Cheap Flights from Chicago to Milwaukee — $94

On the Chicago — Milwaukee route, flights are operated only by American Airlines. This simplifies the choice for passengers, as all tickets come from a single trusted carrier. Our service lets you instantly check fares for upcoming dates and find the most advantageous option. The minimum ticket price starts at $94, making this trip affordable for a wide range of travelers. To save even more, we recommend booking early and keeping an eye on promotions — American Airlines regularly offers special deals.

Chicago is home to three major airports, each with its own benefits and downsides for travelers. O'Hare International Airport, a bustling hub with a wide range of domestic and international flights, offers convenient connections and a plethora of airlines to choose from. However, reaching O'Hare can be time-consuming and costly due to traffic congestion. Midway International Airport, on the other hand, is located closer to downtown and is often favored for its shorter security lines, making it a quick and hassle-free option for travelers. It mainly serves low-cost carriers, offering affordable airfares. Additionally, Midway's smaller size means shorter walking distances between gates. Lastly, there is Chicago Rockford International Airport, situated farther away from the city center. While it may initially seem inconvenient, it has its perks, such as cheaper parking rates and a lower chance of flight delays. This airport primarily caters to regional carriers, offering a smaller selection of flights. All three airports provide a range of amenities, including dining options and lounges, to ensure a comfortable travel experience. When choosing an airport, consider factors such as flight availability, cost, proximity to your location, and the prestige of airlines operating at each hub. Happy travels!

Milwaukee, located in the United States, boasts of two prominent airports – General Mitchell International Airport and Lawrence J. Timmerman Airport. General Mitchell International Airport serves as the primary gateway for travelers entering the city. With convenient transport links and a variety of airlines utilizing this hub, it provides excellent connectivity for visitors arriving in Milwaukee. General Mitchell International Airport offers a wide range of advantages. It is well-connected to the city, with a short travel time to downtown Milwaukee, making it easy for travelers to reach their destinations quickly. Additionally, the airport serves as a hub for renowned airlines, ensuring a wide choice of carriers and destinations available to passengers. With the presence of these prestigious airlines, travelers can expect top-notch services and a comfortable journey. However, it is essential to consider the possible downsides of General Mitchell International Airport. Depending on the traveler's current location, transit times to the airport can vary. It is advisable to plan accordingly and consider possible traffic congestion or alternative transportation options. Additionally, ticket prices to this major hub may slightly fluctuate due to high demand and the prestige associated with the airport. Lawrence J. Timmerman Airport, on the other hand, serves as a secondary airport for Milwaukee. Although it may not offer as many commercial flights as General Mitchell International Airport, it presents some advantages. The airport is conveniently located close to downtown Milwaukee, resulting in minimal travel time for passengers. Moreover, the reduced traffic and fewer crowds at this airport provide a quicker and smoother check-in experience compared to larger hubs. However, it is important to note that Lawrence J. Timmerman Airport operates on a smaller scale compared to General Mitchell International Airport. As a result, the choice of airlines and destinations may be comparatively limited. Passengers planning their trips should ensure their desired destinations are served by this airport to avoid any inconvenience. Whether travelers opt for the bustling connectivity of General Mitchell International Airport or the ease and simplicity of Lawrence J. Timmerman Airport, both airports provide convenient options for arriving in Milwaukee. With careful planning and consideration, passengers can make the most of their journey by choosing the airport that best suits their needs and preferences.

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Milwaukee