Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from Chicago to Milwaukee
The cheapest flights right now
Chicago – Milwaukee
Outbound – Nov 5, 2026
direct
0h 59m Return – Nov 9, 2026
direct
1h 15m $209
yesterday
Chicago – Milwaukee
Outbound – Nov 6, 2026
direct
0h 55m Return – Nov 9, 2026
direct
1h 10m $223
yesterday
Chicago – Milwaukee
Outbound – Nov 6, 2026
direct
0h 55m Return – Nov 10, 2026
direct
1h 12m $224
3 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$172
Average price of a round trip
$239
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
1h4
A flight from Chicago to Milwaukee takes on average 1h4.
Best time
September
According to user searches, the ideal month to go to Milwaukee is September.
Tips for finding a cheap flight from Chicago to Milwaukee
Check out our tips for booking your flight to Milwaukee (USA) from Chicago (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is April, with an average flight ticket price of $153 (calculation over the last two years). The most touristic season corresponds to the months of October, September and August.
For the cheapest flights, it is advisable to buy your ticket at least 25 days before the departure date.
The airline offering the cheapest flight tickets is American Airlines. A ticket from the airline American Airlines to Milwaukee costs on average $239.
The airlines that offer the most flights are American Airlines, United Airlines and American Airlines.
Price of flight tickets from Chicago to Milwaukee
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $172 to $307
- The average price of a flight ticket is about $239
- Prices are lowest for stays in the month of April
- The month in which booking a ticket is cheaper is: October
info departure city :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is a city in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {fromLocalTime}, the temperature is on average 16°C, with a minimum of 15°C and a maximum of 18°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
destination info :
Milwaukee, USA
airports :
Milwaukee Mitchell International Airport (MKE)
Lawrence J. Timmerman Airport (MWC)
local time :
Milwaukee is in the country USA, the time zone is [[timezone]]. In Milwaukee, it is currently {toLocalTime}, the temperature is on average 14°C, with a minimum of 13°C and a maximum of 14°C.
The city of Milwaukee has 2 airport(s): Milwaukee Mitchell and Lawrence J. Timmerman
Useful info about Milwaukee
What is the least touristic period to go to Milwaukee?
If you want to visit Milwaukee during the least touristic period, choose the month of September.
What is the most popular time to travel to Milwaukee?
In Milwaukee, the most popular month is October. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from Chicago to Milwaukee?
According to our data, it is recommended to book your flight 25 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 12% cheaper than afternoon and evening flights. The cheapest day to book a flight from Chicago to Milwaukee is Sunday.
What are the arrival and destination airports when traveling between Chicago and Milwaukee?
When you leave, you can leave from Chicago-O'Hare, and you will arrive at Milwaukee Mitchell.
How to reach Chicago airport from the city centre?
The airport Chicago-Merrill C. Meigs Field is located 4 km, Chicago FSS is located 29 km, Chicago-Midway is located 12 km or Chicago-O'Hare is located 29 km from the city centre. You can access it by using public transportation, taking a taxi, or renting a car.
Are there other means of transportation to go from Chicago to Milwaukee?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between Chicago and Milwaukee?
In summer, the average temperature is 21°C in Milwaukee and 22°C in Chicago. The average rainfall in summer is 114 mm in Milwaukee and 145 mm in Chicago. In summer, it is warmer in Chicago and it rains less in Milwaukee. In winter, it is colder in Chicago and it rains more in Chicago.
