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Brainerd

$246+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BRD
Jun 27 — Jul 41
Sat 6/27
Sat 7/4
1 adult, Economy
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Cheap 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 May 28, 2026.

This Delta deal was found by Cheapflights users on 5/27. 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.
Thu 11/56:00 am
ORD
-
BRD
1 stop4h 00m
Delta
Sun 11/810:55 am
BRD
-
ORD
1 stop4h 02m
Delta
Deal found 5/27$352
This Delta deal was found by Cheapflights users on 5/26. 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.
Sat 6/276:30 am
ORD
-
BRD
1 stop3h 43m
Delta
Sat 7/410:55 am
BRD
-
ORD
1 stop4h 10m
Delta
Deal found 5/26$498
This Delta deal was found by Cheapflights users on 5/25. 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 6/912:27 pm
ORD
-
BRD
1 stop6h 29m
Delta
Sat 6/1310:55 am
BRD
-
ORD
1 stop6h 32m
Delta
Deal found 5/25$502
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 6/256:30 am
ORD
-
BRD
1 stop3h 43m
Delta
Mon 6/296:45 am
BRD
-
ORD
2 stops6h 19m
Delta
Deal found 5/24$608
This Delta deal was found by Cheapflights users on 5/25. 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.
Sat 7/1812:46 pm
ORD
-
BRD
1 stop6h 09m
Delta
Wed 7/226:45 am
BRD
-
ORD
1 stop4h 47m
Delta
Deal found 5/25$668
This Delta deal was found by Cheapflights users on 5/26. 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.
Thu 11/51:00 pm
MDW
-
BRD
2 stops7h 45m
Delta
Sun 11/86:45 am
BRD
-
MDW
1 stop5h 06m
Delta
Deal found 5/26$739
This Delta deal was found by Cheapflights users on 5/24. 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.
Sun 9/136:00 am
ORD
-
BRD
1 stop4h 00m
Delta
Wed 9/166:45 am
BRD
-
ORD
1 stop5h 04m
Delta
Deal found 5/24$762
This Delta deal was found by Cheapflights users on 5/25. 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 6/91:49 pm
MDW
-
BRD
1 stop5h 07m
Delta
Sat 6/136:45 am
BRD
-
MDW
1 stop6h 24m
Delta
Deal found 5/25$769

Find 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 May 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$352
(Delta)

One-way from

$246
(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

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 May 28, 2026.
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

Cheapest round-trip

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Thu 11/5

6:00 am-10:00 am

1 stop4h 00m

Brainerd Crow Wing County

Sun 11/8

10:55 am-2:57 pm

1 stop4h 02m

$352
Quickest round-trip

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Sat 6/27

6:30 am-10:13 am

1 stop3h 43m

Brainerd Crow Wing County

Sat 7/4

10:55 am-3:05 pm

1 stop4h 10m

$498

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Thu 6/25

6:30 am-10:13 am

1 stop3h 43m

Brainerd Crow Wing County

Mon 6/29

6:45 am-1:04 pm

2 stops6h 19m

$608

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Sat 7/18

12:46 pm-6:55 pm

1 stop6h 09m

Brainerd Crow Wing County

Wed 7/22

6:45 am-11:32 am

1 stop4h 47m

$668

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Thu 11/5

1:00 pm-8:45 pm

2 stops7h 45m

Brainerd Crow Wing County

Sun 11/8

6:45 am-11:51 am

1 stop5h 06m

$739

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Sun 9/13

6:00 am-10:00 am

1 stop4h 00m

Brainerd Crow Wing County

Wed 9/16

6:45 am-11:49 am

1 stop5h 04m

$762

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Tue 6/9

1:49 pm-6:56 pm

1 stop5h 07m

Brainerd Crow Wing County

Sat 6/13

6:45 am-1:09 pm

1 stop6h 24m

$769
Cheapest one-way

ChicagoBrainerd

ORD - BRD

ORDBRD

Chicago O'Hare Intl

Wed 7/1

8:36 am-10:13 am

1 stop25h 37m

$246

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Tue 7/7

1:49 pm-6:55 pm

1 stop5h 06m

$268

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Fri 8/21

1:51 pm-6:56 pm

1 stop5h 05m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

Showing 1-10 of 14 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Chicago-Brainerd flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Brainerd flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

How often are flights from Chicago to Brainerd delayed?

About 100% of weekly flights between Chicago and Brainerd have experienced delays in the past year, with the average delay time being 75 minutes.

What is the most punctual flight time for Chicago to Brainerd flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Monday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

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 4h. 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

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