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Cheap flights from Brainerd to Chicago from $283

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 9/4. 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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0 bags

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Find the cheapest flights from Brainerd to Chicago

Cheap round-trip flights

Delta Logo
10:58 am - 3:13 pmBRD-ORD
4h 15m1 stop
Delta Logo
6:15 am - 10:13 amORD-BRD
3h 58m1 stop
$292Delta
Find Deal
Sat, Sep 27 - Sun, Sep 28
Delta Logo
10:58 am - 4:20 pmBRD-ORD
5h 22m2 stops
Delta Logo
8:55 am - 5:42 pmORD-BRD
8h 47m2 stops
$327Delta
Find Deal
Sat, Oct 4 - Tue, Oct 7
Delta Logo
6:13 pm - 9:35 pmBRD-ORD
3h 22m1 stop
Delta Logo
6:10 am - 10:29 amORD-BRD
4h 19m1 stop
$352Delta
Find Deal
Tue, Sep 2 - Sat, Sep 6
Delta Logo
6:13 pm - 9:35 pmBRD-ORD
3h 22m1 stop
Delta Logo
7:15 am - 5:37 pmORD-BRD
10h 22m2 stops
$362Delta
Find Deal
Tue, Sep 2 - Sat, Sep 6
Delta Logo
11:10 am - 5:04 pmBRD-ORD
5h 54m1 stop
Delta Logo
6:10 am - 10:29 amORD-BRD
4h 19m1 stop
$392Delta
Find Deal
Sat, Aug 30 - Mon, Sep 1
Delta Logo
11:10 am - 8:23 pmBRD-ORD
9h 13m2 stops
Delta Logo
6:10 am - 10:29 amORD-BRD
4h 19m1 stop
$402Delta
Find Deal
Sat, Aug 30 - Mon, Sep 1
Delta Logo
6:15 pm - 9:21 pmBRD-ORD
3h 06m1 stop
Delta Logo
6:15 am - 10:13 amORD-BRD
3h 58m1 stop
$412Delta
Find Deal
Fri, Sep 26 - Sun, Sep 28
Delta Logo
10:55 am - 4:50 pmBRD-ORD
5h 55m1 stop
Delta Logo
8:55 am - 5:42 pmORD-BRD
8h 47m2 stops
$422Delta
Find Deal
Sat, Oct 25 - Tue, Oct 28
Delta Logo
10:55 am - 3:01 pmBRD-ORD
4h 06m1 stop
Delta Logo
6:15 am - 10:13 amORD-BRD
3h 58m1 stop
$464Delta
Find Deal
Thu, Sep 11 - Sun, Sep 14
Delta Logo
11:10 am - 5:04 pmBRD-ORD
5h 54m1 stop
Delta Logo
6:10 am - 10:29 amORD-BRD
4h 19m1 stop
$472Delta
Find Deal
Sat, Aug 30 - Mon, Sep 1

Delta flights from Brainerd to Chicago

Our best Delta deals on Brainerd to Chicago flight tickets
Delta
Sep 27
BRD10:58 amBrainerd Crow Wing County
4h 15m
1 stop
ORD3:13 pmChicago O'Hare Intl
Sep 28
ORD6:15 amChicago O'Hare Intl
3h 58m
1 stop
BRD10:13 amBrainerd Crow Wing County
$292
Find similar
Delta
Oct 4
BRD10:58 amBrainerd Crow Wing County
5h 22m
2 stops
ORD4:20 pmChicago O'Hare Intl
Oct 7
ORD8:55 amChicago O'Hare Intl
8h 47m
2 stops
BRD5:42 pmBrainerd Crow Wing County
$327
Find similar
Delta
Sep 2
BRD6:13 pmBrainerd Crow Wing County
3h 22m
1 stop
ORD9:35 pmChicago O'Hare Intl
Sep 6
ORD6:10 amChicago O'Hare Intl
4h 19m
1 stop
BRD10:29 amBrainerd Crow Wing County
$352
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Brainerd to Chicago 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 20, 2025.
Use the filters below to find and compare flights from Brainerd to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 9/27

10:58 am-3:13 pm

1 stop4h 15m

Chicago O'Hare Intl

Sun 9/28

6:15 am-10:13 am

1 stop3h 58m

$292

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 10/4

10:58 am-4:20 pm

2 stops5h 22m

Chicago O'Hare Intl

Tue 10/7

8:55 am-5:42 pm

2 stops8h 47m

$327

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Tue 9/2

6:13 pm-9:35 pm

1 stop3h 22m

Chicago O'Hare Intl

Sat 9/6

6:10 am-10:29 am

1 stop4h 19m

$352

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Tue 9/2

6:13 pm-9:35 pm

1 stop3h 22m

Chicago O'Hare Intl

Sat 9/6

7:15 am-5:37 pm

2 stops10h 22m

$362

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 8/30

11:10 am-5:04 pm

1 stop5h 54m

Chicago O'Hare Intl

Mon 9/1

6:10 am-10:29 am

1 stop4h 19m

$392

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 8/30

11:10 am-8:23 pm

2 stops9h 13m

Chicago O'Hare Intl

Mon 9/1

6:10 am-10:29 am

1 stop4h 19m

$402

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Fri 9/26

6:15 pm-9:21 pm

1 stop3h 06m

Chicago O'Hare Intl

Sun 9/28

6:15 am-10:13 am

1 stop3h 58m

$412

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 10/25

10:55 am-4:50 pm

1 stop5h 55m

Chicago O'Hare Intl

Tue 10/28

8:55 am-5:42 pm

2 stops8h 47m

$422

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Thu 9/11

10:55 am-3:01 pm

1 stop4h 06m

Chicago O'Hare Intl

Sun 9/14

6:15 am-10:13 am

1 stop3h 58m

$464

BrainerdChicago

BRD - ORD

BRDORD

Brainerd Crow Wing County

Sat 8/30

11:10 am-5:04 pm

1 stop5h 54m

Chicago O'Hare Intl

Mon 9/1

6:10 am-10:29 am

1 stop4h 19m

$472

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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

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?

Delta is the most popular carrier operating from Brainerd Crow Wing County to Chicago

When to book flights from Brainerd to Chicago

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

Cheap Brainerd to Chicago (BRD to CHI) flight deals and tips

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

Direct flights

None
There are no direct flights from Brainerd to Chicago. There are no popular flight routes from Brainerd to Chicago.
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  • How far is Brainerd Crow Wing County to Chicago by plane?

    Chicago is 449.1 mi away from Brainerd Crow Wing County. A reasonable flight in good conditions will take 3h 06m.

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

    Prices for flights from Brainerd Crow Wing County Airport to Chicago refresh daily.

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

    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 Brainerd Crow Wing County Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago 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
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

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

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?

Price alerts on flights to Chicago from Brainerd are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport