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Milwaukee to Chicago Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Milwaukee to Chicago

Departure Arrival Travel dates Round-trip
MKE CHI Tue, Dec 16 - Wed, Dec 24 $179
MKE CHI Wed, Dec 24 - Wed, Dec 31 $179
MKE CHI Tue, Dec 16 - Wed, Dec 24 $179
MKE CHI Thu, Dec 11 - Tue, Dec 16 $280
MKE CHI Fri, Dec 5 - Sun, Dec 14 $319

Milwaukee and Chicago airports and terminals

Airports in Milwaukee WI, US
map of airports in Milwaukee
  • 1

    General Mitchell Airport (MKE)

    Distance from City Center: 5.8 miles

    Carriers for flights from MKE to CHI

    Carriers
    American Airlines, Iberia, Qatar Airways, US Airways, United Airlines
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Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from MKE to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 2 US Airways, United Airlines
    Terminal 3 American Airlines, Iberia, Qatar Airways, US Airways
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Cheap flights from Milwaukee to Chicago

Sun Mon Tue Wed Thu Fri Sat
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$442
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30

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

Hotel only $99

Hilton Chicago O'Hare Airport

4 stars
3.9 / 5 126 reviews

O'Hare International Airport Map

Rate Includes Breakfast

...This O'Hare airport hotel is located in Terminal 2 and is within walking distance to all O'Hare Airport's domestic terminals.... More

Hotel only $137

Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

3 stars
4.1 / 5 43 reviews

6500 South Cicero Avenue Map

Exceptional Hotel Near Chicago Midway Airport Searching for hotels near the best sights in downtown Chicago?... More

Hotel only $144

Hilton Garden Inn Chicago/Midway Airport

3 stars
3.7 / 5 15 reviews

6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

...Advance Purchase Rate online!The Hilton Garden Inn Chicago Midway Airport in Chicago is located on the Midway Hotel Center campus just two blocks south of the Chicago Midway Airport and the... More

Hotel only $127

Hampton Inn Chicago-Midway Airport

2 stars
3.8 / 5 17 reviews

6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

...And no matter what time your flight got in or is going out, we're here to pick you up or drop you off.... land here and let your vacation take off...welcome to the Hampton Inn Chicago-Midway... More

Hotel only $179

Chicago Marriott Midway

3 stars
3.7 / 5 7 reviews

6520 South Cicero Avenue Map

Rate includes breakfast

Perfect for business travel and weekend getaways, the renovated Marriott Chicago Midway is just two blocks from MDW airport and offers a free 24-hr shuttle.... More

Hotel only $92

Sheraton Chicago O’Hare Airport Hotel

4 stars
4.0 / 5 112 reviews

6501 N. Mannheim Road Map

Save 40% on your stay

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

November

Cheapest weekend flights in November from Milwaukee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Nov 13 Milwaukee (MKE) Chicago (ORD) Frontier Airlines $442
Earn $4.42
Return Sun, Nov 16 Chicago (ORD) Milwaukee (MKE) Frontier Airlines

Lowest roundtrip airfare in November from Milwaukee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Nov 13 Milwaukee (MKE) Chicago (ORD) Frontier Airlines $442
Earn $4.42
Return Sun, Nov 16 Chicago (ORD) Milwaukee (MKE) Frontier Airlines
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December

Lowest roundtrip airfare in December from Milwaukee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Dec 19 Milwaukee (MKE) Chicago (ORD) United Airlines $179
Earn $1.79
Return Thu, Jan 22 Chicago (ORD) Milwaukee (MKE) United Airlines

Best one-week trip in December from Milwaukee to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Dec 24 Milwaukee (MKE) Chicago (ORD) United Airlines $179
Earn $1.79
Return Wed, Dec 31 Chicago (ORD) Milwaukee (MKE) United Airlines
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Flights 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.

Interesting facts about flights from Milwaukee to Chicago

    • 21 direct flights are operating from Milwaukee to Chicago today.
    • Today's average time for a direct flight is 0h 53m.
    • United Airlines flight 5393 (12:00 AM GMT, Canadair Regional Jet) is today's earliest available flight from Milwaukee to Chicago.
    • American Airlines flight 2636 (1:35 PM GMT, Canadair Regional Jet) is today's latest available flight from Milwaukee to Chicago.
    • Today's shortest direct flight from Milwaukee to Chicago (United Airlines flight 5393, Canadair Regional Jet) takes 0h 48m.
    • Today's longest direct flight from Milwaukee to Chicago (American Airlines flight 2635, Canadair Regional Jet) takes 0h 56m.
    • Flights from General Mitchell Airport (MKE) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.