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Whitefish

$135+ Cheap flights from Chicago (CHI) to Whitefish, 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FCA
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Whitefish are usually found in November or October, booked 59 days in advance, depart on a Monday or Friday and return on a Friday

Cheap flight deals from Chicago to Whitefish

Cheapest flights from Chicago to Whitefish
Explore the most affordable flight options available from Chicago to Whitefish. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/238:45 amORD - FCA
Nonstop3h 57mUnited Airlines
Wed 12/315:15 pmFCA - ORD
1 stop5h 44mUnited Airlines
Deal found 12/15$499
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 12/151:51 pmORD - FCA
1 stop8h 55mUnited Airlines
Thu 12/1812:38 pmFCA - ORD
Nonstop3h 32mUnited Airlines
Deal found 12/14$511
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Thu 12/188:45 amORD - FCA
Nonstop3h 51mUnited Airlines
Wed 12/315:15 pmFCA - ORD
1 stop5h 44mUnited Airlines
Deal found 12/15$514
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/241:55 pmORD - FCA
1 stop9h 04mUnited Airlines
Fri 12/265:15 pmFCA - ORD
1 stop5h 44mUnited Airlines
Deal found 12/15$519
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/228:45 amORD - FCA
Nonstop3h 57mUnited Airlines
Mon 1/122:42 pmFCA - ORD
1 stop8h 17mUnited Airlines
Deal found 12/15$535
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:45 amORD - FCA
Nonstop3h 57mUnited Airlines
Sun 12/2112:38 pmFCA - ORD
Nonstop3h 32mUnited Airlines
Deal found 12/16$539
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/198:45 amORD - FCA
Nonstop3h 57mUnited Airlines
Wed 12/315:15 pmFCA - ORD
1 stop5h 44mUnited Airlines
Deal found 12/15$544
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/238:45 amORD - FCA
Nonstop3h 57mUnited Airlines
Fri 12/265:15 pmFCA - ORD
1 stop5h 44mUnited Airlines
Deal found 12/15$554
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/171:51 pmORD - FCA
1 stop8h 55mUnited Airlines
Wed 12/315:15 pmFCA - ORD
1 stop5h 44mUnited Airlines
Deal found 12/15$555
This Delta deal was found by Cheapflights users on 12/14. 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.
Mon 12/1512:50 pmMDW - FCA
2 stops11h 20mDelta
Mon 12/225:20 amFCA - MDW
2 stops11h 06mDelta
Deal found 12/14$1,470
This Delta deal was found by Cheapflights users on 12/15. 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 12/319:50 amMDW - FCA
2 stops14h 31mDelta
Sun 1/411:58 amFCA - MDW
2 stops9h 24mDelta
Deal found 12/15$3,823

Find flight deals from Chicago to Whitefish

Keep the following information in mind while searching for Chicago to Whitefish flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$269
(Alaska Airlines)

One-way from

$135
(Alaska Airlines)

Popular in

April

Cheapest in

November

Average price

$668
Provider with most accurate pricing for Chicago (CHI)-Kalispell Glacier Park flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Kalispell Glacier Park flights.
Search Deals
From Chicago (CHI) to Whitefish
Search Deals
One-way flight from Chicago (CHI) to Whitefish
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($91 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Whitefish 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 December 16, 2025.
Use the filters below to find and compare flights from Chicago to Whitefish that are best for you.

Fly from

Chicago

Fly to

Whitefish

Route

Depart

Return

Price

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Mon 1/19

8:00 am-7:06 pm

1 stop12h 06m

Kalispell Glacier Park

Tue 1/27

6:25 am-2:38 pm

1 stop7h 13m

$269

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Wed 1/28

3:35 pm-11:58 pm

1 stop9h 23m

Kalispell Glacier Park

Tue 2/3

7:46 pm-2:38 pm

1 stop17h 52m

$269

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Tue 1/13

8:50 am-2:22 pm

1 stop6h 32m

Kalispell Glacier Park

Fri 1/16

3:23 pm-9:43 pm

1 stop5h 20m

$291

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 1/8

6:15 am-8:16 pm

2 stops15h 01m

Kalispell Glacier Park

Sun 1/11

9:06 pm-9:32 pm

1 stop23h 26m

$325

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 3/12

2:07 pm-1:13 pm

1 stop24h 06m

Kalispell Glacier Park

Mon 3/16

7:53 pm-4:33 pm

1 stop19h 40m

$326

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 2/5

7:41 pm-10:26 am

2 stops15h 45m

Kalispell Glacier Park

Mon 2/9

11:16 am-5:03 pm

1 stop28h 47m

$331

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 1/29

3:44 pm-12:14 pm

2 stops21h 30m

Kalispell Glacier Park

Mon 2/2

7:46 pm-2:38 pm

1 stop17h 52m

$331

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Thu 1/8

11:21 am-10:52 pm

2 stops12h 31m

Kalispell Glacier Park

Tue 1/13

5:05 am-4:29 pm

2 stops10h 24m

$583

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Thu 3/12

2:16 pm-12:45 pm

1 stop23h 29m

Kalispell Glacier Park

Mon 3/16

1:35 pm-6:13 pm

2 stops27h 38m

$686

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Thu 1/29

9:33 am-5:19 pm

2 stops8h 46m

Kalispell Glacier Park

Mon 2/2

5:05 am-5:55 pm

2 stops11h 50m

$944

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 32 results
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Best time to book a flight from Chicago to Whitefish

Have a flexible travel schedule? Discover the best time to fly to Whitefish 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 Whitefish

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Whitefish. Price data was last updated on December 12, 2025.

Booking 59 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Whitefish. 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 Whitefish?

Currently, September is the cheapest month in which you can book a flight from Chicago to Whitefish (average of $260). Flying from Chicago to Whitefish in November is currently the most expensive (average of $408). 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 WF5?

Find hourly flight availability from Chicago to Whitefish. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 43% on flights from Chicago to Whitefish by exploring options for tickets at noon.

What is the cheapest day to fly from Chicago to Whitefish?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Whitefish. Price data was last updated on December 16, 2024.

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

How much does it cost to fly round-trip from Chicago to Whitefish?

Reviews of airlines servicing Whitefish

Get insights into the airlines that provide service to Whitefish. 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 Whitefish. Reviews last updated December 16, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and United Airlines from Chicago to Whitefish to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,463 reviews

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Alaska Airlines
8.0
Very good
11,463 reviews
Alaska Airlines
8.0
Very good
11,463 reviews

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
Delta
7.9
Good
8,010 reviews
Alaska Airlines
8.0
Very good
11,463 reviews

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
United Airlines
7.4
Good
9,094 reviews
Alaska Airlines
8.0
Very good
11,463 reviews

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.
American Airlines
7.2
Good
11,048 reviews
Alaska Airlines
8.0
Very good
11,463 reviews

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
2.0
Mediocre

Art,Dec 2025

SAN - OGG

It was a five hour flight and my seat did not recline. I have had three back surgeries and I’m solid bone for my L3 vertebrae all the way to my tailbone. My body has never hurt so much. There was no TV on this flight and only a small can of soda was free.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Whitefish. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Whitefish?

    A quick flight from Chicago to Whitefish can take about 6h 32m. Alaska Airlines provides one of the quickest options available for as low as $291. The distance from Chicago to Whitefish is about 1348 mi. This flight may include one or multiple stops.

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

    The cheapest airlines for a one-way flight from Chicago to Whitefish are Alaska Airlines ($144), American Airlines ($151), and United Airlines ($151).

  • What are the most reliable airlines from Chicago to Whitefish?

    The top 3 most reliable airlines when flying from Chicago to Whitefish are SkyWest Airlines (100%), United Airlines (100%) and American Airlines (65%).

  • What are the cheapest flights from Chicago to Whitefish?

    On average you can expect to pay $410 for a flight from Chicago to Whitefish. The cheapest flight overall is $259 while the most popular route, (Chicago O'Hare Intl - Kalispell Glacier Park) is currently priced at $291.

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

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

  • How can I find direct flights from Chicago to Whitefish?

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

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

    Yes. Cheapflights offers flight deals from Chicago to Whitefish 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 Whitefish?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Whitefish (average of $260). Flying from Chicago to Whitefish in November is currently the most expensive (average of $408). 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 Whitefish

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Whitefish

Discover the top 4 airlines that operate flights from Chicago to Whitefish. 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$244Average$358FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$399FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$289Average$467FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$426Average$547FlexibilityNo cancel feeOn-time75%

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