Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago to Brainerd from $322

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Brainerd departing on 10/18. 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

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Brainerd (CHI-BRD)

Cheap round-trip flights

Delta Logo
6:08 am - 10:09 amORD-BRD
4h 01m1 stop
Delta Logo
6:20 pm - 9:19 pmBRD-ORD
2h 59m1 stop
$322Delta
Find Deal
Sat, Oct 18 - Wed, Oct 22
Delta Logo
6:15 am - 10:13 amORD-BRD
3h 58m1 stop
Delta Logo
10:55 am - 4:47 pmBRD-ORD
5h 52m1 stop
$412Delta
Find Deal
Thu, Sep 18 - Sun, Sep 21
Delta Logo
7:10 am - 5:42 pmORD-BRD
10h 32m2 stops
Delta Logo
6:20 pm - 9:19 pmBRD-ORD
2h 59m1 stop
$452Delta
Find Deal
Sat, Oct 18 - Wed, Oct 22
Delta Logo
6:15 am - 10:13 amORD-BRD
3h 58m1 stop
Delta Logo
10:55 am - 4:50 pmBRD-ORD
5h 55m1 stop
$454Delta
Find Deal
Fri, Oct 3 - Fri, Oct 10
Delta Logo
7:10 am - 5:40 pmORD-BRD
10h 30m2 stops
Delta Logo
10:55 am - 3:00 pmBRD-ORD
4h 05m1 stop
$464Delta
Find Deal
Fri, Oct 3 - Fri, Oct 10
Delta Logo
6:10 am - 10:29 amORD-BRD
4h 19m1 stop
Delta Logo
6:13 pm - 9:35 pmBRD-ORD
3h 22m1 stop
$562Delta
Find Deal
Mon, Sep 1 - Fri, Sep 5
Delta Logo
9:10 am - 5:40 pmORD-BRD
8h 30m2 stops
Delta Logo
10:55 am - 3:01 pmBRD-ORD
4h 06m1 stop
$574Delta
Find Deal
Thu, Sep 18 - Sun, Sep 21
Delta Logo
6:10 am - 10:29 amORD-BRD
4h 19m1 stop
Delta Logo
11:10 am - 8:23 pmBRD-ORD
9h 13m2 stops
$599Delta
Find Deal
Mon, Sep 1 - Fri, Sep 5
Delta Logo
1:43 pm - 5:37 pmMDW-BRD
3h 54m1 stop
Delta Logo
11:10 am - 5:37 pmBRD-MDW
6h 27m1 stop
$616Delta
Find Deal
Mon, Sep 1 - Fri, Sep 5
Delta Logo
1:43 pm - 5:37 pmMDW-BRD
3h 54m1 stop
Delta Logo
11:10 am - 6:37 pmBRD-MDW
7h 27m2 stops
$626Delta
Find Deal
Mon, Sep 1 - Fri, Sep 5

Delta flights from Chicago to Brainerd

Our best Delta deals on Chicago to Brainerd flight tickets
Delta
Oct 18
ORD6:08 amChicago O'Hare Intl
4h 01m
1 stop
BRD10:09 amBrainerd Crow Wing County
Oct 22
BRD6:20 pmBrainerd Crow Wing County
2h 59m
1 stop
ORD9:19 pmChicago O'Hare Intl
$322
Find similar
Delta
Sep 18
ORD6:15 amChicago O'Hare Intl
3h 58m
1 stop
BRD10:13 amBrainerd Crow Wing County
Sep 21
BRD10:55 amBrainerd Crow Wing County
5h 52m
1 stop
ORD4:47 pmChicago O'Hare Intl
$412
Find similar
Delta
Oct 18
ORD7:10 amChicago O'Hare Intl
10h 32m
2 stops
BRD5:42 pmBrainerd Crow Wing County
Oct 22
BRD6:20 pmBrainerd Crow Wing County
2h 59m
1 stop
ORD9:19 pmChicago O'Hare Intl
$452
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Brainerd 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 18, 2025.
Use the filters below to find and compare flights from Chicago to Brainerd that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Sat 10/18

6:08 am-10:09 am

1 stop4h 01m

Brainerd Crow Wing County

Wed 10/22

6:20 pm-9:19 pm

1 stop2h 59m

$322

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Thu 9/18

6:15 am-10:13 am

1 stop3h 58m

Brainerd Crow Wing County

Sun 9/21

10:55 am-4:47 pm

1 stop5h 52m

$412

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Sat 10/18

7:10 am-5:42 pm

2 stops10h 32m

Brainerd Crow Wing County

Wed 10/22

6:20 pm-9:19 pm

1 stop2h 59m

$452

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Fri 10/3

6:15 am-10:13 am

1 stop3h 58m

Brainerd Crow Wing County

Fri 10/10

10:55 am-4:50 pm

1 stop5h 55m

$454

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Fri 10/3

7:10 am-5:40 pm

2 stops10h 30m

Brainerd Crow Wing County

Fri 10/10

10:55 am-3:00 pm

1 stop4h 05m

$464

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Mon 9/1

6:10 am-10:29 am

1 stop4h 19m

Brainerd Crow Wing County

Fri 9/5

6:13 pm-9:35 pm

1 stop3h 22m

$562

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Thu 9/18

9:10 am-5:40 pm

2 stops8h 30m

Brainerd Crow Wing County

Sun 9/21

10:55 am-3:01 pm

1 stop4h 06m

$574

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Mon 9/1

6:10 am-10:29 am

1 stop4h 19m

Brainerd Crow Wing County

Fri 9/5

11:10 am-8:23 pm

2 stops9h 13m

$599

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/1

1:43 pm-5:37 pm

1 stop3h 54m

Brainerd Crow Wing County

Fri 9/5

11:10 am-5:37 pm

1 stop6h 27m

$616

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/1

1:43 pm-5:37 pm

1 stop3h 54m

Brainerd Crow Wing County

Fri 9/5

11:10 am-6:37 pm

2 stops7h 27m

$626

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Brainerd from

How to get the cheapest flight ticket from Chicago to Brainerd

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 Brainerd?

Our data shows that Tuesday is the least expensive day to fly to Brainerd. Tickets to fly out on this day can be as low as $463. The most expensive day to fly to Brainerd is Friday, with ticket prices averaging around $553.

When to book flights from Chicago to Brainerd

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

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

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

Best Price Found

$322

Fastest flight time

3h 54m

Direct flights

None

Airports in Brainerd

1 airport
The best flight deal from Chicago to Brainerd found on momondo in the last 72 hours is $322
The fastest flight from Chicago to Brainerd takes 3h 54m
There are no direct flights from Chicago to Brainerd. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Brainerd Crow Wing County Airport and Chicago Midway Airport - Brainerd Crow Wing County Airport.
There is 1 airport near Brainerd: Brainerd Crow Wing County (BRD)
Search flight deals

  • How far is Chicago to Brainerd Crow Wing County by plane?

    Brainerd Crow Wing County is 449.1 mi away from Chicago. Flights usually cover this in 3h 54m, depending on flying conditions and air traffic around both airports.

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

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

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

  • What documentation or ID do you need to fly to Brainerd Crow Wing County Airport?

    The travel and health documents you'll need for your trip to Brainerd Crow Wing County Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Brainerd Crow Wing County Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Brainerd?

Book flights to Brainerd if you plan to visit one of these locations
Baxter

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Brainerd?

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 Brainerd from Chicago.

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

Flights from Chicago to Brainerd 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 Chicago to Brainerd?

Once all potential Chicago to Brainerd 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 Chicago to Brainerd right now. Can momondo alert me if prices change?

Price alerts on flights to Brainerd from Chicago 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.

An easier way to manage your Brainerd trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 8/23
Sat 8/30
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States