Flights from Chicago to Milwaukee, United States

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Did you mean flights from Milwaukee to Chicago?

Where To Buy Cheap Flights from Chicago to Milwaukee?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to Milwaukee based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to Milwaukee?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to Milwaukee.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $404 $407
7-14 days $297 $406
14-21 days $266 $362
21-30 days $262 $346
30-60 days $175 $178
60-90 days $175 $178
90+ days $175 $265

Compare Flight Prices from Chicago to Milwaukee by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to Milwaukee flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
February Chicago Milwaukee American 2/29/20 3/15/20 0 $262
March Chicago Milwaukee American 3/2/20 3/11/20 0 $262
April Chicago Milwaukee American 4/4/20 4/11/20 0 $262
May Chicago Milwaukee American 5/12/20 5/26/20 0 $262
June Chicago Milwaukee American 6/19/20 6/21/20 0 $262
July Chicago Milwaukee American 7/9/20 7/19/20 0 $262
August Chicago Milwaukee American 8/6/20 8/13/20 0 $262
September Chicago Milwaukee American 9/1/20 9/4/20 0 $303

Cheap Last Minute Flights from Chicago to Milwaukee

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Milwaukee. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
9 10 11 12 13 14 15
$364
16 17 18 19 20 21 22
$364 $297
23 24 25 26 27 28 29
$297 $266
1 2 3 4 5 6 7
$266 $262
8 9 10 11 12 13 14
$262 $262
15 16 17 18 19 20 21
$262

Connecting Flights vs Direct Flights from Chicago to Milwaukee

Flights between some cities may be significantly cheaper if you choose a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Milwaukee is $327.

The average price for direct flights from Chicago to Milwaukee is $338.

The chart below shows up to date information regarding non-stop flights from Chicago to Milwaukee.

Weekly Direct Flights from Chicago to Milwaukee - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 4 4 4 4 4 4 4 04:55 15:50
United 9 9 9 9 9 8 9 02:45 16:05

One Way Flights vs Round Trip Flights from Chicago to Milwaukee

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Chicago to Milwaukee. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Milwaukee is $145.

The average price for round trip flights from Chicago to Milwaukee is $338.

Chicago to Milwaukee Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is the flight from Chicago to Milwaukee?
Answer: The average Chicago to Milwaukee flight time is 52 minutes.
Question: How far is Milwaukee from Chicago?
Answer: The distance from Chicago to Milwaukee is 66 miles (106 kilometers).
Question: How common are direct flights from Chicago to Milwaukee?
Answer: There are 90 direct flights from Chicago to Milwaukee.
Question: What are the most popular Chicago airlines for direct flights from Chicago to Milwaukee?
Answer: United Airlines provides 68% of the non-stop flights between Chicago and Milwaukee.

Airlines in Chicago flying to Milwaukee Last modified: Jan 22, 2021 16:41 -05:00Number of routes searched: 0Number of itineraries searched: 0

Wondering which airlines fly out of Chicago to Milwaukee? We've gathered the average price of Chicago airlines with flights to Milwaukee. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Chicago to Milwaukee Airports

These are the major commercial airports we're currently monitoring in Chicago and Milwaukee. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

Cheap International Flights from Chicago - CHI Last modified: Jan 22, 2021 16:41 -05:00

FlightsLowest Price
Chicago to Toronto$260

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Cheap Flights from Chicago to Milwaukee