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

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

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 September 2025. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

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 41% 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 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 Bozeman to Chicago O'Hare Intl Airport is 2h 59m on average, while flying from Billings to Chicago O'Hare Intl Airport is 3h on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

As of September 2025, there are 21 flights per day flying from Montana to Chicago. The most common time of day flights depart is 12:00PM, with 73% of flights taking off in the afternoon.

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 September 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.

$96 Cheap Flights from Montana to Chicago in 2025/26

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Find the cheapest flights from Montana to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

1:05 pm - 5:35 pmMSO-ORD

3h 30mnonstop

9:45 am - 12:25 pmORD-MSO

3h 40mnonstop

$191American Airlines

Find Deal

mié., ene. 21 - lun., ene. 26

7:00 am - 5:38 pmMSO-ORD

9h 38m1 stop

9:45 am - 12:25 pmORD-MSO

3h 40mnonstop

$201American Airlines

Find Deal

mié., ene. 21 - lun., ene. 26

3:04 pm - 11:59 pmBZN-ORD

7h 55m1 stop

6:00 am - 2:08 pmORD-BZN

9h 08m1 stop

$210Alaska Airlines

Find Deal

vie., oct. 24 - dom., oct. 26

5:45 am - 1:04 pmMSO-ORD

6h 19m1 stop

7:45 am - 1:52 pmORD-MSO

7h 07m1 stop

$210Alaska Airlines

Find Deal

mié., ene. 21 - lun., ene. 26

8:00 am - 8:38 pmMSO-ORD

11h 38m2 stops

6:59 pm - 12:31 amORD-MSO

6h 32m1 stop

$242Delta

Find Deal

mié., ene. 21 - lun., ene. 26

11:58 am - 3:58 pmBIL-ORD

3h 00mnonstop

8:55 am - 11:16 amORD-BIL

3h 21mnonstop

$244United Airlines

Find Deal

vie., oct. 10 - jue., oct. 16

8:00 am - 8:38 pmMSO-ORD

11h 38m2 stops

1:35 pm - 12:31 amORD-MSO

11h 56m2 stops

$247Delta

Find Deal

mié., ene. 21 - lun., ene. 26

12:50 pm - 12:59 amMSO-ORD

11h 09m1 stop

6:50 am - 11:55 amORD-MSO

6h 05m1 stop

$253Frontier

Find Deal

vie., oct. 17 - lun., oct. 20

12:30 pm - 4:30 pmBZN-ORD

3h 00mnonstop

9:10 am - 11:33 amORD-BZN

3h 23mnonstop

$267United Airlines

Find Deal

jue., ene. 22 - vie., ene. 23

12:50 pm - 12:59 amMSO-ORD

11h 09m1 stop

6:50 am - 11:55 amORD-MSO

6h 05m1 stop

$268Frontier

Find Deal

vie., oct. 10 - lun., oct. 13

American Airlines flights from Montana to Chicago

Our best American Airlines deals on Montana to Chicago flight tickets

American Airlines

Jan 21

MSO1:05 pmMissoula Johnson-Bell Field

3h 30m

ORD5:35 pmChicago O'Hare Intl

Jan 26

ORD9:45 amChicago O'Hare Intl

3h 40m

MSO12:25 pmMissoula Johnson-Bell Field

$191

Find similar

American Airlines

Jan 21

MSO7:00 amMissoula Johnson-Bell Field

9h 38m

1 stop

ORD5:38 pmChicago O'Hare Intl

Jan 26

ORD9:45 amChicago O'Hare Intl

3h 40m

MSO12:25 pmMissoula Johnson-Bell Field

$201

Find similar

American Airlines

Oct 25

BIL12:20 pmBillings Logan Intl

2h 57m

ORD4:17 pmChicago O'Hare Intl

Oct 29

ORD9:40 amChicago O'Hare Intl

3h 10m

BIL11:50 amBillings Logan Intl

$229

Find similar

Alaska Airlines flights from Montana to Chicago

Our best Alaska Airlines deals on Montana to Chicago flight tickets

Alaska Airlines

Oct 24

BZN3:04 pmBozeman Gallatin Field

7h 55m

1 stop

ORD11:59 pmChicago O'Hare Intl

Oct 26

ORD6:00 amChicago O'Hare Intl

9h 08m

1 stop

BZN2:08 pmBozeman Gallatin Field

$210

Find similar

Alaska Airlines

Oct 20

BZN3:04 pmBozeman Gallatin Field

7h 55m

1 stop

ORD11:59 pmChicago O'Hare Intl

Oct 25

ORD8:00 amChicago O'Hare Intl

7h 10m

1 stop

BZN2:10 pmBozeman Gallatin Field

$228

Find similar

Alaska Airlines

Oct 23

BZN7:34 pmBozeman Gallatin Field

9h 50m

1 stop

ORD6:24 amChicago O'Hare Intl

Oct 26

ORD6:00 amChicago O'Hare Intl

9h 08m

1 stop

BZN2:08 pmBozeman Gallatin Field

$230

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

mié. 1/21

1:05 pm-5:35 pm

Nonstop3h 30m

Chicago O'Hare Intl

lun. 1/26

9:45 am-12:25 pm

Nonstop3h 40m

$191

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

mié. 1/21

7:00 am-5:38 pm

1 stop9h 38m

Chicago O'Hare Intl

lun. 1/26

9:45 am-12:25 pm

Nonstop3h 40m

$201

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

vie. 10/24

3:04 pm-11:59 pm

1 stop7h 55m

Chicago O'Hare Intl

dom. 10/26

6:00 am-2:08 pm

1 stop9h 08m

$210

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

mié. 1/21

5:45 am-1:04 pm

1 stop6h 19m

Chicago O'Hare Intl

lun. 1/26

7:45 am-1:52 pm

1 stop7h 07m

$210

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

mié. 1/21

8:00 am-8:38 pm

2 stops11h 38m

Chicago O'Hare Intl

lun. 1/26

6:59 pm-12:31 am

1 stop6h 32m

$242

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

vie. 10/10

11:58 am-3:58 pm

Nonstop3h 00m

Chicago O'Hare Intl

jue. 10/16

8:55 am-11:16 am

Nonstop3h 21m

$244

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

mié. 1/21

8:00 am-8:38 pm

2 stops11h 38m

Chicago O'Hare Intl

lun. 1/26

1:35 pm-12:31 am

2 stops11h 56m

$247

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

vie. 10/17

12:50 pm-12:59 am

1 stop11h 09m

Chicago O'Hare Intl

lun. 10/20

6:50 am-11:55 am

1 stop6h 05m

$253

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

jue. 1/22

12:30 pm-4:30 pm

Nonstop3h 00m

Chicago O'Hare Intl

vie. 1/23

9:10 am-11:33 am

Nonstop3h 23m

$267

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

vie. 10/10

12:50 pm-12:59 am

1 stop11h 09m

Chicago O'Hare Intl

lun. 10/13

6:50 am-11:55 am

1 stop6h 05m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 $289. If you’re not able to fly to Chicago in July, then September is your next best option. Flight prices from Montana to Chicago during September average around $309.

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 $460. 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 $658.

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 $381. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $552.

What is the cheapest Montana to Chicago flight route?

Fly from Bozeman Gallatin Field to Chicago O'Hare Intl 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 $409 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?

You could potentially save up to 2% on your flight if you consider stops on a Montana to Chicago flight.

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	$195
Fastest flight time	2h 54m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Montana in the past 72 hours is $195. The best round-trip flight deal from Montana to Chicago found on momondo in the last 72 hours is $337.

The fastest flight from Montana to Chicago takes 2h 54m

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 September 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 (33.30% of total bookings). The next most popular plane models are Embraer 175 (20.02%), Embraer 175 (Enhanced Winglets) (14.57%), and Boeing 737 MAX 8 (10.90%).

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 $236	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
United Airlines	PriceFrom $239	Free Cancellation	Rating 7.4 8,928 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 4,244 reviews	Search Southwest flights

Merrillville

New Buffalo

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 $96

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 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Find the cheapest flights from Montana to Chicago

Cheap round-trip flights

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Cheap last minute flights

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American Airlines flights from Montana to Chicago

Our best American Airlines deals on Montana to Chicago flight tickets

Alaska Airlines flights from Montana to Chicago

Our best Alaska 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 $289. If you’re not able to fly to Chicago in July, then September is your next best option. Flight prices from Montana to Chicago during September average around $309.

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 $381. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $552.

What is the cheapest Montana to Chicago flight route?

Fly from Bozeman Gallatin Field to Chicago O'Hare Intl 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?

You could potentially save up to 2% on your flight if you consider stops on a Montana to Chicago flight.

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

United Airlines, Alaska Airlines, and Southwest 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 September 2025, there are 21 flights per day flying from Montana to Chicago. The most common time of day flights depart is 12:00PM, with 73% 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 September 2025. The most frequent departure day is Mon, with 18% 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