How to get from Orlando to Milwaukee: connecting flights, about 6h 43m total

Flights from Orlando to Milwaukee

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Best fares from Orlando to Milwaukee

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $280 14 November 2026, with a connection Cheapest nonstop $305 14 November 2026, WN Cheapest in the next 7 days $280 14 November, Sat Cheapest weekend departure $280 Sat, 14 November 2026 Cheapest month April 2027 tickets from $192

Where to connect

Options with one connection, fastest first

fastest, via Atlanta: 6h 43m
two tickets, via Chicago: $186
connection options: 5
straight-line distance: 1,066 mi (1,715 km)

fastest

Via Atlanta

6h 43m

with the connection

Orlando to Atlanta flight 1h 40m

Connection of about 3h

Atlanta to Milwaukee flight 2h 3m

Via Charlotte

with the connection

Orlando to Charlotte flight 1h 51m

Connection of about 3h

Charlotte to Milwaukee flight 2h 9m

Via Detroit

7h 10m

with the connection

Orlando to Detroit flight 2h 50m

Connection of about 3h

Detroit to Milwaukee flight 1h 20m

Via Chicago

7h 11m

with the connection

Orlando to Chicago flight 3h 8m

Connection of about 3h Arrival: Chicago Midway International, Chicago Rockford International. Departure to Milwaukee: Chicago Midway International.

Chicago to Milwaukee flight 1h 3m

two ticketsfrom $186

Via Fort Myers

7h 15m

with the connection

Orlando to Fort Myers flight 1h 5m

Connection of about 3h

Fort Myers to Milwaukee flight 3h 10m

One ticket or two

How the options are calculated and what to keep in mind at the connection

Flight times come from the nonstop schedule (estimated from the distance where there is no schedule), with 3h allowed for the connection. The price of an option is the sum of the lowest known fares for each leg; their dates may not match, so treat it as a guide. The search shows tickets for your dates, including connections on a single ticket.

Nearest nonstop flights

The closest you can get without a connection

From Orlando to cities closest to Milwaukee

Orlando to Chicago Chicago: 81 mi (131 km) from Milwaukee, flight 3h 8m from $48 Orlando to Appleton Appleton: 88 mi (142 km) from Milwaukee, flight 3h 7m Orlando to Grand Rapids Grand Rapids: 113 mi (182 km) from Milwaukee, flight 2h 47m from $182 Orlando to Detroit Detroit: 252 mi (405 km) from Milwaukee, flight 2h 50m from $135 Orlando to Columbus Columbus: 331 mi (533 km) from Milwaukee, flight 2h 20m from $66 Orlando to Lexington Lexington: 390 mi (627 km) from Milwaukee, flight 2h 4m from $78

To Milwaukee from cities closest to Orlando

Tampa to Milwaukee Tampa: 77 mi (124 km) from Orlando, flight 2h 55m Fort Myers to Milwaukee Fort Myers: 134 mi (216 km) from Orlando, flight 3h 10m Atlanta to Milwaukee Atlanta: 401 mi (646 km) from Orlando, flight 2h 3m Charlotte to Milwaukee Charlotte: 464 mi (746 km) from Orlando, flight 2h 9m Cancun to Milwaukee Cancun: 614 mi (988 km) from Orlando, flight 3h 54m from $385 Washington to Milwaukee Washington: 758 mi (1,220 km) from Orlando, flight 2h 10m from $300

Frequently asked questions

Is there a nonstop flight from Orlando to Milwaukee?

There are no nonstop flights in the schedule. You will need a connection, the fastest is via Atlanta.

What is the fastest way to fly from Orlando to Milwaukee?

Via Atlanta: 1h 40m to the connection, 2h 3m after it, about 6h 43m in total with 3h for the connection.

How much does a flight from Orlando to Milwaukee with a connection cost?

Two nonstop tickets via Chicago from $186. This is the sum of the lowest known prices for each leg, and their dates may not match.

Which cities can you connect in between Orlando and Milwaukee?

Atlanta (6h 43m total), Charlotte (7h total), Detroit (7h 10m total), Chicago (7h 11m total) and Fort Myers (7h 15m total).

How far is Milwaukee from Orlando?

1,066 mi (1,715 km) in a straight line between the cities.

How much time should I allow for the connection?

The options allow 3h. On a single ticket the carrier is responsible for the connection; on separate tickets you set the margin yourself, allowing time to collect and re-check your bags.