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Wisconsin

$45+ Cheap flights from Wisconsin

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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What to know about flights from Wisconsin

Discover essential information about flights departing from Wisconsin, including flight schedules, destinations, airlines operating at the Wisconsin airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated February 20, 2025.

Good round-trip deal

$88 or less

Good one-way deal

$59 or less
Price to beat on a round-trip flight from Wisconsin.
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Price to beat on a one-way flight from Wisconsin.
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Find flights from Wisconsin

Cheapest flights from Wisconsin
Explore the most affordable flight options available from Wisconsin. Find the lowest fares based on data from user searches, with prices last updated on February 20, 2025.

Mon 3/102:34 pmORD - MIA
Nonstop3h 13mSpirit Airlines
Wed 3/127:42 pmMIA - ORD
Nonstop3h 41mSpirit Airlines
Deal found 2/19$96
Sat 3/82:25 pmORD - MIA
1 stop9h 00mFrontier
Mon 3/178:00 amMIA - ORD
1 stop9h 31mFrontier
Deal found 2/18$98
Tue 5/135:48 pmORD - JFK
1 stop5h 47mFrontier
Tue 5/276:00 amJFK - ORD
1 stop6h 32mFrontier
Deal found 2/20$98
Sat 3/16:32 pmORD - MIA
1 stop9h 44mMultiple Airlines
Tue 3/117:42 pmMIA - ORD
Nonstop3h 41mMultiple Airlines
Deal found 2/19$102
Wed 3/125:10 amORD - FLL
Nonstop3h 08mSpirit Airlines
Tue 3/181:09 pmFLL - ORD
1 stop20h 35mSpirit Airlines
Deal found 2/20$111
Wed 3/124:45 pmORD - LAS
1 stop16h 27mSpirit Airlines
Fri 3/147:59 amLAS - ORD
Nonstop3h 40mSpirit Airlines
Deal found 2/19$111
Thu 4/36:30 amORD - LAS
1 stop19h 19mFrontier
Mon 4/711:28 pmLAS - ORD
Nonstop3h 40mFrontier
Deal found 2/19$112
Tue 3/187:47 amORD - LAS
Nonstop4h 09mMultiple Airlines
Thu 3/2710:37 pmLAS - ORD
Nonstop3h 37mMultiple Airlines
Deal found 2/19$113
Tue 4/810:01 amORD - LAX
Nonstop4h 51mSpirit Airlines
Sat 5/1011:03 amLAX - ORD
1 stop9h 25mSpirit Airlines
Deal found 2/19$122
Mon 3/108:50 amORD - LAX
1 stop13h 40mMultiple Airlines
Tue 3/1810:40 pmLAX - ORD
Nonstop4h 05mMultiple Airlines
Deal found 2/19$123
Tue 4/157:20 amORD - LAX
1 stop7h 47mFrontier
Sat 4/195:25 pmLAX - ORD
1 stop9h 36mFrontier
Deal found 2/19$125
Mon 3/39:10 pmMSP - PHX
Nonstop3h 39mSun Country Air
Thu 3/612:59 amPHX - MSP
Nonstop3h 00mSun Country Air
Deal found 2/20$126

Find flights from Wisconsin within your budget

Find flights departing from Wisconsin that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on February 20, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Mon 3/10

2:34 pm-6:47 pm

Nonstop3h 13m

Miami

Mon 3/17

7:42 pm-10:23 pm

Nonstop3h 41m

$96

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 3/8

2:25 pm-12:25 am

1 stop9h 00m

Miami

Mon 3/17

8:00 am-4:31 pm

1 stop9h 31m

$98

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

Tue 5/13

5:48 pm-12:35 am

1 stop5h 47m

New York John F Kennedy Intl

Tue 5/27

6:00 am-11:32 am

1 stop6h 32m

$98

ChicagoMiami

ORD - MIA

ORDMIA

Chicago O'Hare Intl

Sat 3/1

6:32 pm-5:16 am

1 stop9h 44m

Miami

Thu 3/6

11:03 am-1:47 pm

Nonstop3h 44m

$102

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

Wed 3/12

5:10 am-9:18 am

Nonstop3h 08m

Fort Lauderdale

Tue 3/18

1:09 pm-8:44 am

1 stop20h 35m

$111

ChicagoLas Vegas

ORD - LAS

ORDLAS

Chicago O'Hare Intl

Wed 3/12

4:45 pm-7:12 am

1 stop16h 27m

Las Vegas Harry Reid Intl

Fri 3/14

7:59 am-1:39 pm

Nonstop3h 40m

$111

ChicagoLas Vegas

ORD - LAS

ORDLAS

Chicago O'Hare Intl

Thu 4/3

6:30 am-11:49 pm

1 stop19h 19m

Las Vegas Harry Reid Intl

Mon 4/7

11:28 pm-5:08 am

Nonstop3h 40m

$112

ChicagoLas Vegas

ORD - LAS

ORDLAS

Chicago O'Hare Intl

Tue 3/18

7:47 am-9:56 am

Nonstop4h 09m

Las Vegas Harry Reid Intl

Thu 3/27

10:37 pm-4:14 am

Nonstop3h 37m

$113

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Wed 3/5

9:16 am-3:43 pm

1 stop8h 27m

Los Angeles

Mon 3/10

11:15 pm-8:21 am

1 stop7h 06m

$122

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

Wed 3/19

12:30 pm-3:16 pm

Nonstop4h 46m

Los Angeles

Mon 4/7

5:25 pm-5:05 am

1 stop9h 40m

$123

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin

Have a flexible travel schedule? Discover the best time to fly from Wisconsin with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Wisconsin

Get recent, data-driven insights about flights from Wisconsin including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Wisconsin?

Currently, February is the cheapest month in which you can book a flight from Wisconsin (average of $197). Flying from Wisconsin in June will prove the most costly (average of $430). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Wisconsin?

Use this chart to determine the cheapest time to fly round-trip from Wisconsin to Cancún. Price data was last updated on December 16, 2024.

Those who are seeking the cheapest fare on flights departing from Wisconsin would be wise to consider leaving during Sunday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Thursday mornings when fares are usually the most expensive.

Which airlines fly from Wisconsin?

For flights departing from Wisconsin check dates and pricing for the following: American Airlines, Delta, United Airlines, Sun Country Air, Aeromexico. These airlines depart to the following popular destinations: Cancún.

American Airlines

American Airlines

From $119

Delta

Delta

From $114

United Airlines

United Airlines

From $141

Allegiant Air

Allegiant Air

From $76

What is the cheapest place to fly to from Wisconsin?

The cheapest city to fly to from Wisconsin is Fort Lauderdale, with prices starting at $43. Explore other affordable destinations below.

Fort Lauderdale

Fort Lauderdale

From $43

Orlando

Orlando

From $47

Savannah/Hilton Head

Savannah/Hilton Head

From $50

Denver Intl

Denver Intl

From $51

Airline reviews for flights from Wisconsin

Read reviews and ratings of airlines operating flights from Wisconsin. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Wisconsin travel. Please note that the reviews are sourced from user searches and were last updated on February 20, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Aeromexico
7.5
Good
1,771 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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Popular international destinations from Wisconsin

The most popular international flight routes departing from Wisconsin we’ve come across at this time.
Flights from Milwaukee to Cancún
Flights from Milwaukee to Punta Cana
Flights from Milwaukee to Montego Bay

Related info for your journey

Access useful and relevant information related to your journey from Wisconsin. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated February 20, 2025.

  • What is the cheapest month to fly from Wisconsin?

    February is currently the cheapest month to fly from Wisconsin. At this moment in time June is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Wisconsin?

    Check out the cheapest flights from Wisconsin to embark to:
    Fly from Milwaukee to Fort Lauderdale from $76 round trip
    Fly from Milwaukee to Denver from $102 round trip
    Fly from Milwaukee to Orlando from $109 round trip
    Fly from Milwaukee to Tampa from $110 round trip
    Fly from Milwaukee to Dallas from $113 round trip

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