Milwaukee (MKE) → Chicago (ORD)

108 km
38m flight
From $70
Chicago destination photo

About Milwaukee to Chicago Flights

Discover the best flights from Milwaukee to Chicago, covering 108 km in approximately 38m. Milwaukee (MKE) to Chicago (ORD) 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 Milwaukee to Chicago.

12-Month Price History

Flight prices from Milwaukee to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $98, while July sees the highest prices, averaging $165. Savvy travelers can save up to 41% 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

88 days

For best prices

Booking Tips

For the best prices on Milwaukee to Chicago flights, we recommend booking 78 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

American Airlines

AA

Economy

$140

Business

$600

First

$800

United Airlines

UA

Economy

$160

Business

$470

First

$930

Kalitta Air

K4

Economy

$170

Business

$570

First

$780

SkyWest Airlines

OO

Economy

$180

Business

$570

First

$900

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

Alternative Flight Options

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

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

Distance: 24 km

Average price: $104

View this route →
Milwaukee destination photo

MilwaukeeMilwaukee

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

Distance: 0 km

Average price: $100

View this route →
Chicago destination photo

MilwaukeeChicago

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

Distance: 130 km

Average price: $120

View this route →

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Frequently Asked Questions

How long is the flight from Milwaukee to Chicago?

The flight time from Milwaukee (MKE) to Chicago (ORD) 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 Milwaukee and Chicago?

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

Which airlines fly from Milwaukee to Chicago?

Several airlines operate flights between Milwaukee and Chicago, 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 Milwaukee to Chicago?

Based on historical data, February typically offers the lowest airfares for flights from Milwaukee to Chicago. 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 Chicago?

For the best prices on Milwaukee to Chicago flights, we recommend booking 70 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 Milwaukee to Chicago?

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 Milwaukee and Chicago?

Milwaukee operates on America/Chicago time zone, while Chicago 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.