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Flights Chicago — Milwaukee

Chicago
CHI
Milwaukee
MKE

Cheap flights Chicago — Milwaukee

Below you can see the best deals on flights Chicago — Milwaukee for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 25 August, from AED 380.

Top 10 cheap flights Chicago — Milwaukee

Direct flights Chicago — Milwaukee

Direct flight options for Chicago — Milwaukee with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by United Airlines — travel time is 1 h 8 min.

Top 10 direct flights Chicago — Milwaukee

About the Chicago — Milwaukee flight

On this page, you can find and book flights from Chicago to Milwaukee. This short route, covering 131 kilometers, is served regularly with about 81 flights per week, making it easy to find a convenient departure time.

Flights on this route are operated by United Airlines, American Airlines, and Alaska Airlines. Ticket prices fluctuate constantly, so to find the best fare, use the price trend chart and calendar provided, and check out information on how to get to Chicago airport.

Flight schedule Chicago — Milwaukee

The table shows direct flights Chicago → Milwaukee on the selected date. The flight takes approximately 59 min. Regular flights are operated by United Airlines, American Airlines, Alaska Airlines and Air Canada. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at General Mitchell International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

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Flight ticket prices by day: Chicago — Milwaukee

Below is a calendar of the lowest flight ticket prices for Chicago — Milwaukee by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 360 in e, and the most expensive are around AED 671 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Chicago → Milwaukee, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 423lowMayAED 478mediumSepAED 460medium
FebAED 423lowJunAED 552highOctAED 442medium
MarAED 405lowJulAED 589highNovAED 515high
AprAED 442mediumAugAED 570highDecAED 552high

Some values are estimated based on seasonality.

When to fly

The most comfortable weather in Milwaukee occurs in July and August, when temperatures reach +24.7°C. The coldest period is January and February, with temperatures dropping to -6.1°C, while peak precipitation falls in April, May, and October.

Budget-wise, the best time to plan your flight is in October, with tickets starting AED 360. Demand peaks in June, causing airfares to rise to AED 671.

For the best balance between price and weather, September is considered the optimal choice. During this time, the region still enjoys mild warmth, and ticket prices start AED 381, which is significantly lower than summer peaks.

Temperature · Milwaukee

Dry and wet days · Milwaukee

Wind speed and direction · Milwaukee

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How to get the best deal on a Chicago — Milwaukee ticket

  • Given the high flight frequency (~81 per week), it's best to book tickets for this short route 2–3 weeks before departure to avoid price hikes in the final days before the flight.
  • To save money, choose departures on Tuesday or Wednesday, as weekend and Monday flights are traditionally more expensive due to high business traffic between the cities.
  • Since the distance is only 131 km, consider no-baggage fares—the flight lasts less than an hour, and carry-on luggage is often sufficient for a short trip.
  • Use the price trend chart on this page to compare offers from United or American Airlines and find tickets starting AED 396.

Airlines

There are 5 airlines operating on the flight route from Chicago to Milwaukee, with United Airlines and American Airlines providing the majority of flights. Direct connections between the cities are available daily, with the total number of departures reaching 81 per week. You can view the detailed schedule for specific days and choose a suitable carrier from the list below.

  • United Airlines
    United AirlinesUA
    52x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → MKE52x/week
      Duration
      1h 7m
      Days
      MTWTFSS
  • American Airlines
    American AirlinesAA
    24x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → MKE24x/week
      Duration
      59m
      Days
      MTWTFSS
  • Alaska Airlines
    Alaska AirlinesAS
    4x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → MKE4x/week
  • Air Canada
    Air CanadaAC
    1x/week
    WebsiteFleet: 20346M pax/year
    • Direct flight ORD → MKE1x/week
  • British Airways
    British AirwaysBA
    1x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight ORD → MKE1x/week

Cities and airports on the Chicago — Milwaukee route

Flights Chicago — Milwaukee depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at General Mitchell International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure airports
Arrival airports

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Frequently asked questions about the Chicago — Milwaukee flight

How long is the flight from Chicago to Milwaukee?

The distance between the cities in a straight line is just 131 km. Taking takeoff and landing into account, the actual travel time on a direct flight is usually around 50–55 minutes.

Which airlines fly this route?

Regular air service is provided by United Airlines, American Airlines, Alaska Airlines, and others. There are 5 carriers in total on the route.

Are there direct flights from Chicago to Milwaukee?

Yes, this route is dominated by direct flights operated several times a day, making the trip as fast and convenient as possible.

How much is the cheapest ticket?

Flight prices are dynamic and depend on the departure date. You can see the current minimum offers for the coming months in the low-price calendar on this page.

Which airport does the flight arrive at?

Most flights from Chicago arrive at the main destination airport—General Mitchell International Airport (MKE) in Milwaukee.

When is the best time to buy tickets to save money?

The most favorable prices are usually available when booking in advance. Statistically, the most affordable flights on this route are possible in mid-autumn.

Where else you can fly from Chicago

Where else you can fly from Milwaukee

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