What’s the cost of a flight from Chicago to Brainerd?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Brainerd.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Are there multiple airports in Chicago and Brainerd?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

• Airports in Chicago: 3 airports are active in Chicago - Midway, O'Hare, Rockford.
• Airports in Brainerd: Brainerd - Crow Wing is the only airport currently running.

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

Customize your flight from Chicago to Brainerd

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from the best airlines and travel agencies.

Other popular destinations

Thinking about United States? You might also consider: Las Vegas, Los Angeles, Miami, New York City, Orlando.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.