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This Weekend's Flight Deals from Milwaukee to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $90 One Way, $179 Round Trip from Milwaukee to Chicago

Prices starting at $179 for return flights and $90 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Need A Hotel In Chicago After Your Flight?

Hotels In Top Chicago Neighborhoods

Near North Side
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ACME Hotel Company

3.5 out of 5.0
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Stay Near Exciting Chicago Attractions

More About Flying To Chicago from Milwaukee

Route Information for Flights from Milwaukee to Chicago

Origin Airport IATA CodeMKE
Destination Airport IATA CodeCHI
Distance67 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, JAL, Air Canada, Alaska Airlines, Iberia, ANA, Lufthansa, Air New Zealand, United Airlines, British Airways
Earliest Flight Arrival12:06PM UTC
Latest Flight Arrival11:38PM UTC

Flights Review

Dec 5, 2019

SHOULD HAVE BEEN ABLE TO TALE MY BAG ON !!!!!

Nov 21, 2019

Left early, arrived early

Oct 23, 2019

beautiful flight attendants ever!

Sep 1, 2019

Everything about our flight was smooth and freiendly staff

Aug 1, 2019

Tucson airport not as nice as usual. Many Bathrooms closed. Very crowded.

Jul 29, 2019

United. Better than American.

Jul 9, 2019

united wifi is the absolute worst of all the major carriers!

Jul 9, 2019

Flight was delayed, almost missed connection, was offered many options for alternate flights. Great ground and air staff.

Jun 9, 2019

Staff were customer focused. Greatly appreciated.

Jan 3, 2019

Upgraded me to first class so I could catch a flight to make it back to Honolulu for military orders.

Find Cheap Flights from Milwaukee to Chicago

Milwaukee's Primary Airport

If you start looking for flights from Milwaukee, the odds are good that you will fly from General Mitchell International Airport, because the other airports nearby only handle private flights. Orbitz.com has some of the best deals available on flights, since the site searches through thousands of listings based on your search criteria. General Mitchell International Airport is just five miles from the city's business district, making it a short drive from most areas in Milwaukee. Though the airport only offers international flights to Canada, carriers like Delta Connection and Southwest Airlines handle domestic flights.

Your Best Transportation Options

Those who do not want to pay for parking at the airport can use the Milwaukee County Transit System. It only costs a few dollars to ride, and you can ride the bus from dozens of stops in the city. The airport has its own shuttle system that picks up travelers from the stop near the front of the airport to transport them to the terminal.

Aiport Parking Options

With three major parking areas, the General Mitchell International Airport makes it easy to park your car. One garage has six floors with space for rental cars, hourly parking, and daily parking. The other two parking lots are only open for hourly parking. The cost ranges from $2 per hour to $12 per hour for the daily lots. If you park in one of the hourly lots, you will pay $22 for 24 hours of parking.

Restaurants for Breakfast, Lunch, and Dinner

Restaurants at the airport make it easy to grab a quick snack, a cup of coffee, or an entire meal before your flight. Alterra Coffee, French Meadow Bakery and Cafe, and Johnny Rockets are just a few of your options. When you need an air ticket, you can get a great price from Orbitz.com. With so many flights from Milwaukee departing every day, you can find one at the right price.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Milwaukee to Chicago - Frequently Asked Questions

Are there non-stop flights from Milwaukee to Chicago?

There are. And not only that — you've got 4 airlines that cruise nonstop from General Mitchell Intl. Airport (MKE) to O'Hare Airport to pick from. Check out which of these leading carriers offers the best fares:

  • United Airlines
  • American Airlines
  • United Airlines
  • American Airlines
  • United Airlines
What airlines fly from Milwaukee to Chicago most frequently?

There are plenty of airlines to choose from when flying between Milwaukee to Chicago. The following carriers travel this route the most. American Airlines - (AA) with 269 flights every month United Airlines - (UA) with 269 flights every month United Airlines - (UA) with 269 flights every month American Airlines - (AA) with 269 flights every month United Airlines - (UA) with 73 flights every month United Airlines - (UA) with 73 flights every month

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.