$262 Cheap Flights from Chicago to Brainerd
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Flights from Chicago to Brainerd
Cheap flight deals from Chicago to Brainerd Starting at $262
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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MDW 10:20 AM7h 22m1 stopsBRD 5:42 PMChicago - Brainerd | Thu, Apr 24 | Delta Air Lines
BRD 10:55 AM7h 54m1 stopsORD 6:49 PMBrainerd - Chicago | Thu, May 1 | Delta Air Lines$280 $45038% OFF38% OFF$450 $280 -
MDW 10:25 AM7h 12m1 stopsBRD 5:37 PMChicago - Brainerd | Tue, Apr 1 | Delta Air Lines
BRD 6:20 PM14h 22m1 stopsORD 8:42 AMBrainerd - Chicago | Mon, Apr 7 | Delta Air Lines$288 $45036% OFF36% OFF$450 $288
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ORD 9:40 AM8h1 stopsBRD 5:40 PMChicago - Brainerd | Thu, Apr 10 | Delta Air Lines
BRD 6:18 PM15h 22m1 stopsMDW 9:40 AMBrainerd - Chicago | Wed, Apr 16 | Delta Air Lines$288 $45036% OFF36% OFF$450 $288
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ORD 6:15 AM11h 22m1 stopsBRD 5:37 PMChicago - Brainerd | Mon, Mar 31 | Delta Air Lines
BRD 6:20 PM23h 58m1 stopsORD 6:18 PMBrainerd - Chicago | Sun, Apr 6 | Delta Air Lines$29534% OFF$450 $295
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MDW 10:36 AM23h 18m1 stopsBRD 9:54 AMChicago - Brainerd | Thu, Apr 3 | Delta Air Lines
BRD 6:20 PM15h 36m1 stopsMDW 9:56 AMBrainerd - Chicago | Wed, Apr 9 | Delta Air Lines$29634% OFF$450 $296
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MDW 10:20 AM7h 22m1 stopsBRD 5:42 PMChicago - Brainerd | Sat, Apr 19 | Delta Air Lines
BRD 10:55 AM9h 15m1 stopsORD 8:10 PMBrainerd - Chicago | Sat, Apr 26 | Delta Air Lines$30832% OFF$450 $308
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ORD 9:40 AM7h 57m1 stopsBRD 5:37 PMChicago - Brainerd | Thu, Mar 20 | Delta Air Lines
BRD 10:55 AM7h 23m1 stopsORD 6:18 PMBrainerd - Chicago | Mon, Mar 24 | Delta Air Lines$31031% OFF$450 $310
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MDW 1:16 PM20h 54m1 stopsBRD 10:10 AMChicago - Brainerd | Wed, Apr 16 | Delta Air Lines
BRD 6:18 PM14h 17m1 stopsORD 8:35 AMBrainerd - Chicago | Tue, Apr 22 | Delta Air Lines$31231% OFF$450 $312
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ORD 9:40 AM7h 57m1 stopsBRD 5:37 PMChicago - Brainerd | Tue, Mar 25 | Delta Air Lines
BRD 6:20 PM15h 25m1 stopsMDW 9:45 AMBrainerd - Chicago | Mon, Mar 31 | Delta Air Lines$31530% OFF$450 $315
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ORD 7:10 AM10h 27m1 stopsBRD 5:37 PMChicago - Brainerd | Mon, Mar 31 | United Airlines
BRD 6:20 PM15h 17m1 stopsORD 9:37 AMBrainerd - Chicago | Sun, Apr 6 | Delta Air Lines$31530% OFF$450 $315 -
CHI 1:00 PM17h 25m1 stopsBRD Invalid DateChicago - Brainerd | Fri, Mar 21 | Normal Airline
BRD 3:00 PM6hNonstopCHI 4:00 PMBrainerd - Chicago | Sun, Mar 23 | Normal AirlineFind More FlightsFind More Flights
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MDW 1:16 PM4h 21m1 stopsBRD 5:37 PMChicago - Brainerd | Wed, Mar 26 | Delta Air Lines$262 $50748% OFF48% OFF$507 $262
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ORD 12:45 PM4h 52m1 stopsBRD 5:37 PMChicago - Brainerd | Wed, Mar 26 | United Airlines$349 $50731% OFF31% OFF$507 $349
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ORD 2:17 PM3h 20m1 stopsBRD 5:37 PMChicago - Brainerd | Mon, Mar 24 | United Airlines$355 $50730% OFF30% OFF$507 $355
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CHI 1:00 PM17h 25m1 stopsBRD Invalid DateChicago - Brainerd | Fri, Mar 21 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Chicago (CHI) to Brainerd (BRD) the cheapest?
Airlines adjust prices for flights from Chicago to Brainerd 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 Chicago (CHI) to Brainerd (BRD) cost?
According to Trip.com's data, the lowest price is around $486.
How to find a cheap flight from Chicago to Brainerd
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Brainerd. Book your flights at the right time and save more.
Be flexible with your travel dates to get the cheapest Chicago to Brainerd ticket.
Tap "Date" in the flight search bar to browse the calendar and find airfare from Chicago to Brainerd for the next six months in 2025. If you're looking to fly within the next three months, the lowest fare is $262 for a one-way ticket on Wed, Mar 26.
Compare cheap Chicago to Brainerd flight deals from hundreds of airlines.
Our powerful search system compares prices from over 500 airlines. So you can find the cheapest flights from Chicago to Brainerd. The most affordable airline currently operating on this route is Delta Air Lines.
Set up a Price Alert to track fare drops.
Set up a Price Alert for your Chicago to Brainerd route to track ticket prices effortlessly—no need to check manually every day.
Don't miss out on cheap Chicago to Brainerd flight deals and promo codes.
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Book early or wait unitl the last minute to fine the best fares.
It's always better to book early! Airlines typically release their lowest fares about a year before departure, so check as soon as flights become available. If you miss that window, you may still find great deals closer to your travel date.
Search for flights on the go.
For the best booking experience on the go, download Trip.com and search for cheap flights from Chicago to Brainerd to access exclusive deals just for you.
Flight Info | Chicago to Brainerd
| Cheapest one-way flight price | $262 |
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| Off-season for travel | March |
| Peak season for travel | December |
| Flight distance | 721.92 km |
| Popular airline | Delta Air Lines |
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