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Cheap flights from Chicago Midway Airport to Brainerd from $407

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 Midway Airport to Brainerd departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Brainerd

Cheap round-trip flights

Delta Logo
12:15 pm - 5:37 pmMDW-BRD
5h 22m1 stop
Delta Logo
6:12 pm - 5:37 pmBRD-MDW
23h 25m1 stop
$407Delta
Find Deal
Sun, Aug 31 - Mon, Sep 8
Delta Logo
7:17 pm - 5:37 pmMDW-BRD
22h 20m1 stop
Delta Logo
6:12 pm - 5:37 pmBRD-MDW
23h 25m1 stop
$418Delta
Find Deal
Sat, Aug 30 - Mon, Sep 8
Delta Logo
12:15 pm - 5:37 pmMDW-BRD
5h 22m1 stop
Delta Logo
11:10 am - 12:28 pmBRD-MDW
25h 18m2 stops
$438Delta
Find Deal
Sun, Aug 31 - Fri, Sep 5
Delta Logo
12:15 pm - 5:37 pmMDW-BRD
5h 22m1 stop
Delta Logo
11:10 am - 5:37 pmBRD-MDW
6h 27m1 stop
$442Delta
Find Deal
Sun, Aug 31 - Sat, Sep 6
Delta Logo
7:17 pm - 5:37 pmMDW-BRD
22h 20m1 stop
Delta Logo
11:10 am - 5:37 pmBRD-MDW
6h 27m1 stop
$453Delta
Find Deal
Sat, Aug 30 - Sat, Sep 6
Delta Logo
12:15 pm - 5:37 pmMDW-BRD
5h 22m1 stop
Delta Logo
6:12 pm - 12:28 pmBRD-MDW
18h 16m2 stops
$456Delta
Find Deal
Sun, Aug 31 - Mon, Sep 8
Delta Logo
9:15 am - 10:29 amMDW-BRD
25h 14m1 stop
Delta Logo
6:12 pm - 5:37 pmBRD-MDW
23h 25m1 stop
$466Delta
Find Deal
Thu, Aug 28 - Mon, Sep 8
Delta Logo
7:17 pm - 5:37 pmMDW-BRD
22h 20m1 stop
Delta Logo
6:12 pm - 12:28 pmBRD-MDW
18h 16m2 stops
$467Delta
Find Deal
Sat, Aug 30 - Mon, Sep 8
Delta Logo
7:17 pm - 5:37 pmMDW-BRD
22h 20m1 stop
Delta Logo
11:10 am - 12:28 pmBRD-MDW
25h 18m2 stops
$470Delta
Find Deal
Sat, Aug 30 - Fri, Sep 5
Delta Logo
9:30 am - 10:29 amMDW-BRD
24h 59m2 stops
Delta Logo
6:12 pm - 5:37 pmBRD-MDW
23h 25m1 stop
$476Delta
Find Deal
Thu, Aug 28 - Mon, Sep 8

Delta flights from Chicago Midway Airport to Brainerd

Our best Delta deals on Chicago Midway Airport to Brainerd flight tickets
Delta
Aug 31
MDW12:15 pmChicago Midway
5h 22m
1 stop
BRD5:37 pmBrainerd Crow Wing County
Sep 8
BRD6:12 pmBrainerd Crow Wing County
23h 25m
1 stop
MDW5:37 pmChicago Midway
$407
Find similar
Delta
Aug 30
MDW7:17 pmChicago Midway
22h 20m
1 stop
BRD5:37 pmBrainerd Crow Wing County
Sep 8
BRD6:12 pmBrainerd Crow Wing County
23h 25m
1 stop
MDW5:37 pmChicago Midway
$418
Find similar
Delta
Aug 31
MDW12:15 pmChicago Midway
5h 22m
1 stop
BRD5:37 pmBrainerd Crow Wing County
Sep 5
BRD11:10 amBrainerd Crow Wing County
25h 18m
2 stops
MDW12:28 pmChicago Midway
$438
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 6, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Brainerd that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sun 8/31

12:15 pm-5:37 pm

1 stop5h 22m

Brainerd Crow Wing County

Mon 9/8

6:12 pm-5:37 pm

1 stop23h 25m

$407

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 8/30

7:17 pm-5:37 pm

1 stop22h 20m

Brainerd Crow Wing County

Mon 9/8

6:12 pm-5:37 pm

1 stop23h 25m

$418

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sun 8/31

12:15 pm-5:37 pm

1 stop5h 22m

Brainerd Crow Wing County

Fri 9/5

11:10 am-12:28 pm

2 stops25h 18m

$438

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sun 8/31

12:15 pm-5:37 pm

1 stop5h 22m

Brainerd Crow Wing County

Sat 9/6

11:10 am-5:37 pm

1 stop6h 27m

$442

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 8/30

7:17 pm-5:37 pm

1 stop22h 20m

Brainerd Crow Wing County

Sat 9/6

11:10 am-5:37 pm

1 stop6h 27m

$453

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sun 8/31

12:15 pm-5:37 pm

1 stop5h 22m

Brainerd Crow Wing County

Mon 9/8

6:12 pm-12:28 pm

2 stops18h 16m

$456

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Thu 8/28

9:15 am-10:29 am

1 stop25h 14m

Brainerd Crow Wing County

Mon 9/8

6:12 pm-5:37 pm

1 stop23h 25m

$466

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 8/30

7:17 pm-5:37 pm

1 stop22h 20m

Brainerd Crow Wing County

Mon 9/8

6:12 pm-12:28 pm

2 stops18h 16m

$467

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Sat 8/30

7:17 pm-5:37 pm

1 stop22h 20m

Brainerd Crow Wing County

Fri 9/5

11:10 am-12:28 pm

2 stops25h 18m

$470

ChicagoBrainerd

MDW - BRD

MDWBRD

Chicago Midway

Thu 8/28

9:30 am-10:29 am

2 stops24h 59m

Brainerd Crow Wing County

Mon 9/8

6:12 pm-5:37 pm

1 stop23h 25m

$476

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 Midway Airport 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 Midway Airport to Brainerd

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

Cheap Chicago Midway Airport to Brainerd (MDW to BRD) flight deals and tips

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

Best Price Found

$407

Fastest flight time

3h 54m

Direct flights

None

Airports in Brainerd

1 airport
The best flight deal from Chicago Midway Airport to Brainerd found on momondo in the last 72 hours is $407
The fastest flight from Chicago Midway Airport to Brainerd takes 3h 54m
There are no direct flights from Chicago Midway Airport to Brainerd. Popular non-direct route for this connection is Chicago Midway Airport - Brainerd Crow Wing County Airport.
There is 1 airport near Brainerd: Brainerd Crow Wing County (BRD)
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  • How far is Chicago Midway to Brainerd Crow Wing County by plane?

    The distance between Chicago Midway and Brainerd Crow Wing County is about 449.3 mi. 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 Midway Airport to Brainerd Crow Wing County Airport?

    Prices for flights from Chicago Midway Airport to Brainerd Crow Wing County Airport were last updated today.

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Brainerd Crow Wing County Airport.

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

    The required travel and health documents for your Brainerd Crow Wing County Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Brainerd Crow Wing County Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Brainerd?

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

Yes. momondo enables you to select and highlight flights to Brainerd from Chicago with this policy.

How can momondo help me find flights from Chicago to Brainerd?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Brainerd.

I’m not ready to book a flight from Chicago to Brainerd right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Brainerd from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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