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Brainerd

$365+ Cheap flights from Midway (MDW) to Brainerd (BRD)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BRD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to Brainerd

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 September 11, 2025.

Round-trip from

$365
(Delta)
From Chicago Midway to Brainerd Crow Wing County
Search Deals

Find flight deals from Midway to Brainerd

Cheapest flights from Midway to Brainerd
Explore the most affordable flight options available from Midway to Brainerd. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 9/271:43 pmMDW - BRD
1 stop3h 57mDelta
Tue 9/306:15 pmBRD - MDW
1 stop14h 38mDelta
Deal found 9/10$365
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 9/241:43 pmMDW - BRD
1 stop3h 57mDelta
Sat 10/410:58 amBRD - MDW
1 stop6h 37mDelta
Deal found 9/10$371
This Delta deal was found by Cheapflights users on 9/10. 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 9/271:43 pmMDW - BRD
1 stop3h 57mDelta
Wed 10/16:15 pmBRD - MDW
1 stop14h 38mDelta
Deal found 9/10$379
This Delta deal was found by Cheapflights users on 9/10. 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 9/291:43 pmMDW - BRD
1 stop3h 57mDelta
Sat 10/410:58 amBRD - MDW
1 stop21h 55mDelta
Deal found 9/10$381
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 9/241:43 pmMDW - BRD
1 stop3h 57mDelta
Wed 10/16:15 pmBRD - MDW
1 stop23h 20mDelta
Deal found 9/10$385
This Delta deal was found by Cheapflights users on 9/10. 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 9/291:43 pmMDW - BRD
1 stop3h 57mDelta
Fri 10/310:55 amBRD - MDW
1 stop26h 08mDelta
Deal found 9/10$386
This Delta deal was found by Cheapflights users on 9/10. 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 9/221:43 pmMDW - BRD
1 stop3h 57mDelta
Wed 10/16:15 pmBRD - MDW
1 stop14h 38mDelta
Deal found 9/10$389
This Delta deal was found by Cheapflights users on 9/10. 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 9/291:43 pmMDW - BRD
1 stop3h 57mDelta
Mon 10/66:20 pmBRD - MDW
2 stops24h 05mDelta
Deal found 9/10$417
This Delta deal was found by Cheapflights users on 9/10. 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 9/259:20 amMDW - BRD
1 stop24h 53mDelta
Sat 10/410:58 amBRD - MDW
1 stop6h 37mDelta
Deal found 9/10$419
This Delta deal was found by Cheapflights users on 9/10. 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 9/279:35 amMDW - BRD
2 stops8h 05mDelta
Mon 10/66:20 pmBRD - MDW
2 stops14h 20mDelta
Deal found 9/10$422
This Delta deal was found by Cheapflights users on 9/10. 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 9/271:43 pmMDW - BRD
1 stop3h 57mDelta
Sun 10/56:15 pmBRD - MDW
2 stops24h 10mDelta
Deal found 9/10$431

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Brainerd that are best for you.

Fly from

Midway

Fly to

Brainerd

Route

Depart

Return

Price

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 9/27

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Tue 9/30

6:15 pm-8:53 am

1 stop14h 38m

$365

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/29

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Mon 10/6

6:20 pm-8:55 am

1 stop14h 35m

$365

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Wed 9/24

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Mon 10/6

6:20 pm-8:55 am

1 stop14h 35m

$371

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/22

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Sat 10/4

10:58 am-5:35 pm

1 stop6h 37m

$375

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/22

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Fri 10/3

6:15 pm-8:53 am

1 stop14h 38m

$375

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/22

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Tue 9/30

6:15 pm-5:35 pm

1 stop23h 20m

$375

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 9/27

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Wed 10/1

6:15 pm-8:53 am

1 stop14h 38m

$379

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/29

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Sat 10/4

10:58 am-8:53 am

1 stop21h 55m

$381

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Wed 9/24

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Wed 10/1

6:15 pm-5:35 pm

1 stop23h 20m

$385

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 9/22

1:43 pm-5:40 pm

1 stop3h 57m

Brainerd Crow Wing County

Wed 10/1

6:15 pm-8:53 am

1 stop14h 38m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 11 results
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Best time to book a flight from Midway to Brainerd

Have a flexible travel schedule? Discover the best time to fly to Brainerd from Midway 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.

Related info for your journey

Find useful and relevant information for your journey from Midway 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 Midway?

    Brainerd Crow Wing County (BRD), located 4.1 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to Brainerd. 0 airlines have flights to Crow Wing County from Chicago Midway on a regular basis. Booking flights from Chicago Midway to Brainerd Crow Wing County should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

  • How long is the flight from Chicago Midway Airport to Brainerd?

    Delta can get you from Chicago Midway Airport to Brainerd in just under 3h 57m. Your travel time can differ by up to . Chicago Midway Airport and Brainerd are separated by a distance of 449 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway 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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