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Cheap flights from Brainerd to Chicago from $272

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Brainerd to Chicago departing on 6/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Find the cheapest flights from Brainerd to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:55 am - 4:48 pm
BRD
-
ORD
5h 53m
1 stop
Delta Logo
5:20 pm - 8:45 pm
ORD
-
BRD
3h 25m
1 stop
$352Delta
Sat, Oct 3 - Mon, Oct 5
Delta Logo
6:45 am - 12:39 pm
BRD
-
ORD
5h 54m
2 stops
Delta Logo
5:20 pm - 8:45 pm
ORD
-
BRD
3h 25m
1 stop
$362Delta
Sat, Oct 3 - Mon, Oct 5
Delta Logo
10:55 am - 2:57 pm
BRD
-
ORD
4h 02m
1 stop
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$372Delta
Sat, May 30 - Mon, Jun 1
Delta Logo
6:45 am - 12:56 pm
BRD
-
ORD
6h 11m
2 stops
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$382Delta
Sat, May 30 - Mon, Jun 1
Delta Logo
6:45 am - 11:47 am
BRD
-
ORD
5h 02m
1 stop
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$402Delta
Wed, May 20 - Mon, May 25
Delta Logo
6:45 am - 1:01 pm
BRD
-
ORD
6h 16m
2 stops
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$442Delta
Wed, May 20 - Sun, May 24
Delta Logo
6:45 am - 11:47 am
BRD
-
ORD
5h 02m
1 stop
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$468Delta
Wed, May 20 - Sun, May 24
Delta Logo
6:45 am - 12:56 pm
BRD
-
ORD
6h 11m
2 stops
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$478Delta
Sat, May 30 - Mon, Jun 1
Delta Logo
10:55 am - 3:05 pm
BRD
-
ORD
4h 10m
1 stop
Delta Logo
6:30 am - 10:13 am
ORD
-
BRD
3h 43m
1 stop
$496Delta
Thu, Jun 18 - Mon, Jun 22
Delta Logo
6:45 am - 1:01 pm
BRD
-
ORD
6h 16m
2 stops
Delta Logo
6:24 am - 10:13 am
ORD
-
BRD
3h 49m
1 stop
$516Delta
Wed, May 20 - Mon, May 25

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Delta flights from Brainerd to Chicago O'Hare Intl Airport

Our best Delta deals on Brainerd to Chicago O'Hare Intl Airport flight tickets
Delta
Oct 3
BRD10:55 amBrainerd Crow Wing County
5h 53m
1 stop
ORD4:48 pmChicago O'Hare Intl
Oct 5
ORD5:20 pmChicago O'Hare Intl
3h 25m
1 stop
BRD8:45 pmBrainerd Crow Wing County
$352
Delta
Oct 3
BRD6:45 amBrainerd Crow Wing County
5h 54m
2 stops
ORD12:39 pmChicago O'Hare Intl
Oct 5
ORD5:20 pmChicago O'Hare Intl
3h 25m
1 stop
BRD8:45 pmBrainerd Crow Wing County
$362
Delta
May 30
BRD10:55 amBrainerd Crow Wing County
4h 02m
1 stop
ORD2:57 pmChicago O'Hare Intl
Jun 1
ORD6:24 amChicago O'Hare Intl
3h 49m
1 stop
BRD10:13 amBrainerd Crow Wing County
$372

momondo Fare Finder

 
Customize your flight search to find flights from Brainerd to Chicago O'Hare Intl Airport 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 May 7, 2026.
Use the filters below to find and compare flights from Brainerd to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 10/3

10:55 am-4:48 pm

1 stop5h 53m

Chicago O'Hare Intl

Mon 10/5

5:20 pm-8:45 pm

1 stop3h 25m

$352

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 10/3

6:45 am-12:39 pm

2 stops5h 54m

Chicago O'Hare Intl

Mon 10/5

5:20 pm-8:45 pm

1 stop3h 25m

$362
Quickest round-trip

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 5/30

10:55 am-2:57 pm

1 stop4h 02m

Chicago O'Hare Intl

Mon 6/1

6:24 am-10:13 am

1 stop3h 49m

$372

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 5/30

6:45 am-12:56 pm

2 stops6h 11m

Chicago O'Hare Intl

Mon 6/1

6:24 am-10:13 am

1 stop3h 49m

$382

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 5/20

6:45 am-11:47 am

1 stop5h 02m

Chicago O'Hare Intl

Mon 5/25

6:24 am-10:13 am

1 stop3h 49m

$402

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 5/20

6:45 am-1:01 pm

2 stops6h 16m

Chicago O'Hare Intl

Sun 5/24

6:24 am-10:13 am

1 stop3h 49m

$442

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 5/20

6:45 am-11:47 am

1 stop5h 02m

Chicago O'Hare Intl

Sun 5/24

6:24 am-10:13 am

1 stop3h 49m

$468

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 5/30

6:45 am-12:56 pm

2 stops6h 11m

Chicago O'Hare Intl

Mon 6/1

6:24 am-10:13 am

1 stop3h 49m

$478

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Thu 6/18

10:55 am-3:05 pm

1 stop4h 10m

Chicago O'Hare Intl

Mon 6/22

6:30 am-10:13 am

1 stop3h 43m

$496

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Wed 5/20

6:45 am-1:01 pm

2 stops6h 16m

Chicago O'Hare Intl

Mon 5/25

6:24 am-10:13 am

1 stop3h 49m

$516

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Brainerd to Chicago O'Hare Intl Airport

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 airline that flies from Brainerd Crow Wing County to Chicago O'Hare Intl?

Delta is the most popular carrier operating from Brainerd Crow Wing County to Chicago O'Hare Intl

When to book flights from Brainerd to Chicago O'Hare Intl Airport

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

Cheap Brainerd to Chicago O'Hare Intl Airport (BRD to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Brainerd to Chicago O'Hare Intl Airport

Fastest flight time

4h 02m

Direct flights

None
The fastest flight from Brainerd to Chicago O'Hare Intl Airport takes 4h 02m
There are no direct flights from Brainerd to Chicago O'Hare Intl Airport. There are no popular flight routes from Brainerd to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Brainerd to Chicago O'Hare Intl Airport

  • How far is Brainerd Crow Wing County to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 434.1 mi away from Brainerd Crow Wing County. Flights usually cover this in 4h 02m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Brainerd Crow Wing County Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Brainerd Crow Wing County Airport to Chicago O'Hare Intl Airport are updated daily.

  • How old do you have to be to fly from Brainerd Crow Wing County Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Brainerd Crow Wing County Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Janesville
Racine
Hammond
Tinley Park
Elgin
Evanston

Why use momondo?

Why should I use momondo to find a flight deal from Brainerd to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Brainerd to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Brainerd to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Brainerd to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Brainerd.

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

If you are not ready to book a flight from Brainerd to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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