$253 Cheap Flights from Brainerd (BRD) to Chicago (ORD)

View $253 flight on Tue, Jun 23, 2026Opens in a new window

Popular airlines from Brainerd, MN (BRD-Brainerd Lakes Regional) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Brainerd to Chicago (BRD-ORD)

Prices were available within the past 7 days and start at $253 for one-way flights and $332 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Oct 28 - Sat, Nov 1
BRD
Brainerd
ORD
Chicago
$332 Roundtrip, found 2 days ago
$332
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 28 from Brainerd to Chicago, returning Sat, Nov 1, priced at $332 found 2 days ago
Delta
Fri, Feb 20 - Mon, Feb 23
BRD
Brainerd
ORD
Chicago
$333 Roundtrip, found 3 days ago
$333
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Feb 20 from Brainerd to Chicago, returning Mon, Feb 23, priced at $333 found 3 days ago
Delta
Wed, Oct 29 - Thu, Nov 6
BRD
Brainerd
ORD
Chicago
$334 Roundtrip, found 2 days ago
$334
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 29 from Brainerd to Chicago, returning Thu, Nov 6, priced at $334 found 2 days ago
Delta
Fri, Oct 31 - Thu, Nov 6
BRD
Brainerd
ORD
Chicago
$351 Roundtrip, found 2 days ago
$351
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Oct 31 from Brainerd to Chicago, returning Thu, Nov 6, priced at $351 found 2 days ago
Delta
Wed, Oct 29 - Fri, Nov 7
BRD
Brainerd
ORD
Chicago
$353 Roundtrip, found 2 days ago
$353
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 29 from Brainerd to Chicago, returning Fri, Nov 7, priced at $353 found 2 days ago
Delta
Fri, Oct 17 - Tue, Oct 28
BRD
Brainerd
ORD
Chicago
$362 Roundtrip, found 3 days ago
$362
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 17 from Brainerd to Chicago, returning Tue, Oct 28, priced at $362 found 3 days ago
Delta
Fri, Feb 20 - Mon, Feb 23
BRD
Brainerd
ORD
Chicago
$363 Roundtrip, found 3 days ago
$363
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Feb 20 from Brainerd to Chicago, returning Mon, Feb 23, priced at $363 found 3 days ago
Delta
Wed, Oct 22 - Sat, Oct 25
BRD
Brainerd
ORD
Chicago
$364 Roundtrip, found 6 days ago
$364
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 22 from Brainerd to Chicago, returning Sat, Oct 25, priced at $364 found 6 days ago
Delta
Fri, Oct 31 - Fri, Nov 7
BRD
Brainerd
ORD
Chicago
$370 Roundtrip, found 2 days ago
$370
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Oct 31 from Brainerd to Chicago, returning Fri, Nov 7, priced at $370 found 2 days ago
Delta
Sat, Oct 18 - Thu, Oct 23
BRD
Brainerd
ORD
Chicago
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 18 from Brainerd to Chicago, returning Thu, Oct 23, priced at $372 found 1 day ago
Delta
Mon, Nov 3 - Thu, Nov 6
BRD
Brainerd
ORD
Chicago
$376 Roundtrip, found 2 days ago
$376
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 3 from Brainerd to Chicago, returning Thu, Nov 6, priced at $376 found 2 days ago
Delta
Wed, Oct 29 - Sun, Nov 2
BRD
Brainerd
ORD
Chicago
$383 Roundtrip, found 2 days ago
$383
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 29 from Brainerd to Chicago, returning Sun, Nov 2, priced at $383 found 2 days ago
Delta
Fri, Oct 31 - Sun, Nov 2
BRD
Brainerd
ORD
Chicago
$400 Roundtrip, found 2 days ago
$400
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, Oct 31 from Brainerd to Chicago, returning Sun, Nov 2, priced at $400 found 2 days ago
Delta
Fri, Feb 20 - Mon, Feb 23
BRD
Brainerd
ORD
Chicago
$402 Roundtrip, found 3 days ago
$402
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Feb 20 from Brainerd to Chicago, returning Mon, Feb 23, priced at $402 found 3 days ago
Delta
Thu, Oct 16 - Wed, Oct 22
BRD
Brainerd
ORD
Chicago
$417 Roundtrip, found 6 days ago
$417
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Oct 16 from Brainerd to Chicago, returning Wed, Oct 22, priced at $417 found 6 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $336
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $336

Frequently asked questions

How much does a flight from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD) cost?
Snag a cheap one-way flight from $253 or cheap return flight from $332 from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD)?
Flying in October may help you find better deals, as it's the cheapest month for flights between BRD and ORD. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD)?
Use the filters on Expedia to compare airlines and find the most affordable carrier that'll fly you from BRD to ORD. Then, sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD)?
You'll have to take a flight with a layover if you're traveling from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from BRD to ORD?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on a number of factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) without delays, pick a flight that leaves Brainerd Lakes Regional Airport (BRD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from BRD to ORD are typically more expensive. For the lowest rates, start searching for flights well ahead of time. That being said, if your travel plans are flexible, you may find a cheap ticket just before your departure.
Is it cheaper to book a BRD to ORD flight and hotel package?
Opting for a BRD to ORD flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Pick from our wide range of hotels and then add car rentals, flights and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Brainerd Lakes Regional Airport (BRD) to O'Hare Intl. Airport (ORD)?
If you booked your BRD to ORD flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal for more information.

Travel information

Travel information

Origin airport
Brainerd Lakes Regional
Destination airport
O'Hare Intl.
Airlines serving
Delta
Roundtrip price
$331
Distance
433 mi

Book with confidence

Book with confidence

Brainerd to Chicago Flights

The cheapest times to fly from Brainerd to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Brainerd to Chicago are during the month of October. You can find some of the cheapest flights from Brainerd to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Brainerd to Chicago

Sunday is one of the best days to book for cheap flights from Brainerd to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Brainerd to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Brainerd to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $253 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Brainerd to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Brainerd to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Brainerd to Chicago Flights

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