What’s the cost of a flight from Chicago Midway 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.

Which airports serve Chicago and Brainerd?

When planning a trip of about 723 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Brainerd: The only active airport in Brainerd is Brainerd - Crow Wing.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Smart ways to search flights from Chicago Midway to Brainerd

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include the best airlines and travel agencies.

Other popular destinations

Flying to United States? Other travelers also searched: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.