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

The number of flights available between Montana and Chicago is 136 per week as of July 2026. The most frequent departure day is Fri, with 18% of weekly flights leaving on this day.

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 01m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

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

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 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 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 day?

As of July 2026, there are 19 flights per day flying from Montana to Chicago. The most common time of day flights depart is 12:00PM, with 85% 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 4 operators available for flights from Montana to Chicago as of July 2026.

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.

$92 Cheap Flights from Montana to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Montana to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:52 pm - 7:02 pm

MSO

ORD

20h 10m

1 stop

9:20 pm - 8:59 pm

ORD

MSO

24h 39m

2 stops

$243Multiple Airlines

Sun, Aug 30 - Wed, Sep 2

5:20 am - 11:59 am

BIL

ORD

5h 39m

1 stop

6:45 pm - 11:30 pm

ORD

BIL

5h 45m

1 stop

$271Delta

Wed, Aug 12 - Tue, Aug 18

1:35 pm - 11:20 pm

BZN

MDW

8h 45m

2 stops

6:15 am - 2:50 pm

MDW

BZN

9h 35m

1 stop

$285Southwest

Thu, Aug 13 - Thu, Aug 20

7:20 am - 5:00 pm

BZN

MDW

8h 40m

2 stops

4:25 pm - 10:25 pm

MDW

BZN

7h 00m

1 stop

$286Southwest

Mon, Aug 24 - Fri, Aug 28

4:15 pm - 12:18 am

BZN

ORD

7h 03m

1 stop

9:45 am - 12:05 pm

ORD

BZN

3h 20mnonstop

$286American Airlines

Thu, Aug 13 - Tue, Aug 18

4:40 pm - 11:59 pm

BIL

ORD

6h 19m

1 stop

5:00 am - 9:41 am

ORD

BIL

5h 41m

1 stop

$286United Airlines

Tue, Aug 18 - Sat, Aug 22

4:32 pm - 10:46 pm

BZN

ORD

5h 14m

1 stop

1:01 pm - 3:23 pm

ORD

BZN

3h 22mnonstop

$287United Airlines

Sat, Aug 22 - Thu, Aug 27

12:22 pm - 4:23 pm

BIL

ORD

3h 01mnonstop

4:57 pm - 10:47 pm

ORD

BIL

6h 50m

1 stop

$292American Airlines

Tue, Sep 1 - Sun, Sep 6

2:03 pm - 11:59 pm

FCA

ORD

8h 56m

1 stop

3:59 pm - 11:59 pm

ORD

FCA

9h 00m

1 stop

$359Alaska Airlines

Sat, Oct 31 - Tue, Nov 3

4:41 pm - 5:40 am

HLN

ORD

11h 59m

1 stop

7:00 am - 4:04 pm

ORD

HLN

10h 04m

1 stop

$412Alaska Airlines

Sat, Nov 14 - Tue, Nov 17

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Alaska Airlines flights from Montana to Chicago

Our best Alaska Airlines deals on Montana to Chicago flight tickets

Alaska Airlines

Sep 1

MSO4:16 pmMissoula Johnson-Bell Field

6h 43m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 2

ORD3:43 pmChicago O'Hare Intl

8h 18m

1 stop

MSO11:01 pmMissoula Johnson-Bell Field

$359

Alaska Airlines

Oct 15

MSO3:46 pmMissoula Johnson-Bell Field

7h 13m

1 stop

ORD11:59 pmChicago O'Hare Intl

Oct 19

ORD6:00 amChicago O'Hare Intl

9h 50m

1 stop

MSO2:50 pmMissoula Johnson-Bell Field

$389

Alaska Airlines

Sep 18

MSO4:16 pmMissoula Johnson-Bell Field

6h 43m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 21

ORD7:00 pmChicago O'Hare Intl

29h 01m

1 stop

MSO11:01 pmMissoula Johnson-Bell Field

$397

American Airlines flights from Montana to Chicago

Our best American Airlines deals on Montana to Chicago flight tickets

American Airlines

Aug 13

BZN4:15 pmBozeman Gallatin Field

7h 03m

1 stop

ORD12:18 amChicago O'Hare Intl

Aug 18

ORD9:45 amChicago O'Hare Intl

3h 20m

BZN12:05 pmBozeman Gallatin Field

$286

American Airlines

Sep 1

BIL12:22 pmBillings Logan Intl

3h 01m

ORD4:23 pmChicago O'Hare Intl

Sep 6

ORD4:57 pmChicago O'Hare Intl

6h 50m

1 stop

BIL10:47 pmBillings Logan Intl

$292

American Airlines

Aug 13

BZN4:15 pmBozeman Gallatin Field

7h 03m

1 stop

ORD12:18 amChicago O'Hare Intl

Aug 16

ORD9:45 amChicago O'Hare Intl

3h 20m

BZN12:05 pmBozeman Gallatin Field

$296

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

Sun 8/30

9:52 pm-7:02 pm

1 stop20h 10m

Chicago O'Hare Intl

Wed 9/2

9:20 pm-8:59 pm

2 stops24h 39m

$243

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Wed 8/12

5:20 am-11:59 am

1 stop5h 39m

Chicago O'Hare Intl

Tue 8/18

6:45 pm-11:30 pm

1 stop5h 45m

$271

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 8/13

1:35 pm-11:20 pm

2 stops8h 45m

Chicago Midway

Thu 8/20

6:15 am-2:50 pm

1 stop9h 35m

$285

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Mon 8/24

7:20 am-5:00 pm

2 stops8h 40m

Chicago Midway

Fri 8/28

4:25 pm-10:25 pm

1 stop7h 00m

$286

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Thu 8/13

4:15 pm-12:18 am

1 stop7h 03m

Chicago O'Hare Intl

Tue 8/18

9:45 am-12:05 pm

Nonstop3h 20m

$286

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 8/18

4:40 pm-11:59 pm

1 stop6h 19m

Chicago O'Hare Intl

Sat 8/22

5:00 am-9:41 am

1 stop5h 41m

$286

Quickest round-trip

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Sat 8/22

4:32 pm-10:46 pm

1 stop5h 14m

Chicago O'Hare Intl

Thu 8/27

1:01 pm-3:23 pm

Nonstop3h 22m

$287

BillingsChicago

BIL - ORD

BILORD

Billings Logan Intl

Tue 9/1

12:22 pm-4:23 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sun 9/6

4:57 pm-10:47 pm

1 stop6h 50m

$292

KalispellChicago

FCA - ORD

FCAORD

Kalispell Glacier Park

Sat 10/31

2:03 pm-11:59 pm

1 stop8h 56m

Chicago O'Hare Intl

Tue 11/3

3:59 pm-11:59 pm

1 stop9h 00m

$359

HelenaChicago

HLN - ORD

HLNORD

Helena

Sat 11/14

4:41 pm-5:40 am

1 stop11h 59m

Chicago O'Hare Intl

Tue 11/17

7:00 am-4:04 pm

1 stop10h 04m

$412

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 August is, on average, the cheapest month to fly to Chicago from Montana, with most prices found around $133. If you’re not able to fly to Chicago in August, then October is your next best option. Flight prices from Montana to Chicago during October average around $163.

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 Thursday when prices can be found for as low as $410. 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 $604.

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 $426. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $471.

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 from Montana 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 $350 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 $274 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 19% 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	$211
Fastest flight time	2h 50m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Montana in the past 72 hours is $211. The best round-trip flight deal from Montana to Chicago found on momondo in the last 72 hours is $389.

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

Direct flights go from Montana to Chicago every day.

There are 3 airports in Chicago. From Montana there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Montana to 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 4 operators available for flights from Montana to Chicago as of July 2026.
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 MAX 8 (26.20% of total bookings). The next most popular plane models are Boeing 737-800 (21.52%), Airbus A320-100/200 (10.76%), and Embraer 175 (10.54%).

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
Alaska Airlines	PriceFrom $166	Free Cancellation	Rating 7.9 12,655 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $191	Free Cancellation	Rating 7.1 11,813 reviews	Search American Airlines flights
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 9,982 reviews	Search United Airlines flights
Delta	PriceFrom $230	Free Cancellation	Rating 7.8 8,459 reviews	Search Delta flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Saint Joseph

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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 $92

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 8/26. 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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Alaska Airlines flights from Montana to Chicago

Our best Alaska Airlines deals on Montana to Chicago flight tickets

American Airlines flights from Montana to Chicago

Our best American Airlines deals on Montana to Chicago flight tickets

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How to get the cheapest flight ticket from Montana to Chicago

What is the cheapest month to fly to Chicago?

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?

What is the cheapest Montana to Chicago flight route?

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

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

Can stopping save me money on Montana to Chicago flights?

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

What airlines fly to Chicago?

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

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

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

Frequently asked questions about flying 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?

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.

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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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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