HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Brainerd

$249+ Cheap flights from Chicago (CHI) to Brainerd (BRD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BRD
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Brainerd with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Brainerd

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Brainerd (BRD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$352
(Delta)

One-way from

$249
(Delta)
Provider with most accurate pricing for Chicago (CHI)-Brainerd Crow Wing County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Brainerd Crow Wing County flights.
Search Deals
From Chicago (CHI) to Brainerd Crow Wing County
Search Deals
One-way flight from Chicago (CHI) to Brainerd Crow Wing County
Search Deals

Find flight deals from Chicago to Brainerd

Cheapest flights from Chicago to Brainerd
Explore the most affordable flight options available from Chicago to Brainerd. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:55 amORD - BRD
2 stops8h 48mDelta
Sat 11/226:18 pmBRD - ORD
1 stop3h 18mDelta
Deal found 10/28$342
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amORD - BRD
1 stop4h 15mDelta
Sat 11/226:18 pmBRD - ORD
1 stop3h 18mDelta
Deal found 10/28$352
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/188:55 amORD - BRD
2 stops8h 48mDelta
Fri 11/216:18 pmBRD - ORD
1 stop22h 34mDelta
Deal found 10/28$486
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amORD - BRD
1 stop4h 15mDelta
Fri 11/2110:55 amBRD - ORD
1 stop23h 29mDelta
Deal found 10/28$496

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Chicago to Brainerd that are best for you.

Fly from

Chicago

Fly to

Brainerd

Route

Depart

Return

Price

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Tue 11/18

8:55 am-5:43 pm

2 stops8h 48m

Brainerd Crow Wing County

Sat 11/22

6:18 pm-9:36 pm

1 stop3h 18m

$342

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Mon 11/17

6:00 am-10:15 am

1 stop4h 15m

Brainerd Crow Wing County

Sat 11/22

6:18 pm-9:36 pm

1 stop3h 18m

$352

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 4/4

2:00 pm-5:45 pm

1 stop3h 45m

Brainerd Crow Wing County

Wed 4/8

6:20 pm-8:54 am

1 stop14h 34m

$432

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Tue 11/18

8:55 am-5:43 pm

2 stops8h 48m

Brainerd Crow Wing County

Fri 11/21

6:18 pm-4:52 pm

1 stop22h 34m

$486

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Mon 11/17

6:00 am-10:15 am

1 stop4h 15m

Brainerd Crow Wing County

Fri 11/21

10:55 am-11:37 am

1 stop24h 42m

$506

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Sun 3/15

6:00 am-10:00 am

1 stop4h 00m

$249

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sun 3/15

2:00 pm-5:45 pm

1 stop3h 45m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Compare providers for flights from Chicago to Brainerd

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Brainerd in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Brainerd flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Brainerd flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Brainerd flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Brainerd flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Brainerd flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Brainerd

Have a flexible travel schedule? Discover the best time to fly to Brainerd from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Brainerd
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Brainerd. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Brainerd from Chicago?

    Located just 4.1 mi from the city center, Brainerd Crow Wing County is the airport most travelers will use when flying to Brainerd from Chicago. Booking flights from Chicago to Crow Wing County (BRD) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • How long is the flight from Chicago to Brainerd?

    Airlines like Delta fly from Chicago to Brainerd in about 8h 48m. The time it takes to get you to your destination can typically vary by up to . The distance between Chicago and Brainerd is about 434 mi.

  • Can I find deals for flights from Chicago to Brainerd that include hotel bookings?

    Yes. In addition to deals on Chicago to Brainerd flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Brainerd?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Brainerd.

  • Can I find deals for business class flights from Chicago to Brainerd?

    Yes. Cheapflights offers flight deals from Chicago to Brainerd by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Brainerd?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Brainerd

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Minneapolis flights
Midway to Minneapolis flights
St. Louis to Minneapolis flights
O'Hare Intl to Fargo flights
O'Hare Intl to Sioux Falls flights
O'Hare Intl to Duluth flights
Peoria to Minneapolis flights
Midway to Sioux Falls flights
Midway to Duluth flights
Midway to Fargo flights
St. Louis to Fargo flights
St. Louis to Duluth flights
Moline to Minneapolis flights
Midway to Rochester flights
O'Hare Intl to Mason City flights
O'Hare Intl to Rochester flights
Bloomington to Minneapolis flights
St. Louis to Sioux Falls flights
Champaign to Minneapolis flights
O'Hare Intl to Bemidji flights
Bloomington to Rochester flights
O'Hare Intl to Ironwood flights
Evansville to Minneapolis flights
O'Hare Intl to Brainerd flights
Springfield to Minneapolis flights
Midway to Brainerd flights
Midway to Bemidji flights
O'Hare Intl to Hibbing flights
Evansville to Fargo flights
Dubuque to Minneapolis flights
Midway to Hibbing flights
O'Hare Intl to La Crosse flights
Moline to Sioux Falls flights
Midway to International Falls flights
St. Louis to Brainerd flights
O'Hare Intl to International Falls flights
Champaign to Fargo flights
St. Louis to International Falls flights
Midway to La Crosse flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.