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Brainerd

$500+ Cheap flights from Midway (MDW) 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BRD
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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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 October 27, 2025.

This Delta deal was found by Cheapflights users on 10/25. 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.
Fri 11/71:48 pmMDW - BRD
1 stop3h 54mDelta
Sun 11/910:55 amBRD - MDW
2 stops7h 13mDelta
Deal found 10/25$658
This Delta deal was found by Cheapflights users on 10/26. 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.
Mon 11/101:47 pmMDW - BRD
1 stop3h 56mDelta
Fri 11/1410:55 amBRD - MDW
2 stops7h 13mDelta
Deal found 10/26$919

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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$432
(Delta)
Provider with most accurate pricing for Chicago Midway-Brainerd Crow Wing County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Brainerd Crow Wing County flights.
Search Deals
From Chicago Midway to Brainerd Crow Wing County
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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 October 27, 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

Fri 11/7

1:48 pm-5:42 pm

1 stop3h 54m

Brainerd Crow Wing County

Sun 11/9

10:55 am-6:08 pm

2 stops7h 13m

$658

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Mon 11/10

1:47 pm-5:43 pm

1 stop3h 56m

Brainerd Crow Wing County

Fri 11/14

10:55 am-6:08 pm

2 stops7h 13m

$919

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Thu 11/6

1:48 pm-5:42 pm

1 stop3h 54m

$500

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Compare providers for flights from Midway 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 Midway to Brainerd in October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice 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 Midway Airport-Brainerd flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Brainerd flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Brainerd flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 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 54m. 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

Traveling to a place near Brainerd?

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Baxter

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