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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 9/5. 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

Southwest Logo
6:25 am - 4:25 pmBZN-MDW
9h 00m1 stop
Southwest Logo
8:25 am - 10:35 amMDW-BZN
3h 10mnonstop
$211Southwest
Find Deal
Fri, Aug 22 - Mon, Aug 25
Southwest Logo
4:00 pm - 11:30 pmBZN-MDW
6h 30m1 stop
Southwest Logo
5:15 am - 9:35 amMDW-BZN
5h 20m1 stop
$230Southwest
Find Deal
Thu, Oct 30 - Sun, Nov 2
Southwest Logo
2:25 pm - 11:25 pmBZN-MDW
8h 00m1 stop
Southwest Logo
8:25 am - 10:35 amMDW-BZN
3h 10mnonstop
$235Southwest
Find Deal
Fri, Sep 19 - Mon, Sep 22
Southwest Logo
8:30 am - 6:50 pmBZN-MDW
9h 20m1 stop
Southwest Logo
9:55 am - 12:05 pmMDW-BZN
3h 10mnonstop
$236Southwest
Find Deal
Sat, Aug 23 - Tue, Aug 26
Delta Logo
6:05 am - 1:03 pmBZN-MDW
5h 58m1 stop
Delta Logo
6:00 am - 1:08 pmMDW-BZN
8h 08m1 stop
$237Delta
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Sat, Aug 23 - Tue, Aug 26
Delta Logo
5:45 am - 1:03 pmMSO-MDW
6h 18m1 stop
Delta Logo
7:15 pm - 11:46 pmMDW-MSO
5h 31m1 stop
$237Delta
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Tue, Sep 30 - Tue, Sep 30
Southwest Logo
11:20 am - 3:15 pmBZN-MDW
2h 55mnonstop
Southwest Logo
5:25 am - 9:30 amMDW-BZN
5h 05m1 stop
$240Southwest
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Thu, Aug 28 - Mon, Sep 1
Delta Logo
6:05 am - 1:03 pmBZN-MDW
5h 58m1 stop
Delta Logo
9:30 am - 6:41 pmMDW-BZN
10h 11m2 stops
$242Delta
Find Deal
Sat, Aug 23 - Tue, Aug 26
Southwest Logo
2:25 pm - 11:25 pmBZN-MDW
8h 00m1 stop
Southwest Logo
5:25 am - 9:30 amMDW-BZN
5h 05m1 stop
$245Southwest
Find Deal
Fri, Sep 19 - Mon, Sep 22
Southwest Logo
6:25 am - 2:30 pmBZN-MDW
7h 05m1 stop
Southwest Logo
5:25 am - 9:30 amMDW-BZN
5h 05m1 stop
$246Southwest
Find Deal
Fri, Aug 22 - Mon, Aug 25

Delta flights from Montana to Chicago Midway Airport

Our best Delta deals on Montana to Chicago Midway Airport flight tickets
Delta
Aug 23
BZN6:05 amBozeman Gallatin Field
5h 58m
1 stop
MDW1:03 pmChicago Midway
Aug 26
MDW6:00 amChicago Midway
8h 08m
1 stop
BZN1:08 pmBozeman Gallatin Field
$237
Find similar
Delta
Aug 23
BZN6:05 amBozeman Gallatin Field
5h 58m
1 stop
MDW1:03 pmChicago Midway
Aug 26
MDW9:30 amChicago Midway
10h 11m
2 stops
BZN6:41 pmBozeman Gallatin Field
$242
Find similar
Delta
Aug 20
BZN2:18 pmBozeman Gallatin Field
6h 26m
1 stop
MDW9:44 pmChicago Midway
Aug 22
MDW7:17 pmChicago Midway
5h 13m
1 stop
BZN11:30 pmBozeman Gallatin Field
$247
Find similar

Southwest flights from Montana to Chicago Midway Airport

Our best Southwest deals on Montana to Chicago Midway Airport flight tickets
Southwest
Aug 22
BZN6:25 amBozeman Gallatin Field
9h 00m
1 stop
MDW4:25 pmChicago Midway
Aug 25
MDW8:25 amChicago Midway
3h 10m
BZN10:35 amBozeman Gallatin Field
$211
Find similar
Southwest
Oct 30
BZN4:00 pmBozeman Gallatin Field
6h 30m
1 stop
MDW11:30 pmChicago Midway
Nov 2
MDW5:15 amChicago Midway
5h 20m
1 stop
BZN9:35 amBozeman Gallatin Field
$230
Find similar
Southwest
Sep 19
BZN2:25 pmBozeman Gallatin Field
8h 00m
1 stop
MDW11:25 pmChicago Midway
Sep 22
MDW8:25 amChicago Midway
3h 10m
BZN10:35 amBozeman Gallatin Field
$235
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 July 31, 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

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 - MDW

BZNMDW

Bozeman Gallatin Field

Thu 10/30

4:00 pm-11:30 pm

1 stop6h 30m

Chicago Midway

Sun 11/2

5:15 am-9:35 am

1 stop5h 20m

$230

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 9/19

2:25 pm-11:25 pm

1 stop8h 00m

Chicago Midway

Mon 9/22

8:25 am-10:35 am

Nonstop3h 10m

$235

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 8/23

8:30 am-6:50 pm

1 stop9h 20m

Chicago Midway

Tue 8/26

9:55 am-12:05 pm

Nonstop3h 10m

$236

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 8/23

6:05 am-1:03 pm

1 stop5h 58m

Chicago Midway

Tue 8/26

6:00 am-1:08 pm

1 stop8h 08m

$237

MissoulaChicago

MSO - MDW

MSOMDW

Missoula Johnson-Bell Field

Tue 9/30

5:45 am-1:03 pm

1 stop6h 18m

Chicago Midway

Tue 9/30

7:15 pm-11:46 pm

1 stop5h 31m

$237

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 8/28

11:20 am-3:15 pm

Nonstop2h 55m

Chicago Midway

Mon 9/1

5:25 am-9:30 am

1 stop5h 05m

$240

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Sat 8/23

6:05 am-1:03 pm

1 stop5h 58m

Chicago Midway

Tue 8/26

9:30 am-6:41 pm

2 stops10h 11m

$242

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 9/19

2:25 pm-11:25 pm

1 stop8h 00m

Chicago Midway

Mon 9/22

5:25 am-9:30 am

1 stop5h 05m

$245

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 8/22

6:25 am-2:30 pm

1 stop7h 05m

Chicago Midway

Mon 8/25

5:25 am-9:30 am

1 stop5h 05m

$246

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, Tuesday is the cheapest day to fly to Chicago Midway Airport from Montana. The lowest ticket price found for a Tuesday departure recently was $418. 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, Friday 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 $602.

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 are 1 cabin classes 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?

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

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

Best Price Found

$96

Fastest flight time

2h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Montana in the past 72 hours is $96. The best round-trip flight deal from Montana to Chicago Midway Airport found on momondo in the last 72 hours is $211.
The fastest flight from Montana to Chicago Midway Airport takes 2h 55m
Direct flights go from Montana to Chicago Midway Airport every day.
Search flight deals

  • 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 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?

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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