
16h 15mORD-BZN
5/20Mon
multi-stopAlaska Airlines
21h 40mBZN-ORD
$843

Search by stops

Search by airline

Search by price

Flights to Big Sky

Browse origins: