How do I get Price Alerts for flights from Brainerd to Chicago?

Search flight deals from Brainerd to Chicago . While viewing offers you’ll have the option to create a Price Alert.

How can I save money on flights from Brainerd to Chicago with momondo?

Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore” . Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

How does momondo find its flight prices?

We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

When did momondo last update prices for flights from Brainerd Crow Wing County Airport to Chicago?

Prices for flights from Brainerd Crow Wing County Airport to Chicago refresh daily.

How old do you have to be to fly from Brainerd Crow Wing County Airport to Chicago?

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 Brainerd Crow Wing County Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The necessary travel and health documents for your Chicago 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.

$294 Cheap Flights from Brainerd to Chicago in 2025/26

1 adult

0 bags

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Find the cheapest flights from Brainerd to Chicago

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:15 pm - 9:06 am

BRD

MDW

14h 51m1 stop

5:00 pm - 5:40 pm

MDW

BRD

24h 40m1 stop

$294Delta

Wed, Feb 18 - Sat, Feb 21

6:15 pm - 8:40 am

BRD

ORD

14h 25m1 stop

8:52 am - 10:22 am

ORD

BRD

25h 30m1 stop

$361Delta

Wed, Feb 18 - Sat, Feb 21

6:15 pm - 12:46 pm

BRD

MDW

18h 31m2 stops

5:00 pm - 5:40 pm

MDW

BRD

24h 40m1 stop

$363Delta

Wed, Feb 18 - Sat, Feb 21

6:15 pm - 4:41 pm

BRD

ORD

22h 26m2 stops

6:51 pm - 5:40 pm

ORD

BRD

22h 49m1 stop

$363Delta

Wed, Feb 18 - Sat, Feb 21

6:15 pm - 12:46 pm

BRD

MDW

18h 31m2 stops

9:34 am - 5:40 pm

MDW

BRD

8h 06m2 stops

$380Delta

Wed, Feb 18 - Sat, Feb 21

6:15 pm - 4:41 pm

BRD

ORD

22h 26m2 stops

6:30 am - 5:40 pm

ORD

BRD

11h 10m2 stops

$380Delta

Wed, Feb 18 - Sat, Feb 21

11:00 am - 3:21 pm

BRD

ORD

4h 21m1 stop

12:30 pm - 5:45 pm

ORD

BRD

5h 15m1 stop

$588Delta

Tue, Dec 23 - Thu, Jan 1

11:00 am - 3:21 pm

BRD

ORD

4h 21m1 stop

12:30 pm - 5:45 pm

ORD

BRD

5h 15m1 stop

$598Delta

Tue, Dec 23 - Thu, Jan 1

10:55 am - 2:59 pm

BRD

ORD

4h 04m1 stop

6:35 am - 10:25 am

ORD

BRD

3h 50m1 stop

$628Delta

Fri, Dec 19 - Tue, Dec 23

6:16 pm - 9:40 pm

BRD

ORD

3h 24m1 stop

6:35 am - 10:25 am

ORD

BRD

3h 50m1 stop

$694Delta

Wed, Dec 17 - Sun, Dec 21

Delta flights from Brainerd to Chicago

Our best Delta deals on Brainerd to Chicago flight tickets

Delta

Feb 18

BRD6:15 pmBrainerd Crow Wing County

14h 51m

1 stop

MDW9:06 amChicago Midway

Feb 21

MDW5:00 pmChicago Midway

24h 40m

1 stop

BRD5:40 pmBrainerd Crow Wing County

$294

Find similar

Delta

Feb 18

BRD6:15 pmBrainerd Crow Wing County

14h 25m

1 stop

ORD8:40 amChicago O'Hare Intl

Feb 21

ORD8:52 amChicago O'Hare Intl

25h 30m

1 stop

BRD10:22 amBrainerd Crow Wing County

$361

Find similar

Delta

Feb 18

BRD6:15 pmBrainerd Crow Wing County

22h 26m

2 stops

ORD4:41 pmChicago O'Hare Intl

Feb 21

ORD6:51 pmChicago O'Hare Intl

22h 49m

1 stop

BRD5:40 pmBrainerd Crow Wing County

$363

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BrainerdChicago

BRD - MDW

BRDMDW

Brainerd Crow Wing County

Wed 2/18

6:15 pm-9:06 am

1 stop14h 51m

Chicago Midway

Sat 2/21

5:00 pm-5:40 pm

1 stop24h 40m

$294

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 2/18

6:15 pm-8:40 am

1 stop14h 25m

Chicago O'Hare Intl

Sat 2/21

8:52 am-10:22 am

1 stop25h 30m

$361

BrainerdChicago

BRD - MDW

BRDMDW

Brainerd Crow Wing County

Wed 2/18

6:15 pm-12:46 pm

2 stops18h 31m

Chicago Midway

Sat 2/21

5:00 pm-5:40 pm

1 stop24h 40m

$363

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 2/18

6:15 pm-4:41 pm

2 stops22h 26m

Chicago O'Hare Intl

Sat 2/21

6:51 pm-5:40 pm

1 stop22h 49m

$363

BrainerdChicago

BRD - MDW

BRDMDW

Brainerd Crow Wing County

Wed 2/18

6:15 pm-12:46 pm

2 stops18h 31m

Chicago Midway

Sat 2/21

9:34 am-5:40 pm

2 stops8h 06m

$380

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 2/18

6:15 pm-4:41 pm

2 stops22h 26m

Chicago O'Hare Intl

Sat 2/21

6:30 am-5:40 pm

2 stops11h 10m

$380

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Tue 12/23

11:00 am-3:21 pm

1 stop4h 21m

Chicago O'Hare Intl

Thu 1/1

12:30 pm-5:45 pm

1 stop5h 15m

$588

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Tue 12/23

11:00 am-3:21 pm

1 stop4h 21m

Chicago O'Hare Intl

Thu 1/1

12:30 pm-5:45 pm

1 stop5h 15m

$598

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Fri 12/19

10:55 am-2:59 pm

1 stop4h 04m

Chicago O'Hare Intl

Tue 12/23

6:35 am-10:25 am

1 stop3h 50m

$628

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 12/17

6:16 pm-9:40 pm

1 stop3h 24m

Chicago O'Hare Intl

Sun 12/21

6:35 am-10:25 am

1 stop3h 50m

$694

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Brainerd to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Brainerd to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Brainerd to Chicago (BRD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Brainerd to Chicago

Fastest flight time	4h 21m
Direct flights	None

The fastest flight from Brainerd to Chicago takes 4h 21m

There are no direct flights from Brainerd to Chicago. There are no popular flight routes from Brainerd to Chicago.

Search flight deals

How far is Brainerd Crow Wing County to Chicago by plane?
Chicago is 449.1 mi away from Brainerd Crow Wing County. A reasonable flight in good conditions will take 3h 24m.
When did momondo last update prices for flights from Brainerd Crow Wing County Airport to Chicago?
Prices for flights from Brainerd Crow Wing County Airport to Chicago refresh daily.
How old do you have to be to fly from Brainerd Crow Wing County Airport to Chicago?
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 Brainerd Crow Wing County Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago 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.

How do I get Price Alerts for flights from Brainerd to Chicago?
Search flight deals from Brainerd to Chicago. While viewing offers you’ll have the option to create a Price Alert.
How can I save money on flights from Brainerd to Chicago with momondo?
Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.
How does momondo find its flight prices?
We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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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 Brainerd to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Brainerd to Chicago. momondo saves you time and could save you money on your trip.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Brainerd.

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

Price alerts on flights to Chicago from Brainerd 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.