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Cheap flights from Montana to Chicago from $95

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 3/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Montana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
7:20 am - 5:10 pm
BZN
-
ORD
8h 50m1 stop
Alaska Airlines Logo
3:35 pm - 11:56 pm
ORD
-
BZN
9h 21m1 stop
$228Alaska Airlines
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
1:42 pm - 5:49 pm
BZN
-
ORD
3h 07mnonstop
American Airlines Logo
7:37 pm - 10:02 pm
ORD
-
BZN
3h 25mnonstop
$229American Airlines
Wed, Jan 21 - Mon, Jan 26
Southwest Logo
11:15 am - 10:35 pm
BZN
-
ORD
10h 20m1 stop
Southwest Logo
7:15 am - 1:25 pm
ORD
-
BZN
7h 10m1 stop
$235Southwest
Wed, Jan 14 - Sat, Jan 17
American Airlines Logo
2:13 pm - 11:44 pm
BZN
-
ORD
8h 31m1 stop
American Airlines Logo
10:24 am - 12:50 pm
ORD
-
BZN
3h 26mnonstop
$239American Airlines
Wed, Jan 21 - Mon, Jan 26
Alaska Airlines Logo
7:20 am - 2:38 pm
BZN
-
ORD
30h 18m1 stop
Alaska Airlines Logo
6:06 pm - 2:09 pm
ORD
-
BZN
21h 03m1 stop
$242Alaska Airlines
Mon, Feb 9 - Tue, Feb 10
Delta Logo
2:39 pm - 10:22 pm
BZN
-
MDW
6h 43m1 stop
Delta Logo
1:51 pm - 8:06 pm
MDW
-
BZN
7h 15m1 stop
$249Delta
Tue, Feb 3 - Tue, Feb 10
Delta Logo
6:25 am - 1:25 pm
BIL
-
MDW
6h 00m1 stop
Delta Logo
2:05 pm - 8:20 pm
MDW
-
BIL
7h 15m1 stop
$249Delta
Thu, Mar 26 - Mon, Mar 30
United Airlines Logo
12:40 pm - 5:00 pm
MSO
-
ORD
3h 20mnonstop
United Airlines Logo
8:55 am - 11:34 am
ORD
-
MSO
3h 39mnonstop
$249United Airlines
Wed, Jun 3 - Sat, Jun 6
Southwest Logo
3:50 pm - 9:50 pm
BZN
-
MDW
5h 00m1 stop
Southwest Logo
4:05 pm - 8:30 pm
MDW
-
BZN
5h 25m1 stop
$250Southwest
Wed, Jan 14 - Sat, Jan 17
United Airlines Logo
2:27 pm - 10:25 pm
MSO
-
ORD
6h 58m1 stop
United Airlines Logo
8:55 am - 11:34 am
ORD
-
MSO
3h 39mnonstop
$259United Airlines
Wed, Jun 3 - Sat, Jun 6

Alaska Airlines flights from Montana to Chicago

Our best Alaska Airlines deals on Montana to Chicago flight tickets
Alaska Airlines
Feb 3
BZN7:20 amBozeman Gallatin Field
8h 50m
1 stop
ORD5:10 pmChicago O'Hare Intl
Feb 10
ORD3:35 pmChicago O'Hare Intl
9h 21m
1 stop
BZN11:56 pmBozeman Gallatin Field
$228
Find similar
Alaska Airlines
Feb 9
BZN7:20 amBozeman Gallatin Field
30h 18m
1 stop
ORD2:38 pmChicago O'Hare Intl
Feb 10
ORD6:06 pmChicago O'Hare Intl
21h 03m
1 stop
BZN2:09 pmBozeman Gallatin Field
$242
Find similar
Alaska Airlines
Jan 29
BZN3:03 pmBozeman Gallatin Field
7h 47m
1 stop
ORD11:50 pmChicago O'Hare Intl
Jan 30
ORD8:00 amChicago O'Hare Intl
27h 42m
1 stop
BZN10:42 amBozeman Gallatin Field
$246
Find similar

United Airlines flights from Montana to Chicago

Our best United Airlines deals on Montana to Chicago flight tickets
United Airlines
Jun 3
MSO12:40 pmMissoula Johnson-Bell Field
3h 20m
ORD5:00 pmChicago O'Hare Intl
Jun 6
ORD8:55 amChicago O'Hare Intl
3h 39m
MSO11:34 amMissoula Johnson-Bell Field
$249
Find similar
United Airlines
Jun 3
MSO2:27 pmMissoula Johnson-Bell Field
6h 58m
1 stop
ORD10:25 pmChicago O'Hare Intl
Jun 6
ORD8:55 amChicago O'Hare Intl
3h 39m
MSO11:34 amMissoula Johnson-Bell Field
$259
Find similar
United Airlines
Jan 21
BZN12:46 pmBozeman Gallatin Field
3h 09m
ORD4:55 pmChicago O'Hare Intl
Jan 28
ORD9:11 amChicago O'Hare Intl
3h 33m
BZN11:44 amBozeman Gallatin Field
$274
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Montana to Chicago 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, momondo users made 832,500 searches. Data last updated December 23, 2025.
Use the filters below to find and compare flights from Montana to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Tue 2/3

7:20 am-5:10 pm

1 stop8h 50m

Chicago O'Hare Intl

Tue 2/10

3:35 pm-11:56 pm

1 stop9h 21m

$228

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/21

1:42 pm-5:49 pm

Nonstop3h 07m

Chicago O'Hare Intl

Mon 1/26

7:37 pm-10:02 pm

Nonstop3h 25m

$229

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/14

11:15 am-10:35 pm

1 stop10h 20m

Chicago O'Hare Intl

Sat 1/17

7:15 am-1:25 pm

1 stop7h 10m

$235

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Wed 1/21

2:13 pm-11:44 pm

1 stop8h 31m

Chicago O'Hare Intl

Mon 1/26

10:24 am-12:50 pm

Nonstop3h 26m

$239

BozemanChicago

BZN - ORD

BZNORD

Bozeman Gallatin Field

Mon 2/9

7:20 am-2:38 pm

1 stop30h 18m

Chicago O'Hare Intl

Tue 2/10

6:06 pm-2:09 pm

1 stop21h 03m

$242

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Tue 2/3

2:39 pm-10:22 pm

1 stop6h 43m

Chicago Midway

Tue 2/10

1:51 pm-8:06 pm

1 stop7h 15m

$249

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Thu 3/26

6:25 am-1:25 pm

1 stop6h 00m

Chicago Midway

Mon 3/30

2:05 pm-8:20 pm

1 stop7h 15m

$249

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

Wed 6/3

12:40 pm-5:00 pm

Nonstop3h 20m

Chicago O'Hare Intl

Sat 6/6

8:55 am-11:34 am

Nonstop3h 39m

$249

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 1/14

3:50 pm-9:50 pm

1 stop5h 00m

Chicago Midway

Sat 1/17

4:05 pm-8:30 pm

1 stop5h 25m

$250

MissoulaChicago

MSO - ORD

MSOORD

Missoula Johnson-Bell Field

Wed 6/3

2:27 pm-10:25 pm

1 stop6h 58m

Chicago O'Hare Intl

Sat 6/6

8:55 am-11:34 am

Nonstop3h 39m

$259

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 January is, on average, the cheapest month to fly to Chicago from Montana, with most prices found around $270. If you’re not able to fly to Chicago in January, then October is your next best option. Flight prices from Montana to Chicago during October average around $273.

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 $448. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Montana to Chicago for around $622.

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 $373. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $507.

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 $377 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.

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

$151

Fastest flight time

3h 00m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Montana in the past 72 hours is $151. The best round-trip flight deal from Montana to Chicago found on momondo in the last 72 hours is $310.
The fastest flight from Montana to Chicago takes 3h 00m
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

  • 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?

  • 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?

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 AirlinesPriceFrom $191Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
United AirlinesPriceFrom $229Free CancellationRating
7.4
9,105 reviews
Search United Airlines flights
DeltaPriceFrom $236Free CancellationRating
7.9
8,014 reviews
Search Delta flights
Alaska AirlinesPriceFrom $349Free CancellationRating
8.0
11,512 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport