What airlines fly to Chicago?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Montana according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Montana to Chicago on average per week?

The number of flights available between Montana and Chicago is 147 per week as of August 2025. The most frequent departure day is Fri, with 21% of weekly flights leaving on this day.

What is the cheapest airline that flies from Montana to Chicago?

Southwest, United Airlines, and Alaska Airlines are the most popular carriers operating from Montana to Chicago

How many flights depart from Montana to Chicago on average per day?

As of August 2025, there are 21 flights per day flying from Montana to Chicago. The most common time of day flights depart is 12:00PM, with 78% of flights taking off in the afternoon.

How long does it take to fly to Chicago?

Average flight duration from Montana to Chicago depends on which airport you fly into and out of. Flying from Billings to Chicago O'Hare Intl Airport is 2h 55m on average, while flying from Bozeman to Chicago O'Hare Intl Airport is 2h 59m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

When did momondo last update prices for flights from Montana to Chicago?

Prices for flights from Montana to Chicago refresh daily.

How many operators does momondo search for flights from Montana to Chicago?

There are 5 operators available for flights from Montana to Chicago as of August 2025.

How old do you have to be to fly from Montana to Chicago?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montana to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$93 Cheap Flights from Montana to Chicago in 2025

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Find the cheapest flights from Montana to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

1:39 pm - 5:56 pmBZN-ORD

3h 17mnonstop

10:32 am - 12:49 pmORD-BZN

3h 17mnonstop

$191American Airlines

Find Deal

Thu, Sep 18 - Sun, Sep 21

12:50 pm - 5:21 pmMSO-ORD

3h 31mnonstop

8:36 pm - 11:18 pmORD-MSO

3h 42mnonstop

$191American Airlines

Find Deal

Thu, Sep 11 - Mon, Sep 15

4:14 pm - 12:03 amMSO-ORD

6h 49m1 stop

5:45 pm - 12:27 amORD-MSO

7h 42m1 stop

$199Hawaiian Airlines

Find Deal

Thu, Sep 11 - Wed, Sep 17

9:33 am - 5:38 pmBZN-ORD

7h 05m1 stop

3:00 pm - 12:43 pmORD-BZN

22h 43m2 stops

$205

Find Deal

Fri, Oct 24 - Sun, Oct 26

4:14 pm - 12:03 amMSO-ORD

6h 49m1 stop

5:45 pm - 12:27 amORD-MSO

7h 42m1 stop

$210Hawaiian Airlines

Find Deal

Thu, Sep 11 - Wed, Sep 17

3:08 pm - 12:03 amBZN-ORD

7h 55m1 stop

7:00 am - 1:14 pmORD-BZN

7h 14m1 stop

$210Alaska Airlines

Find Deal

Thu, Sep 4 - Mon, Sep 8

6:25 am - 4:25 pmBZN-MDW

9h 00m1 stop

8:25 am - 10:35 amMDW-BZN

3h 10mnonstop

$211Southwest

Find Deal

Fri, Aug 22 - Mon, Aug 25

5:00 pm - 11:05 pmBZN-ORD

5h 05m1 stop

6:55 pm - 11:35 pmORD-BZN

5h 40m1 stop

$221Southwest

Find Deal

Fri, Aug 22 - Mon, Aug 25

9:33 am - 10:43 amBZN-ORD

24h 10m2 stops

5:17 pm - 12:43 pmORD-BZN

20h 26m2 stops

$223

Find Deal

Fri, Oct 24 - Sun, Oct 26

3:08 pm - 12:03 amBZN-ORD

7h 55m1 stop

8:00 am - 2:14 pmORD-BZN

7h 14m1 stop

$228Alaska Airlines

Find Deal

Fri, Sep 12 - Mon, Sep 15

Alaska Airlines flights from Montana to Chicago

Our best Alaska Airlines deals on Montana to Chicago flight tickets

Alaska Airlines

Sep 4

BZN3:08 pmBozeman Gallatin Field

7h 55m

1 stop

ORD12:03 amChicago O'Hare Intl

Sep 8

ORD7:00 amChicago O'Hare Intl

7h 14m

1 stop

BZN1:14 pmBozeman Gallatin Field

$210

Find similar

Alaska Airlines

Sep 12

BZN3:08 pmBozeman Gallatin Field

7h 55m

1 stop

ORD12:03 amChicago O'Hare Intl

Sep 15

ORD8:00 amChicago O'Hare Intl

7h 14m

1 stop

BZN2:14 pmBozeman Gallatin Field

$228

Find similar

Alaska Airlines

Oct 30

BZN3:02 pmBozeman Gallatin Field

8h 22m

1 stop

ORD12:24 amChicago O'Hare Intl

Nov 2

ORD5:00 amChicago O'Hare Intl

9h 08m

1 stop

BZN1:08 pmBozeman Gallatin Field

$245

Find similar

United Airlines flights from Montana to Chicago

Our best United Airlines deals on Montana to Chicago flight tickets

United Airlines

Aug 13

BZN4:32 pmBozeman Gallatin Field

6h 58m

1 stop

ORD12:30 amChicago O'Hare Intl

Aug 16

ORD7:59 pmChicago O'Hare Intl

3h 24m

BZN10:23 pmBozeman Gallatin Field

$211

Find similar

United Airlines

Oct 18

FCA12:41 pmKalispell Glacier Park

3h 29m

ORD5:10 pmChicago O'Hare Intl

Oct 20

ORD8:45 amChicago O'Hare Intl

3h 50m

FCA11:35 amKalispell Glacier Park

$220

Find similar

United Airlines

Aug 13

BZN4:32 pmBozeman Gallatin Field

6h 58m

1 stop

ORD12:30 amChicago O'Hare Intl

Aug 16

ORD5:00 amChicago O'Hare Intl

5h 54m

1 stop

BZN9:54 amBozeman Gallatin Field

$221

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 9/18

1:39 pm-5:56 pm

Nonstop3h 17m

Chicago O'Hare Intl

Sun 9/21

10:32 am-12:49 pm

Nonstop3h 17m

$191

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

Thu 9/11

12:50 pm-5:21 pm

Nonstop3h 31m

Chicago O'Hare Intl

Mon 9/15

8:36 pm-11:18 pm

Nonstop3h 42m

$191

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

Thu 9/11

4:14 pm-12:03 am

1 stop6h 49m

Chicago O'Hare Intl

Wed 9/17

5:45 pm-12:27 am

1 stop7h 42m

$199

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 10/24

9:33 am-5:38 pm

1 stop7h 05m

Chicago O'Hare Intl

Sun 10/26

3:00 pm-12:43 pm

2 stops22h 43m

$205

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

Thu 9/11

4:14 pm-12:03 am

1 stop6h 49m

Chicago O'Hare Intl

Wed 9/17

5:45 pm-12:27 am

1 stop7h 42m

$210

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 9/4

3:08 pm-12:03 am

1 stop7h 55m

Chicago O'Hare Intl

Mon 9/8

7:00 am-1:14 pm

1 stop7h 14m

$210

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 8/22

6:25 am-4:25 pm

1 stop9h 00m

Chicago Midway

Mon 8/25

8:25 am-10:35 am

Nonstop3h 10m

$211

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 8/22

5:00 pm-11:05 pm

1 stop5h 05m

Chicago O'Hare Intl

Mon 8/25

6:55 pm-11:35 pm

1 stop5h 40m

$221

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 10/24

9:33 am-10:43 am

2 stops24h 10m

Chicago O'Hare Intl

Sun 10/26

5:17 pm-12:43 pm

2 stops20h 26m

$223

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Fri 9/12

3:08 pm-12:03 am

1 stop7h 55m

Chicago O'Hare Intl

Mon 9/15

8:00 am-2:14 pm

1 stop7h 14m

$228

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How to get the cheapest flight ticket from Montana to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Montana, with most prices found around $309. If you’re not able to fly to Chicago in July, then January is your next best option. Flight prices from Montana to Chicago during January average around $336.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $480. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Montana to Chicago for around $689.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Montana to Chicago during this time can be as low as $396. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $574.

What is the cheapest Montana to Chicago flight route?

Fly from Bozeman Gallatin Field to Chicago Midway for the best Montana - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Montana when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $408 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Montana for as low as $247 on momondo.

What cabin class options are available on Montana to Chicago flights?

There are 4 cabin classes available to choose from on Montana to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Montana to Chicago flights?

No. A direct flight is the cheapest option for a flight between Montana to Chicago.

Cheap Montana to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montana to Chicago

Best Price Found	$93
Fastest flight time	2h 50m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Montana in the past 72 hours is $93. The best round-trip flight deal from Montana to Chicago found on momondo in the last 72 hours is $191.

The fastest flight from Montana to Chicago takes 2h 50m

Direct flights go from Montana to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Montana to Chicago?
Prices for flights from Montana to Chicago refresh daily.
How many operators does momondo search for flights from Montana to Chicago?
There are 5 operators available for flights from Montana to Chicago as of August 2025.
How old do you have to be to fly from Montana to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Montana to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Montana to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Montana to Chicago is Boeing 737-800 (31.48% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (15.96%), Embraer 175 (14.14%), and Embraer 175 (Enhanced Winglets) (12.33%).

Best airlines flying from Montana to Chicago

Compare and see reviews for airlines that fly from Montana to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $191	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $216	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
United Airlines	PriceFrom $239	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $267	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $388	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights

Merrillville

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Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Montana to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Montana to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Montana to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Montana which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Montana to Chicago?

Once all potential Montana to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Montana to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Montana are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Montana to Chicago from $93

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Montana to Chicago departing on 10/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Find the cheapest flights from Montana to Chicago

Cheap round-trip flights

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Cheap last minute flights

Cheap direct flights

Alaska Airlines flights from Montana to Chicago

Our best Alaska Airlines deals on Montana to Chicago flight tickets

United Airlines flights from Montana to Chicago

Our best United Airlines deals on Montana to Chicago flight tickets

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Use the filters below to find and compare flights from Montana to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Montana to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of July is, on average, the cheapest month to fly to Chicago from Montana, with most prices found around $309. If you’re not able to fly to Chicago in July, then January is your next best option. Flight prices from Montana to Chicago during January average around $336.

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Montana to Chicago during this time can be as low as $396. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $574.

What is the cheapest Montana to Chicago flight route?

Fly from Bozeman Gallatin Field to Chicago Midway for the best Montana - Chicago flight prices

How far in advance should I book a flight to Chicago?

What cabin class options are available on Montana to Chicago flights?

There are 4 cabin classes available to choose from on Montana to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Montana to Chicago flights?

No. A direct flight is the cheapest option for a flight between Montana to Chicago.

What is the cheapest airline that flies from Montana to Chicago?

Southwest, United Airlines, and Alaska Airlines are the most popular carriers operating from Montana to Chicago

What airlines fly to Chicago?

How many flights depart from Montana to Chicago on average per day?

As of August 2025, there are 21 flights per day flying from Montana to Chicago. The most common time of day flights depart is 12:00PM, with 78% of flights taking off in the afternoon.

How many flights depart from Montana to Chicago on average per week?

The number of flights available between Montana and Chicago is 147 per week as of August 2025. The most frequent departure day is Fri, with 21% of weekly flights leaving on this day.

How long does it take to fly to Chicago?

Cheap Montana to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Montana to Chicago

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

When did momondo last update prices for flights from Montana to Chicago?

How many operators does momondo search for flights from Montana to Chicago?

How old do you have to be to fly from Montana to Chicago?

What documentation or ID do you need to fly to Chicago?

What is the most popular plane model from Montana to Chicago?

Best airlines flying from Montana to Chicago

Compare and see reviews for airlines that fly from Montana to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

Why should I use momondo to find a flight deal from Montana to Chicago?

Can I find flights from Montana to Chicago with flexible booking policies on momondo?

How can momondo help me find flights from Montana to Chicago?

I’m not ready to book a flight from Montana to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago