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Find cheap one-way flights from Brainerd to Chicago starting at €337.

For as little as €337, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Brainerd below.

  • Round-trip
      • BRD18:20
        3h 38m
        1 stop
        ORD21:58
        Wed, Jan 15|Brainerd - Chicago|Delta Air Lines
        ORD12:15
        5h 30m
        1 stop
        BRD17:45
        Tue, Jan 21|Chicago - Brainerd|Delta Air Lines
        €337€542
        38% OFF
        38% OFF
        €542€337

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Wed, Jan 15-Tue, Jan 21, arriving at O'Hare International Airport.One-way Prices start from €337 including taxes and charges.

      • BRD10:45
        9h 34m
        1 stop
        ORD20:19
        Thu, Jan 16|Brainerd - Chicago|Delta Air Lines
        ORD07:10
        10h 35m
        1 stop
        BRD17:45
        Wed, Jan 22|Chicago - Brainerd|United Airlines
        €338€542
        38% OFF
        38% OFF
        €542€338

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Thu, Jan 16-Wed, Jan 22, arriving at O'Hare International Airport.One-way Prices start from €338 including taxes and charges.

      • BRD18:20
        15h 19m
        1 stop
        MDW09:39
        Sun, Jan 12|Brainerd - Chicago|Delta Air Lines
        ORD18:59
        15h 8m
        1 stop
        BRD10:07
        Sat, Jan 18|Chicago - Brainerd|Delta Air Lines
        €339€542
        38% OFF
        38% OFF
        €542€339

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Sun, Jan 12-Sat, Jan 18, arriving at Midway International Airport.One-way Prices start from €339 including taxes and charges.

      • BRD10:55
        6h 49m
        1 stop
        MDW17:44
        Thu, Dec 19|Brainerd - Chicago|Delta Air Lines
        ORD16:50
        17h 18m
        1 stop
        BRD10:08
        Wed, Dec 25|Chicago - Brainerd|Delta Air Lines
        €352
        €352

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Thu, Dec 19-Wed, Dec 25, arriving at Midway International Airport.One-way Prices start from €352 including taxes and charges.

      • BRD18:20
        3h 38m
        1 stop
        ORD21:58
        Sat, Jan 11|Brainerd - Chicago|Delta Air Lines
        MDW13:26
        4h 19m
        1 stop
        BRD17:45
        Fri, Jan 17|Chicago - Brainerd|Delta Air Lines
        €352
        €352

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Sat, Jan 11-Fri, Jan 17, arriving at O'Hare International Airport.One-way Prices start from €352 including taxes and charges.

      • BRD18:20
        4h 32m
        1 stop
        ORD22:52
        Sat, Jan 4|Brainerd - Chicago|Delta Air Lines
        MDW13:26
        4h 19m
        1 stop
        BRD17:45
        Fri, Jan 10|Chicago - Brainerd|Delta Air Lines
        €361
        €361

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Sat, Jan 4-Fri, Jan 10, arriving at O'Hare International Airport.One-way Prices start from €361 including taxes and charges.

      • BRD18:20
        3h 38m
        1 stop
        ORD21:58
        Tue, Jan 14|Brainerd - Chicago|Delta Air Lines
        MDW13:26
        4h 19m
        1 stop
        BRD17:45
        Mon, Jan 20|Chicago - Brainerd|Delta Air Lines
        €369
        €369

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Tue, Jan 14-Mon, Jan 20, arriving at O'Hare International Airport.One-way Prices start from €369 including taxes and charges.

      • BRD11:10
        5h 59m
        1 stop
        ORD17:09
        Tue, Dec 31|Brainerd - Chicago|Delta Air Lines
        ORD12:35
        5h 10m
        1 stop
        BRD17:45
        Fri, Jan 3|Chicago - Brainerd|Delta Air Lines
        €370
        €370

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Tue, Dec 31-Fri, Jan 3, arriving at O'Hare International Airport.One-way Prices start from €370 including taxes and charges.

      • BRD10:55
        11h 57m
        1 stop
        ORD22:52
        Wed, Dec 25|Brainerd - Chicago|Delta Air Lines
        MDW11:48
        26h 17m
        1 stop
        BRD14:05
        Tue, Dec 31|Chicago - Brainerd|Delta Air Lines
        €399
        €399

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Wed, Dec 25-Tue, Dec 31, arriving at O'Hare International Airport.One-way Prices start from €399 including taxes and charges.

      • BRD18:20
        15h 4m
        1 stop
        ORD09:24
        Thu, Jan 2|Brainerd - Chicago|Delta Air Lines
        MDW10:19
        23h 48m
        1 stop
        BRD10:07
        Wed, Jan 8|Chicago - Brainerd|Delta Air Lines
        €413
        €413

        Choose Delta Air Lines flights from Brainerd to Chicago.The one-way connecting flight with Delta Air Lines departs from Brainerd Lakes Regional Airport on Thu, Jan 2-Wed, Jan 8, arriving at O'Hare International Airport.One-way Prices start from €413 including taxes and charges.

      • BRD01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Thu, Dec 26|Brainerd - Chicago|Delta Air Lines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to book flights from Brainerd to Chicago?

Explore the best time to buy affordable tickets to Chicago with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Find cheap flights from Brainerd to Chicago by different airports

Did you know that you can save money and time on an alternative route from Brainerd to Chicago? Check out some of the different available routes below.

  • Cheapest
    Delta Air Lines
    BRD
    18:20
    3h 38m
    2 transfer
    ORD
    21:58
    Brainerd Lakes Regional Airport - O'Hare International Airport
    Wed, Jan 15Delta Air Lines
    €337
  • Delta Air Lines
    BRD
    18:20
    15h 19m
    2 transfer
    MDW
    09:39
    Brainerd Lakes Regional Airport - Midway International Airport
    Sun, Jan 12Delta Air Lines
    €339
  • Delta Air Lines
    BRD
    18:20
    15h 19m
    2 transfer
    MDW
    09:39
    Brainerd Lakes Regional Airport - Midway International Airport
    Sun, Jan 12Delta Air Lines
    €339
    Find More Flights

Frequently Asked Questions

  • When are flight tickets from Brainerd (BRD) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Brainerd to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Brainerd (BRD) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around €368.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

How to find a cheap flight from Brainerd to Chicago

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Brainerd to Chicago Flight Information

Off-season for travelNovember
Peak season for travelDecember
Flight distance721.92 km
Popular airlineDelta Air Lines

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