Find flight deals from Cleveland to Milwaukee for the next 3 months. Book one way flights from $114 or round trip flights from $146.

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Cleveland to Milwaukee

The distance between Cleveland and Milwaukee is about 526.7 km. The most popular month to Milwaukee is July. The off-season for travel is October.

Cheapest one-way flight price$114
Cheapest round-trip ticket price$146
Off-season for travelOctober
Peak season for travelJuly
Flight distance526.7 km

When is the cheapest time to fly from Cleveland to Milwaukee?

The cheapest time for Cleveland to Milwaukee flights: Nov 9 to Nov 16 — one way flight prices from $114.

Cheapest flights
From price
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  • 916
  • 1623
  • 2330
  • Dec

    307
  • 714
  • 1421
  • 2128
  • Jan

    284
  • 411
  • 1118
  • 1825
  • Feb

    251
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When is the best time to book flights from Cleveland to Milwaukee?

    By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Cleveland to Milwaukee is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • The cheapest months to fly from Cleveland to Milwaukee is October, when demand for travel is lower.
  • After crunching the numbers on our November flight calendar, it's currently cheapest to fly from Cleveland to Milwaukee on November 13, 2025 with Frontier Airlines, with prices starting at $145.
  • The time difference between Milwaukee and Cleveland is 1h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.