Wisconsin

$58+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — CUN
jun. 23 — jun. 301
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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 junio 18, 2025.

Good round-trip deal

$88 or less

Good one-way deal

$45 or less
Price to beat on a round-trip flight from Wisconsin.
Price to beat on a one-way flight from Wisconsin.

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 junio 18, 2025.

mié. 7/25:51 amORD - LGA
Nonstop2h 09mSpirit Airlines
mié. 7/96:30 pmLGA - ORD
Nonstop2h 30mSpirit Airlines
Deal found 6/18$117
vie. 9/123:21 pmORD - LAX
1 stop6h 47mSpirit Airlines
mar. 9/1611:58 amLAX - ORD
1 stop9h 45mSpirit Airlines
Deal found 6/17$121
jue. 7/1711:21 amORD - DFW
Nonstop2h 30mSpirit Airlines
mié. 7/302:56 pmDFW - ORD
Nonstop2h 14mSpirit Airlines
Deal found 6/16$122
mar. 7/19:28 pmORD - EWR
Nonstop2h 18mSpirit Airlines
mar. 7/84:35 pmEWR - ORD
1 stop8h 10mSpirit Airlines
Deal found 6/16$123
lun. 6/309:28 pmORD - EWR
Nonstop2h 18mMultiple Airlines
mar. 7/111:04 amEWR - ORD
1 stop6h 30mMultiple Airlines
Deal found 6/17$124
mar. 8/195:27 pmORD - DFW
Nonstop2h 49mFrontier
dom. 8/249:21 pmDFW - ORD
Nonstop2h 40mFrontier
Deal found 6/16$126
mar. 7/84:45 pmORD - FLL
Nonstop3h 10mSpirit Airlines
sáb. 7/126:40 amFLL - ORD
Nonstop3h 15mSpirit Airlines
Deal found 6/15$128
mié. 7/94:36 pmORD - LAS
1 stop9h 01mSpirit Airlines
mié. 7/168:35 amLAS - ORD
Nonstop3h 38mSpirit Airlines
Deal found 6/18$138
mié. 9/36:00 amORD - LGA
Nonstop2h 16mUnited Airlines
dom. 9/79:30 pmLGA - ORD
Nonstop2h 37mUnited Airlines
Deal found 6/16$140
mié. 9/36:10 amORD - JFK
Nonstop2h 19mJetBlue
dom. 9/77:00 pmJFK - ORD
Nonstop2h 50mJetBlue
Deal found 6/16$140
mié. 7/211:15 amORD - LGA
Nonstop2h 18mAmerican Airlines
mar. 7/86:49 pmLGA - ORD
Nonstop2h 51mAmerican Airlines
Deal found 6/15$142
mar. 7/159:55 amORD - DFW
Nonstop2h 42mMultiple Airlines
mié. 7/162:56 pmDFW - ORD
Nonstop2h 14mMultiple Airlines
Deal found 6/18$142

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 junio 18, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Cancún

Route

Depart

Return

Price

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 7/2

5:51 am-9:00 am

Nonstop2h 09m

New York LaGuardia

mar. 7/22

6:30 pm-8:00 pm

Nonstop2h 30m

$117

ChicagoLos Angeles

ORD - LAX

ORDLAX

Chicago O'Hare Intl

vie. 9/12

3:21 pm-8:08 pm

1 stop6h 47m

Los Angeles

mar. 9/16

11:58 am-11:43 pm

1 stop9h 45m

$121

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

jue. 7/17

11:21 am-1:51 pm

Nonstop2h 30m

Dallas/Fort Worth

mié. 7/30

2:56 pm-5:10 pm

Nonstop2h 14m

$122

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

mar. 7/1

9:28 pm-12:46 am

Nonstop2h 18m

Newark

mar. 7/8

4:35 pm-11:45 pm

1 stop8h 10m

$123

ChicagoNewark

ORD - EWR

ORDEWR

Chicago O'Hare Intl

lun. 6/30

9:28 pm-12:46 am

Nonstop2h 18m

Newark

mar. 7/1

11:04 am-4:34 pm

1 stop6h 30m

$124

ChicagoDallas

ORD - DFW

ORDDFW

Chicago O'Hare Intl

mar. 8/19

5:27 pm-8:16 pm

Nonstop2h 49m

Dallas/Fort Worth

dom. 8/24

9:21 pm-12:01 am

Nonstop2h 40m

$126

ChicagoFort Lauderdale

ORD - FLL

ORDFLL

Chicago O'Hare Intl

mar. 7/8

4:45 pm-8:55 pm

Nonstop3h 10m

Fort Lauderdale

sáb. 7/12

6:40 am-8:55 am

Nonstop3h 15m

$128

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 9/3

6:00 am-9:16 am

Nonstop2h 16m

New York LaGuardia

dom. 9/7

9:30 pm-11:07 pm

Nonstop2h 37m

$140

ChicagoNew York

ORD - JFK

ORDJFK

Chicago O'Hare Intl

mié. 9/3

6:10 am-9:29 am

Nonstop2h 19m

New York John F Kennedy Intl

lun. 9/8

7:00 pm-8:50 pm

Nonstop2h 50m

$140

ChicagoNew York

ORD - LGA

ORDLGA

Chicago O'Hare Intl

mié. 7/2

11:15 am-2:33 pm

Nonstop2h 18m

New York LaGuardia

mar. 7/8

6:49 pm-8:40 pm

Nonstop2h 51m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

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, June is the cheapest month in which you can book a flight from Wisconsin (average of $173). Flying from Wisconsin in March will prove the most costly (average of $367). 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.

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 junio 18, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
8.0
Very good

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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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.

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 junio 18, 2025.
  • What is the cheapest month to fly from Wisconsin?

    June is currently the cheapest month to fly from Wisconsin. At this moment in time March 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 Orlando from $98 round trip
    Fly from Milwaukee to Nashville from $98 round trip
    Fly from Milwaukee to Detroit from $108 round trip
    Fly from Milwaukee to Baltimore from $116 round trip
    Fly from Milwaukee to Minneapolis from $118 round trip

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