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Whitefish

$105+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FCA
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Whitefish are usually found in January or October, booked 59 days in advance, depart on a Monday or Tuesday 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 July 11, 2025.

Round-trip from

$284
(Delta)

One-way from

$105
(Alaska Airlines)

Popular in

March

Cheapest in

January

Average price

$489
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 ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 11, 2025.

This Alaska Airlines deal was found by Cheapflights users on 7/9. 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.
Wed 9/32:07 pmORD - FCA
2 stops10h 52mAlaska Airlines
Sat 9/64:22 pmFCA - ORD
1 stop6h 41mAlaska Airlines
Deal found 7/9$285
This Mytrip deal was found by Cheapflights users on 7/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/78:52 pmORD - FCA
1 stop13h 27mMultiple Airlines
Thu 8/1410:28 amFCA - ORD
1 stop17h 22mMultiple Airlines
Deal found 7/9$286
This Delta deal was found by Cheapflights users on 7/9. 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 8/187:17 pmMDW - FCA
1 stop5h 36mDelta
Thu 8/216:50 amFCA - MDW
1 stop5h 13mDelta
Deal found 7/9$289
This Delta deal was found by Cheapflights users on 7/9. 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 8/217:20 pmORD - FCA
1 stop6h 05mDelta
Sat 8/235:20 amFCA - ORD
1 stop5h 38mDelta
Deal found 7/9$289
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Fri 8/221:35 pmORD - FCA
Nonstop3h 39mAmerican Airlines
Fri 8/293:29 pmFCA - ORD
1 stop6h 52mAmerican Airlines
Deal found 7/10$297
This United Airlines deal was found by Cheapflights users on 7/9. 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 8/67:42 pmORD - FCA
Nonstop4h 06mUnited Airlines
Wed 8/135:14 pmFCA - ORD
1 stop6h 16mUnited Airlines
Deal found 7/9$303
This Sun Country Air deal was found by Cheapflights users on 7/9. 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.
Thu 8/78:52 pmORD - FCA
1 stop13h 27mSun Country Air
Fri 8/1510:17 amFCA - ORD
1 stop5h 58mSun Country Air
Deal found 7/9$309
This Trip.com deal was found by Cheapflights users on 7/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/238:00 amORD - FCA
1 stop16h 59mHawaiian Airlines
Sat 8/302:15 pmFCA - ORD
1 stop8h 44mHawaiian Airlines
Deal found 7/9$341
This Mytrip deal was found by Cheapflights users on 7/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/38:14 pmMDW - FCA
2 stops25h 55mAllegiant Air
Wed 8/67:56 pmFCA - MDW
2 stops22h 28mAllegiant Air
Deal found 7/9$447

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 July 11, 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

Wed 9/3

2:07 pm-11:59 pm

2 stops10h 52m

Kalispell Glacier Park

Sat 9/6

4:22 pm-12:03 am

1 stop6h 41m

$285

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 8/7

8:52 pm-9:19 am

1 stop13h 27m

Kalispell Glacier Park

Thu 8/14

10:28 am-4:50 am

1 stop17h 22m

$286

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Mon 8/18

7:17 pm-11:53 pm

1 stop5h 36m

Kalispell Glacier Park

Thu 8/21

6:50 am-1:03 pm

1 stop5h 13m

$289

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 8/21

7:20 pm-12:25 am

1 stop6h 05m

Kalispell Glacier Park

Sat 8/23

5:20 am-11:58 am

1 stop5h 38m

$289

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Fri 8/22

1:35 pm-4:14 pm

Nonstop3h 39m

Kalispell Glacier Park

Fri 8/29

3:29 pm-11:21 pm

1 stop6h 52m

$297

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Wed 8/6

7:42 pm-10:48 pm

Nonstop4h 06m

Kalispell Glacier Park

Wed 8/13

5:14 pm-12:30 am

1 stop6h 16m

$303

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Thu 8/7

8:52 pm-9:19 am

1 stop13h 27m

Kalispell Glacier Park

Fri 8/15

10:17 am-5:15 pm

1 stop5h 58m

$309

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Sat 8/23

8:00 am-11:59 pm

1 stop16h 59m

Kalispell Glacier Park

Sat 8/30

2:15 pm-11:59 pm

1 stop8h 44m

$341

ChicagoKalispell

MDW - FCA

MDWFCA

Chicago Midway

Sun 8/3

8:14 pm-9:09 pm

2 stops25h 55m

Kalispell Glacier Park

Wed 8/6

7:56 pm-7:24 pm

2 stops22h 28m

$447

ChicagoKalispell

ORD - FCA

ORDFCA

Chicago O'Hare Intl

Tue 9/9

3:20 pm-11:59 pm

1 stop9h 39m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 17 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 June 27, 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, October is the cheapest month in which you can book a flight from Chicago to Whitefish (average of $373). Flying from Chicago to Whitefish in July is currently the most expensive (average of $608). 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 July 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Whitefish as you normally would.

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 at noon when fares are most often at their lowest. Wednesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Whitefish

Explore weekly flight availability from Chicago to Whitefish. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 11, 2025.

The most flights from CHI to WF5 are scheduled on a Tuesday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

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 July 11, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and Hawaiian 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
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

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
7,951 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

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
7.8
Good
2,562 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

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
8,846 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

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.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Entertainment

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 Whitefish. 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 Whitefish one-way?

    The cheapest airlines for a one-way flight from Chicago to Whitefish are Alaska Airlines ($105), American Airlines ($112), and Delta ($119).

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

    The top 3 most reliable airlines when flying from Chicago to Whitefish are Alaska Airlines (69%), American Airlines (56%) and United Airlines (28%).

  • What are the cheapest flights from Chicago to Whitefish?

    On average you can expect to pay $393 for a flight from Chicago to Whitefish. The cheapest flight overall is $208 while the most popular route, (Chicago O'Hare Intl - Kalispell Glacier Park) is currently priced at $191.

  • 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, October is the cheapest month in which you can book a flight from Chicago to Whitefish (average of $373). Flying from Chicago to Whitefish in July is currently the most expensive (average of $608). 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 July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$272Average$385FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$426FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$356Average$520FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$426Average$534FlexibilityNo cancel feeOn-time75%

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