To Milwaukee

Cheap Flights from Orlando to Milwaukee

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Deals from

Orlando

RatePunk searches hundreds of travel sites at once for deals on flights to Milwaukee

Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Orlando to Milwaukee

Explore current cheapest deals departing from Orlando to Milwaukee

Round trip

Sort by: Cheapest

September 8 - October 1

Cheapest

MCO - Milwaukee

$122

$124

Round trip

September 8 - September 10

MCO - Milwaukee

$142

$139

Round trip

August 27 - September 3

Best

MCO - Milwaukee

$186

$168

Round trip

August 27 - September 8

MCO - Milwaukee

$170

$172

Round trip

August 27 - September 6

MCO - Milwaukee

$174

$172

Round trip

August 20 - August 25

Best

MCO - Milwaukee

$192

$177

Round trip

August 4 - September 3

Earliest

MCO - Milwaukee

$154

$178

Round trip

August 18 - September 3

MCO - Milwaukee

$166

$178

Round trip

August 27 - September 1

MCO - Milwaukee

$192

$178

Round trip

August 25 - September 3

MCO - Milwaukee

$180

$178

Round trip

Unlock all 500+ flight deals to Milwaukee and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Orlando to Milwaukee

For flights from Orlando to Milwaukee, 68.1% of recent fares are non-stop, indicating that a meaningful share of itineraries are direct, while the remaining options typically include one connection. This provides travelers with a good balance of direct and connecting flight options, depending on their preferences for travel time and price.

When considering cheap flights from Orlando to Milwaukee, prices are right now above the typical level. Fares typically range from $88 to $175, with a median price of $138. Currently, 18% of recent fares are classified as a good price, suggesting that while some deals are available, overall prices are elevated compared to the usual range.

The cheapest time to fly from Orlando to Milwaukee is in May, with a median fare of $108. Other affordable months include June, where the median fare is $128, and August, with a median fare of $129. Planning your trip during these months could result in more favorable pricing.

A typical journey from Orlando to Milwaukee takes approximately 5h 49m, including connections. This duration accounts for both direct flights and those with stopovers, reflecting the overall travel time you can expect for this route. The distance between Orlando and Milwaukee is 1719 km, categorizing it as a medium-haul flight.

How much is a round trip from Orlando to Milwaukee

Regular price: $97 - $255

Prices for flights from Orlando to Milwaukee are currently within the regular range.

The regular price range for this route is between $97 and $255. The current lowest deal is $124 with Frontier Airlines, for travel from Sep 8-Oct 1.

now $124

Low $97

High $255

The cheapest time to fly from Orlando to Milwaukee

For flights from Orlando to Milwaukee, May is the cheapest month with a median price of $108. The most expensive month is January, with a median price of $373. Prices are generally lower from March to October.

May

Cheapest

Flights from $108

January

Most Expensive

Flights from $373

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Orlando to Milwaukee

Frontier Airlines

Last-minute flights going from Orlando to Milwaukee

Tue, Jun 30

⌛ Last-Minute

MCO - Milwaukee

Orlando (MCO) - Milwaukee (MKE)

Frontier Airlines

$164

$186

One-way

Tue, Jun 30

⌛ Last-Minute

MCO - Milwaukee

Orlando (MCO) - Milwaukee (MKE)

Frontier Airlines

$165

$186

One-way

Tue, Jun 30

⌛ Last-Minute

MCO - Milwaukee

Orlando (MCO) - Milwaukee (MKE)

Frontier Airlines

$170

$189

One-way

Tue, Jun 30

⌛ Last-Minute

MCO - Milwaukee

Orlando (MCO) - Milwaukee (MKE)

Frontier Airlines

$193

$190

One-way

Wed, Jul 1

⌛ Last-Minute

MCO - Milwaukee

Orlando (MCO) - Milwaukee (MKE)

Frontier Airlines

$320

$273

One-way

Thu, Jul 2

⌛ Last-Minute

MCO - Milwaukee

Orlando (MCO) - Milwaukee (MKE)

Frontier Airlines

$318

$276

One-way

Biggest price drops on these dates for flights from Orlando to Milwaukee

2 nights

Oct 17 - Oct 19

$436 → $310

29%

2 nights

Oct 1 - Oct 3

$418 → $310

26%

14 nights

Oct 7 - Oct 21

$393 → $289

27%

3 nights

Aug 10 - Aug 13

$346 → $289

17%

Popular Airports to fly from Orlando to Milwaukee

Orlando - Milwaukee route insights

💸 Price insights

Recent fares are above the typical level

Recent fares from Orlando to Milwaukee are above the typical level of $138.

📅 Best time to fly

Fly in May for the best prices

Historically, May is the cheapest month to fly, with a median price of $108.

⏱️ Flight duration

Typical flight time is 5h 49m

The median flight duration from Orlando to Milwaukee is 5 hours and 49 minutes.

✈️ Airlines & availability

Frontier Airlines offers direct flights

Frontier Airlines has 1 direct deal available for this route.

🏆 Airline highlight

Frontier Airlines: 1 direct deal

Frontier Airlines offers 1 direct deal for flights from Orlando to Milwaukee.

🎯 Booking tip

Deals are frequent for this route

Deals for flights from Orlando to Milwaukee are frequent, with 0.83 deals per day.

Orlando main airports to depart from

Orlando International (MCO)

Cheapest

Orlando International Airport offers flights to Milwaukee, providing a convenient option for your journey.

📍 ~20 km from Orlando city center (reachable by car or bus)

💸 Flights from ~$124

Orlando Sanford International (SFB)

Orlando Sanford International Airport is an alternative for flights to Milwaukee.

📍 ~45 km from Orlando city center (reachable by car or bus)

💸 Flights from ~$484

Milwaukee main airports to arrive at

General Mitchell International (MKE)

Cheapest

General Mitchell International Airport is ideal for direct access to Milwaukee from Orlando.

📍 ~10 km from city center (reachable by car, bus, train)

💸 Flights from ~$124

Airports nearby Milwaukee used as alternative

O Hare International (ORD)

Cheapest

Consider Chicago O'Hare for significantly more flight options, especially with direct shuttle services to Milwaukee.

📍 ~120 km from Milwaukee (reachable by car or shuttle bus)

💸 Flights from ~$97

Chicago Midway International (MDW)

Chicago Midway is a strong alternative, particularly for Southwest Airlines flights, often with less congestion.

📍 ~110 km from Milwaukee (reachable by car)

💸 Flights from ~$186

Dane County Regional (MSN)

Dane County Regional offers a less stressful travel experience with quick security lines and easy access.

📍 ~120 km from Milwaukee (reachable by car)

💸 Flights from ~$139

Appleton International (ATW)

Appleton International is a viable option for those in northern Milwaukee suburbs, offering easy parking.

📍 ~150 km from Milwaukee (reachable by car)

💸 Flights from ~$100

Green Bay–Austin Straubel International (GRB)

Green Bay–Austin Straubel is an alternative regional gateway for destinations in northern Wisconsin.

📍 ~180 km from Milwaukee (reachable by car)

💸 Flights from ~$281

Business & First Class Flight Deals to Milwaukee

Milwaukee, United States

40% AI deal score

$2,983

From MCO

Elite

Jul 06

Milwaukee, United States

40% AI deal score

$3,233

Frequently Asked Questions About Flights to Milwaukee

Historically, the lowest average prices for flights from Orlando to Milwaukee are found when booking 14-27 days in advance. During this period, the average price was $112. Prices tend to increase significantly for bookings made closer to the departure date, with flights booked 0-6 days out averaging $237. Booking more than 60 days in advance also typically results in higher prices, around $200.

Based on historical data from the trailing 90 days, a good deal for a flight from Orlando to Milwaukee is considered to be $88 or less. The median price for this route has been $138. If you find a flight at or below $88, it's typically among the best prices available for this route.

Across the trailing quarter, May historically offered the cheapest flights from Orlando to Milwaukee, with a median price of $108. June and August also showed competitive prices, with median fares of $128 and $129 respectively. The annual median price for this route is $138, indicating that these months are typically more affordable than the overall average.

Related routes

Consider alternative routes from Orlando

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Cheap Flights from Orlando to Milwaukee

Today’s best flight deals from Orlando to Milwaukee

Unlock all 500+ flight deals to Milwaukee and get alerts when great deals appear

Route Intelligence — 486,190 Searches this Week

Insights for flights from Orlando to Milwaukee

How much is a round trip from Orlando to Milwaukee

The cheapest time to fly from Orlando to Milwaukee

Direct flights from Orlando to Milwaukee

Last-minute flights going from Orlando to Milwaukee

Biggest price drops on these dates for flights from Orlando to Milwaukee

Popular Airports to fly from Orlando to Milwaukee

Orlando - Milwaukee route insights

Recent fares are above the typical level

Fly in May for the best prices

Typical flight time is 5h 49m

Frontier Airlines offers direct flights

Frontier Airlines: 1 direct deal

Deals are frequent for this route

Orlando main airports to depart from

Milwaukee main airports to arrive at

Airports nearby Milwaukee used as alternative

Business & First Class Flight Deals to Milwaukee

Best Elite deals to Milwaukee

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Frequently Asked Questions About Flights to Milwaukee

How early should I book Orlando to Milwaukee flights to get the cheapest price?