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Cheap flights from Montana to Chicago from $125

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 12/23. 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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Find the cheapest flights from Montana to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:00 am - 6:00 pmFCA-MDW
12h 00m2 stops
Delta Logo
1:50 pm - 11:21 pmMDW-FCA
10h 31m2 stops
$239Delta
Find Deal
Tue, Dec 9 - Sat, Dec 13
Delta Logo
6:00 am - 1:10 pmBZN-MDW
6h 10m1 stop
Delta Logo
6:00 am - 1:26 pmMDW-BZN
8h 26m1 stop
$259Delta
Find Deal
Tue, Dec 2 - Tue, Dec 9
Delta Logo
6:25 am - 1:10 pmBIL-MDW
5h 45m1 stop
Delta Logo
7:02 pm - 11:48 pmMDW-BIL
5h 46m1 stop
$259Delta
Find Deal
Sat, Dec 6 - Mon, Dec 8
Multiple Airlines Logo
10:06 am - 1:05 amMSO-MDW
13h 59m2 stops
Multiple Airlines Logo
6:15 pm - 9:16 amMDW-MSO
16h 01m2 stops
$259Multiple Airlines
Find Deal
Fri, Nov 21 - Sun, Nov 23
Delta Logo
6:00 am - 1:10 pmBZN-MDW
6h 10m1 stop
Delta Logo
1:14 pm - 12:18 amMDW-BZN
12h 04m2 stops
$264Delta
Find Deal
Tue, Dec 2 - Tue, Dec 9
Delta Logo
5:14 am - 3:44 pmBIL-MDW
9h 30m2 stops
Delta Logo
7:02 pm - 11:48 pmMDW-BIL
5h 46m1 stop
$264Delta
Find Deal
Sat, Dec 6 - Mon, Dec 8
Delta Logo
6:00 am - 1:09 pmBZN-MDW
6h 09m1 stop
Delta Logo
1:49 pm - 8:00 pmMDW-BZN
7h 11m1 stop
$267Delta
Find Deal
Thu, Feb 26 - Mon, Mar 2
Southwest Logo
5:45 pm - 12:05 amBZN-MDW
5h 20m1 stop
Southwest Logo
5:15 am - 9:35 amMDW-BZN
5h 20m1 stop
$300Southwest
Find Deal
Sun, Nov 23 - Tue, Nov 25
Southwest Logo
10:45 am - 7:35 pmBZN-MDW
7h 50m1 stop
Southwest Logo
10:30 am - 5:10 pmMDW-BZN
7h 40m1 stop
$315Southwest
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Thu, Dec 4 - Sun, Dec 7
Southwest Logo
5:30 am - 12:35 pmBZN-MDW
6h 05m2 stops
Southwest Logo
10:30 am - 5:10 pmMDW-BZN
7h 40m1 stop
$320Southwest
Find Deal
Thu, Dec 4 - Sun, Dec 7

Delta flights from Montana to Chicago Midway Airport

Our best Delta deals on Montana to Chicago Midway Airport flight tickets
Delta
Dec 9
FCA5:00 amKalispell Glacier Park
12h 00m
2 stops
MDW6:00 pmChicago Midway
Dec 13
MDW1:50 pmChicago Midway
10h 31m
2 stops
FCA11:21 pmKalispell Glacier Park
$239
Find similar
Delta
Dec 2
BZN6:00 amBozeman Gallatin Field
6h 10m
1 stop
MDW1:10 pmChicago Midway
Dec 9
MDW6:00 amChicago Midway
8h 26m
1 stop
BZN1:26 pmBozeman Gallatin Field
$259
Find similar
Delta
Dec 2
BZN6:00 amBozeman Gallatin Field
6h 10m
1 stop
MDW1:10 pmChicago Midway
Dec 9
MDW1:14 pmChicago Midway
12h 04m
2 stops
BZN12:18 amBozeman Gallatin Field
$264
Find similar

Southwest flights from Montana to Chicago Midway Airport

Our best Southwest deals on Montana to Chicago Midway Airport flight tickets
Southwest
Nov 23
BZN5:45 pmBozeman Gallatin Field
5h 20m
1 stop
MDW12:05 amChicago Midway
Nov 25
MDW5:15 amChicago Midway
5h 20m
1 stop
BZN9:35 amBozeman Gallatin Field
$300
Find similar
Southwest
Dec 4
BZN10:45 amBozeman Gallatin Field
7h 50m
1 stop
MDW7:35 pmChicago Midway
Dec 7
MDW10:30 amChicago Midway
7h 40m
1 stop
BZN5:10 pmBozeman Gallatin Field
$315
Find similar
Southwest
Dec 4
BZN5:30 amBozeman Gallatin Field
6h 05m
2 stops
MDW12:35 pmChicago Midway
Dec 7
MDW10:30 amChicago Midway
7h 40m
1 stop
BZN5:10 pmBozeman Gallatin Field
$320
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Montana to Chicago Midway Airport 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 November 5, 2025.
Use the filters below to find and compare flights from Montana to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KalispellChicago

FCA - MDW

FCAMDW

Kalispell Glacier Park

Tue 12/9

5:00 am-6:00 pm

2 stops12h 00m

Chicago Midway

Sat 12/13

1:50 pm-11:21 pm

2 stops10h 31m

$239

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Tue 12/2

6:00 am-1:10 pm

1 stop6h 10m

Chicago Midway

Tue 12/9

6:00 am-1:26 pm

1 stop8h 26m

$259

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 12/6

6:25 am-1:10 pm

1 stop5h 45m

Chicago Midway

Mon 12/8

7:02 pm-11:48 pm

1 stop5h 46m

$259

MissoulaChicago

MSO - MDW

MSOMDW

Missoula Johnson-Bell Field

Fri 11/21

10:06 am-1:05 am

2 stops13h 59m

Chicago Midway

Sun 11/23

6:15 pm-9:16 am

2 stops16h 01m

$259

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Tue 12/2

6:00 am-1:10 pm

1 stop6h 10m

Chicago Midway

Tue 12/9

1:14 pm-12:18 am

2 stops12h 04m

$264

BillingsChicago

BIL - MDW

BILMDW

Billings Logan Intl

Sat 12/6

5:14 am-3:44 pm

2 stops9h 30m

Chicago Midway

Mon 12/8

7:02 pm-11:48 pm

1 stop5h 46m

$264

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 2/26

6:00 am-1:09 pm

1 stop6h 09m

Chicago Midway

Mon 3/2

1:49 pm-8:00 pm

1 stop7h 11m

$267

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sun 11/23

5:45 pm-12:05 am

1 stop5h 20m

Chicago Midway

Tue 11/25

5:15 am-9:35 am

1 stop5h 20m

$300

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 12/4

10:45 am-7:35 pm

1 stop7h 50m

Chicago Midway

Sun 12/7

10:30 am-5:10 pm

1 stop7h 40m

$315

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 12/4

5:30 am-12:35 pm

2 stops6h 05m

Chicago Midway

Sun 12/7

10:30 am-5:10 pm

1 stop7h 40m

$320

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 Midway Airport

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 day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Montana. The lowest ticket price found for a Friday departure recently was $348. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Montana because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $563.

What is the cheapest Montana to Chicago Midway flight route?

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

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

There is only 1 cabin class available to choose from on Montana to Chicago Midway 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 Midway Airport flights?

You could potentially save up to 45% on your flight if you consider stops on a Montana to Chicago Midway Airport flight.

Cheap Montana to Chicago Midway Airport flight deals and tips

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

Direct flights

None
There are no direct flights from Montana to Chicago Midway Airport. There are no popular flight routes from Montana to Chicago Midway Airport.
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  • When did momondo last update prices for flights from Montana to Chicago Midway Airport?

    Prices for flights from Montana to Chicago Midway Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Montana to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Montana to Chicago Midway Airport

Compare and see reviews for airlines that fly from Montana to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $328Free CancellationRating
7.9
8,004 reviews
Search Delta 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
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?

It is quick and easy to find Montana to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Montana with this policy.

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

Once you have performed a search for Montana to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Montana to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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