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Whitefish

$119+ 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 1/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FCA
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Whitefish are usually found in October or January, booked 59 days in advance, depart on a Monday or Friday and return on a Friday

Cheap flight deals from Chicago to Whitefish

Keep the following information in mind while searching for Chicago to Whitefish flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$248
(Alaska Airlines)

One-way from

$119
(Kiwi.com)

Popular in

March

Cheapest in

October

Average price

$363
Provider with most accurate pricing for Chicago (CHI)-Kalispell Glacier Park flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Kalispell Glacier Park flights.
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From Chicago (CHI) to Whitefish
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One-way flight from Chicago (CHI) to Whitefish
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Highest demand for flights based on searches. 13% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/121:48 pmORD - FCA
2 stops28h 06mMultiple Airlines
Sun 11/165:44 pmFCA - ORD
1 stop10h 48mMultiple Airlines
Deal found 10/28$271
This Orbitz deal was found by Cheapflights users on 10/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/198:00 amORD - FCA
1 stop16h 57mAlaska Airlines
Thu 11/202:07 pmFCA - ORD
1 stop9h 17mAlaska Airlines
Deal found 10/29$330
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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.
Fri 11/143:25 pmORD - FCA
1 stop9h 32mAlaska Airlines
Mon 11/172:07 pmFCA - ORD
1 stop6h 33mAlaska Airlines
Deal found 10/30$369
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/261:55 pmORD - FCA
1 stop8h 49mUnited Airlines
Wed 12/32:37 pmFCA - ORD
1 stop8h 22mUnited Airlines
Deal found 10/29$390
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 11/142:35 pmORD - FCA
2 stops9h 25mDelta
Mon 11/175:00 amFCA - ORD
1 stop6h 38mDelta
Deal found 10/29$394
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/262:35 pmORD - FCA
2 stops9h 25mDelta
Wed 12/36:06 pmFCA - ORD
2 stops13h 33mDelta
Deal found 10/29$395
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/131:47 pmMDW - FCA
2 stops10h 13mDelta
Mon 11/176:06 pmFCA - MDW
2 stops14h 46mDelta
Deal found 10/29$399
This KAYAK deal was found by Cheapflights users on 10/28. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:00 amORD - FCA
1 stop7h 27mAlaska Airlines
Sat 11/156:33 amFCA - ORD
1 stop9h 24mAlaska Airlines
Deal found 10/28$403
This Delta deal was found by Cheapflights users on 10/28. 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.
Sat 11/89:20 amMDW - FCA
1 stop6h 09mDelta
Sat 11/1512:06 pmFCA - MDW
2 stops10h 34mDelta
Deal found 10/28$439
This Delta deal was found by Cheapflights users on 10/29. 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.
Wed 11/261:15 pmMDW - FCA
2 stops10h 45mDelta
Wed 12/312:11 pmFCA - MDW
2 stops10h 36mDelta
Deal found 10/29$489
This Delta deal was found by Cheapflights users on 10/28. 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.
Fri 11/141:15 pmMDW - FCA
2 stops10h 45mDelta
Mon 11/175:00 amFCA - MDW
2 stops12h 08mDelta
Deal found 10/28$614
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 11/129:41 amMDW - FCA
1 stop5h 15mDelta
Sun 11/165:00 amFCA - MDW
2 stops12h 08mDelta
Deal found 10/28$639

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 October 30, 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

3:35 pm-11:58 pm

1 stop9h 23m

Kalispell Glacier Park

Tue 1/27

6:25 am-5:10 pm

1 stop9h 45m

$290

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Mon 1/12

2:36 pm-9:59 pm

1 stop8h 23m

Kalispell Glacier Park

Fri 1/16

2:42 pm-9:15 pm

1 stop5h 33m

$291

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Tue 1/13

8:50 am-2:24 pm

1 stop6h 34m

Kalispell Glacier Park

Fri 1/16

5:05 am-12:41 pm

1 stop6h 36m

$291

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Mon 1/5

8:50 am-2:24 pm

1 stop6h 34m

Kalispell Glacier Park

Fri 1/9

5:05 am-12:41 pm

1 stop6h 36m

$291

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Mon 1/19

11:18 am-10:54 pm

2 stops12h 36m

Kalispell Glacier Park

Tue 1/27

5:24 am-1:38 pm

1 stop7h 14m

$296

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Wed 11/12

6:00 am-5:26 pm

2 stops12h 26m

Kalispell Glacier Park

Sun 11/16

5:00 am-6:08 pm

2 stops12h 08m

$359

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Fri 11/14

9:41 am-1:56 pm

1 stop5h 15m

Kalispell Glacier Park

Mon 11/17

5:00 am-4:39 pm

2 stops10h 39m

$379

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Thu 11/13

9:41 am-1:56 pm

1 stop5h 15m

Kalispell Glacier Park

Mon 11/17

6:06 pm-9:52 am

2 stops14h 46m

$485

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Wed 11/26

1:15 pm-11:00 pm

2 stops10h 45m

Kalispell Glacier Park

Wed 12/3

12:11 pm-11:47 pm

2 stops10h 36m

$489

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Tue 4/7

9:20 am-1:51 pm

1 stop5h 31m

Kalispell Glacier Park

Thu 4/9

3:00 pm-9:56 am

2 stops17h 56m

$580

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 22 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 October 24, 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 December is currently the most expensive (average of $399). 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 October 30, 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.

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 October 30, 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
11,217 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,217 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
7,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
8,998 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,035 reviews
Alaska Airlines
8.0
Very good
11,217 reviews

Comfort

7.8

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 34m. 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 most reliable airlines from Chicago to Whitefish?

    The top 3 most reliable airlines when flying from Chicago to Whitefish are Envoy Air (80%), Alaska Airlines (80%) and American Airlines (75%).

  • What are the cheapest flights from Chicago to Whitefish?

    On average you can expect to pay $361 for a flight from Chicago to Whitefish. The cheapest flight overall is $175 while the most popular route, (Chicago O'Hare Intl - Kalispell Glacier Park) is currently priced at $273.

  • 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 December is currently the most expensive (average of $399). 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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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$269Average$403FlexibilityNo cancel feeOn-time71%
DeltaCheapest$272Average$383FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$289Average$477FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$426Average$537FlexibilityNo cancel feeOn-time75%

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