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Cheap flights from Bozeman to Chicago from $148

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Bozeman to Chicago departing on 9/2. 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
1 adult, Economy, 0 bags

Find the cheapest flights from Bozeman to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
1:35 pm - 10:05 pm
BZN
-
MDW
7h 30m
1 stop
Southwest Logo
10:50 am - 12:55 pm
MDW
-
BZN
3h 05mnonstop
$305Southwest
Thu, Sep 24 - Mon, Sep 28
Southwest Logo
1:35 pm - 11:30 pm
BZN
-
MDW
8h 55m
2 stops
Southwest Logo
10:50 am - 12:55 pm
MDW
-
BZN
3h 05mnonstop
$310Southwest
Thu, Sep 24 - Mon, Sep 28
Southwest Logo
5:05 pm - 12:30 am
BZN
-
MDW
6h 25m
1 stop
Southwest Logo
6:15 am - 2:50 pm
MDW
-
BZN
9h 35m
1 stop
$315Southwest
Mon, Sep 14 - Mon, Sep 21
Southwest Logo
1:35 pm - 10:00 pm
BZN
-
MDW
7h 25m
1 stop
Southwest Logo
6:00 pm - 10:30 pm
MDW
-
BZN
5h 30m
1 stop
$315Southwest
Fri, Sep 11 - Tue, Sep 15
Southwest Logo
4:15 pm - 10:15 pm
BZN
-
MDW
5h 00m
1 stop
Southwest Logo
6:05 am - 10:25 am
MDW
-
BZN
5h 20m
1 stop
$315Southwest
Thu, Oct 22 - Mon, Oct 26
Southwest Logo
6:15 pm - 5:40 am
BZN
-
MDW
10h 25m
1 stop
Southwest Logo
6:05 am - 10:25 am
MDW
-
BZN
5h 20m
1 stop
$320Southwest
Thu, Oct 15 - Mon, Oct 19
Southwest Logo
1:35 pm - 11:30 pm
BZN
-
MDW
8h 55m
2 stops
Southwest Logo
6:15 am - 2:50 pm
MDW
-
BZN
9h 35m
1 stop
$320Southwest
Thu, Sep 24 - Mon, Sep 28
Southwest Logo
1:35 pm - 10:00 pm
BZN
-
MDW
7h 25m
2 stops
Southwest Logo
3:50 pm - 10:30 pm
MDW
-
BZN
7h 40m
1 stop
$320Southwest
Fri, Sep 11 - Tue, Sep 15

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Delta flights from Bozeman to Chicago Midway Airport

Our best Delta deals on Bozeman to Chicago Midway Airport flight tickets
Delta
Oct 6
BZN6:00 amBozeman Gallatin Field
4h 47m
1 stop
MDW11:47 amChicago Midway
Oct 10
MDW6:04 amChicago Midway
8h 17m
1 stop
BZN1:21 pmBozeman Gallatin Field
$335
Delta
Oct 6
BZN6:00 amBozeman Gallatin Field
4h 47m
1 stop
MDW11:47 amChicago Midway
Oct 10
MDW6:04 amChicago Midway
12h 46m
2 stops
BZN5:50 pmBozeman Gallatin Field
$340
Delta
Aug 13
BZN11:27 amBozeman Gallatin Field
5h 34m
1 stop
MDW6:01 pmChicago Midway
Aug 22
MDW1:51 pmChicago Midway
8h 11m
1 stop
BZN9:02 pmBozeman Gallatin Field
$415

Southwest flights from Bozeman to Chicago Midway Airport

Our best Southwest deals on Bozeman to Chicago Midway Airport flight tickets
Southwest
Sep 24
BZN1:35 pmBozeman Gallatin Field
7h 30m
1 stop
MDW10:05 pmChicago Midway
Sep 28
MDW10:50 amChicago Midway
3h 05m
BZN12:55 pmBozeman Gallatin Field
$305
Southwest
Sep 24
BZN1:35 pmBozeman Gallatin Field
8h 55m
2 stops
MDW11:30 pmChicago Midway
Sep 28
MDW10:50 amChicago Midway
3h 05m
BZN12:55 pmBozeman Gallatin Field
$310
Southwest
Oct 22
BZN4:15 pmBozeman Gallatin Field
5h 00m
1 stop
MDW10:15 pmChicago Midway
Oct 26
MDW6:05 amChicago Midway
5h 20m
1 stop
BZN10:25 amBozeman Gallatin Field
$315

momondo Fare Finder

 
Customize your flight search to find flights from Bozeman 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 August 4, 2026.
Use the filters below to find and compare flights from Bozeman to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 9/24

1:35 pm-10:05 pm

1 stop7h 30m

Chicago Midway

Mon 9/28

10:50 am-12:55 pm

Nonstop3h 05m

$305

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 9/24

1:35 pm-11:30 pm

2 stops8h 55m

Chicago Midway

Mon 9/28

10:50 am-12:55 pm

Nonstop3h 05m

$310

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Mon 9/14

5:05 pm-12:30 am

1 stop6h 25m

Chicago Midway

Mon 9/21

6:15 am-2:50 pm

1 stop9h 35m

$315

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 9/11

1:35 pm-10:00 pm

1 stop7h 25m

Chicago Midway

Tue 9/15

6:00 pm-10:30 pm

1 stop5h 30m

$315
Quickest round-trip

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 10/22

4:15 pm-10:15 pm

1 stop5h 00m

Chicago Midway

Mon 10/26

6:05 am-10:25 am

1 stop5h 20m

$315

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 10/15

6:15 pm-5:40 am

1 stop10h 25m

Chicago Midway

Mon 10/19

6:05 am-10:25 am

1 stop5h 20m

$320

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 9/24

1:35 pm-11:30 pm

2 stops8h 55m

Chicago Midway

Mon 9/28

6:15 am-2:50 pm

1 stop9h 35m

$320

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Fri 9/11

1:35 pm-10:00 pm

2 stops7h 25m

Chicago Midway

Tue 9/15

3:50 pm-10:30 pm

1 stop7h 40m

$320
Cheapest one-way
Quickest one-way

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Wed 9/2

12:55 pm-4:50 pm

Nonstop2h 55m

$148

BozemanChicago

BZN - MDW

BZNMDW

Bozeman Gallatin Field

Thu 9/10

12:20 pm-4:15 pm

Nonstop2h 55m

$148

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
1
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See travel insights to Chicago from

How to get the cheapest flight ticket from Bozeman 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 Bozeman. The lowest ticket price found for a Tuesday departure recently was $470. 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, Saturday is the most expensive day to depart from Bozeman because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $573.

What is the cheapest Bozeman Gallatin Field to Chicago Midway flight route?

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

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

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

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

When to book flights from Bozeman to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Bozeman to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Bozeman to Chicago Midway Airport (BZN to MDW) flight deals and tips

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

Best Price Found

$276

Fastest flight time

2h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Bozeman in the past 72 hours is $276. The best round-trip flight deal from Bozeman to Chicago Midway Airport found on momondo in the last 72 hours is $508.
The fastest flight from Bozeman to Chicago Midway Airport takes 2h 55m
Direct flights go from Bozeman to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Bozeman to Chicago Midway Airport

  • How far is Bozeman Gallatin Field to Chicago Midway by plane?

    There are 1188.2 mi between Bozeman Gallatin Field and Chicago Midway. A reasonable flight in good conditions will take 2h 55m.

  • When did momondo last update prices for flights from Bozeman Gallatin Field Airport to Chicago Midway Airport?

    Prices for flights from Bozeman Gallatin Field Airport to Chicago Midway Airport were last updated today.

  • How old do you have to be to fly from Bozeman Gallatin Field Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Bozeman Gallatin Field Airport to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Bozeman 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
Portage
Benton Harbor
Lansing
Saint Joseph
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 Bozeman to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Bozeman.

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

Flights from Bozeman to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Bozeman 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 Bozeman to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Bozeman 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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