Chicago (ORD) → Milwaukee (MKE)

108 km
38m flight
From $70
Milwaukee destination photo

About Chicago to Milwaukee Flights

Discover the best flights from Chicago to Milwaukee, covering 108 km in approximately 38m. Chicago (ORD) to Milwaukee (MKE) is one of the busy short-haul routes within United States. With 4 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Chicago to Milwaukee.

12-Month Price History

Flight prices from Chicago to Milwaukee vary significantly throughout the year. February typically offers the best deals with average prices around $97, while July sees the highest prices, averaging $166. Savvy travelers can save up to 42% by choosing their travel dates wisely.

Best Time to Fly

Cheapest Month

February

Save up to 40% on average

Most Expensive

July

Peak season pricing

Book in Advance

75 days

For best prices

Booking Tips

For the best prices on Chicago to Milwaukee flights, we recommend booking 79 days in advance. Domestic flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.

Airlines Serving This Route

Kalitta Air

K4

Economy

$150

Business

$600

First

$780

American Airlines

AA

Economy

$150

Business

$510

First

$800

SkyWest Airlines

OO

Economy

$170

Business

$500

First

$910

United Airlines

UA

Economy

$170

Business

$470

First

$940

Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.

Alternative Flight Options

Milwaukee destination photo

MilwaukeeMilwaukee

Milwaukee Mitchell International (MKE) to Milwaukee Mitchell International (MKE)

Distance: 0 km

Average price: $100

View this route →
Milwaukee destination photo

ChicagoMilwaukee

Chicago Midway International (MDW) to Milwaukee Mitchell International (MKE)

Distance: 130 km

Average price: $120

View this route →
Chicago destination photo

ChicagoChicago

O'Hare International (ORD) to O'Hare International (ORD)

Distance: 0 km

Average price: $100

View this route →
Chicago destination photo

ChicagoChicago

O'Hare International (ORD) to Chicago Midway International (MDW)

Distance: 24 km

Average price: $104

View this route →

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Frequently Asked Questions

How long is the flight from Chicago to Milwaukee?

The flight time from Chicago (ORD) to Milwaukee (MKE) is approximately 38 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.

What is the distance between Chicago and Milwaukee?

The aerial distance between Chicago and Milwaukee is 108 kilometers (67 miles). This is the straight-line distance, which is used to calculate flight times.

Which airlines fly from Chicago to Milwaukee?

Several airlines operate flights between Chicago and Milwaukee, including American Airlines, United Airlines, SkyWest Airlines and 1 more airlines. Direct flights are available on this route.

What is the cheapest month to fly from Chicago to Milwaukee?

Based on historical data, February typically offers the lowest airfares for flights from Chicago to Milwaukee. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.

How far in advance should I book my flight to Milwaukee?

For the best prices on Chicago to Milwaukee flights, we recommend booking 47 days in advance. Domestic flights can sometimes offer good last-minute deals, but advance booking is usually cheaper.

Do I need a visa to travel from Chicago to Milwaukee?

Visa requirements depend on your nationality and the purpose of your visit. Since this is a domestic flight, no visa is required for citizens.

What is the time difference between Chicago and Milwaukee?

Chicago operates on America/Chicago time zone, while Milwaukee is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.