
$112 Cheap flight deals from Milwaukee (MKE) to Chicago (CHI)
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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 $112 One Way, $179 Round Trip from Milwaukee to Chicago
Prices starting at $179 for return flights and $112 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.
Chicago economy flight packages

Congress Plaza Hotel
Nov 21 - Nov 23
Milwaukee (MKE) to Chicago (ORD)
Reviewed on Oct 5, 2025

Hotel Riu Plaza Chicago
Nov 21 - Nov 23
Milwaukee (MKE) to Chicago (ORD)
Reviewed on Sep 2, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Nov 21 - Nov 23
Milwaukee (MKE) to Chicago (ORD)
Reviewed on Oct 8, 2025
More About Flying To Chicago from Milwaukee
Route Information for Flights from Milwaukee to Chicago
Origin Airport IATA Code | MKE |
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Destination Airport IATA Code | CHI |
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Earliest Flight Arrival | |
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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.
Frequently asked questions
- Flights to Chicago
- Flights from Milwaukee
- Milwaukee Airports
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Flights from Milwaukee
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- Milwaukee to Chicago
Milwaukee Airports
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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.