Cheap Flights from Chicago (ORD) to Milwaukee (MWC)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Milwaukee, WI (MWC-Lawrence J. Timmerman)

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Find available prices by choosing your travel dates.
Flights from Chicago (ORD) to Milwaukee (MWC)
Origin airport
O'Hare Intl.
Destination airport
Lawrence J. Timmerman
Distance
78 mi

Chicago to Milwaukee Flights

The cheapest times to fly from Chicago to Milwaukee

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Milwaukee are during the month of . You can find some of the cheapest flights from Chicago to Milwaukee with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Milwaukee

Sunday is one of the best days to book for cheap flights from Chicago to Milwaukee: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Milwaukee

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Milwaukee in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Milwaukee flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Milwaukee airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Lawrence J. Timmerman Airport (MWC) cost?
Discover the latest flight deals from ORD to MWC by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to MWC?
The cheapest flights from ORD to MWC are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to MWC?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to MWC. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Lawrence J. Timmerman Airport (MWC)?
Nonstop flights from O’Hare Intl. Airport (ORD) to Lawrence J. Timmerman Airport (MWC) aren’t available daily, so you’ll have to take a flight with a layover. Explore your options with Expedia’s filter tool. Enter your dates and select either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from ORD to MWC?
Usually you’ll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change depending on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Lawrence J. Timmerman Airport (MWC)?
To arrive at Lawrence J. Timmerman Airport (MWC) on time, opt for a flight that leaves from O’Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Milwaukee from O'Hare Intl. Airport (ORD)?
General Mitchell Intl. Airport (MKE) is the only airport in Milwaukee with direct flights from O’Hare Intl. Airport (ORD). Consider the options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Lawrence J. Timmerman Airport (MWC) last-minute?
Booking your plane ticket from ORD to MWC just before your journey is typically more expensive. But if you’re flexible with your departure dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book an ORD to MWC flight and hotel package?
Securing an ORD to MWC flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Choose from our impressive range of hotels and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Lawrence J. Timmerman Airport (MWC)?
You can usually reschedule or cancel your ORD to MWC flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find more information on our Customer Service portal.

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*Available to One Key members.