What is the cheapest airline that flies from Puerto Rico to Wisconsin?

Frontier, JetBlue, and United Airlines are the most popular carriers operating from Puerto Rico to Wisconsin

How many flights depart from Puerto Rico to Wisconsin on average per week?

The number of flights available between Puerto Rico and Wisconsin is 64 per week as of December 2025. The most frequent departure day is Tue, with 16% of weekly flights leaving on this day.

What airlines fly to Wisconsin?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Wisconsin from Puerto Rico according to our data. American Airlines is the first choice among our users, with 35% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 5 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Puerto Rico to Wisconsin?

Prices for flights from Puerto Rico to Wisconsin are refreshed on a daily basis.

How many operators does momondo search for flights from Puerto Rico to Wisconsin?

The number of operators available for flights from Puerto Rico to Wisconsin is 8 as of December 2025.

How old do you have to be to fly from Puerto Rico to Wisconsin?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Puerto Rico to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents you'll need for your trip to Wisconsin may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Wisconsin. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$90 Cheap Flights from Puerto Rico to Wisconsin in 2025/26

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Find the cheapest flights from Puerto Rico to Wisconsin

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Puerto Rico to Wisconsin

Enter your travel dates to find the best prices.

11:15 am - 7:45 pm

SJU

ORD

10h 30m1 stop

12:41 pm - 11:44 pm

ORD

SJU

9h 03m1 stop

$169JetBlue

Wed, Feb 11 - Wed, Mar 4

5:22 pm - 11:10 pm

SJU

ORD

7h 48m1 stop

12:41 pm - 11:44 pm

ORD

SJU

9h 03m1 stop

$171JetBlue

Thu, Feb 12 - Fri, Feb 27

8:00 am - 10:41 am

SJU

ORD

28h 41m1 stop

6:03 am - 5:00 pm

ORD

SJU

8h 57m1 stop

$176Frontier

Wed, Jan 21 - Sat, Jan 24

5:25 pm - 3:52 pm

SJU

ORD

24h 27m1 stop

4:42 pm - 1:57 am

ORD

SJU

7h 15m1 stop

$177Frontier

Tue, Feb 10 - Sat, Feb 14

1:22 pm - 4:37 pm

SJU

ORD

5h 15mnonstop

7:45 am - 6:05 pm

ORD

SJU

8h 20m1 stop

$178Multiple Airlines

Fri, Jan 23 - Sun, Jan 25

1:22 pm - 4:37 pm

SJU

ORD

5h 15mnonstop

9:15 am - 7:26 pm

ORD

SJU

8h 11m1 stop

$183Multiple Airlines

Wed, Jan 28 - Fri, Jan 30

2:47 pm - 10:53 pm

SJU

MKE

10h 06m1 stop

6:37 pm - 10:40 am

MKE

SJU

15h 03m1 stop

$235American Airlines

Thu, Mar 5 - Sun, Mar 8

6:00 am - 3:57 pm

SJU

MKE

11h 57m2 stops

9:30 am - 9:39 pm

MKE

SJU

10h 09m1 stop

$240American Airlines

Thu, Jan 29 - Mon, Feb 2

2:05 am - 12:09 pm

SJU

MKE

12h 04m2 stops

11:30 am - 9:00 pm

MKE

SJU

7h 30m1 stop

$253United Airlines

Wed, Jan 28 - Wed, Feb 4

2:05 am - 2:09 pm

SJU

ATW

14h 04m2 stops

2:45 pm - 6:11 am

ATW

SJU

13h 26m2 stops

$325United Airlines

Thu, Jan 15 - Sun, Jan 18

JetBlue flights from Puerto Rico to Wisconsin

Our best JetBlue deals on Puerto Rico to Wisconsin flight tickets

JetBlue

Feb 11

SJU11:15 amSan Juan Luis Munoz Marin Intl

10h 30m

1 stop

ORD7:45 pmChicago O'Hare Intl

Mar 4

ORD12:41 pmChicago O'Hare Intl

9h 03m

1 stop

SJU11:44 pmSan Juan Luis Munoz Marin Intl

$169

Find similar

JetBlue

Feb 12

SJU5:22 pmSan Juan Luis Munoz Marin Intl

7h 48m

1 stop

ORD11:10 pmChicago O'Hare Intl

Feb 27

ORD12:41 pmChicago O'Hare Intl

9h 03m

1 stop

SJU11:44 pmSan Juan Luis Munoz Marin Intl

$171

Find similar

JetBlue

Feb 4

SJU11:06 amSan Juan Luis Munoz Marin Intl

10h 30m

1 stop

ORD7:36 pmChicago O'Hare Intl

Feb 8

ORD7:45 amChicago O'Hare Intl

8h 17m

1 stop

SJU6:02 pmSan Juan Luis Munoz Marin Intl

$173

Find similar

Frontier flights from Puerto Rico to Wisconsin

Our best Frontier deals on Puerto Rico to Wisconsin flight tickets

Frontier

Jan 21

SJU8:00 amSan Juan Luis Munoz Marin Intl

28h 41m

1 stop

ORD10:41 amChicago O'Hare Intl

Jan 24

ORD6:03 amChicago O'Hare Intl

8h 57m

1 stop

SJU5:00 pmSan Juan Luis Munoz Marin Intl

$176

Find similar

Frontier

Feb 10

SJU5:25 pmSan Juan Luis Munoz Marin Intl

24h 27m

1 stop

ORD3:52 pmChicago O'Hare Intl

Feb 14

ORD4:42 pmChicago O'Hare Intl

7h 15m

1 stop

SJU1:57 amSan Juan Luis Munoz Marin Intl

$177

Find similar

Frontier

Jan 21

SJU8:00 amSan Juan Luis Munoz Marin Intl

12h 01m

1 stop

MKE6:01 pmMilwaukee-Mitchell

Jan 28

MKE6:56 pmMilwaukee-Mitchell

27h 03m

1 stop

SJU11:59 pmSan Juan Luis Munoz Marin Intl

$180

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 2/11

11:15 am-7:45 pm

1 stop10h 30m

Chicago O'Hare Intl

Wed 3/4

12:41 pm-11:44 pm

1 stop9h 03m

$169

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 2/12

5:22 pm-11:10 pm

1 stop7h 48m

Chicago O'Hare Intl

Fri 2/27

12:41 pm-11:44 pm

1 stop9h 03m

$171

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 1/21

8:00 am-10:41 am

1 stop28h 41m

Chicago O'Hare Intl

Sat 1/24

6:03 am-5:00 pm

1 stop8h 57m

$176

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 2/10

5:25 pm-3:52 pm

1 stop24h 27m

Chicago O'Hare Intl

Sat 2/14

4:42 pm-1:57 am

1 stop7h 15m

$177

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 1/23

1:22 pm-4:37 pm

Nonstop5h 15m

Chicago O'Hare Intl

Sun 1/25

7:45 am-6:05 pm

1 stop8h 20m

$178

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 1/28

1:22 pm-4:37 pm

Nonstop5h 15m

Chicago O'Hare Intl

Fri 1/30

9:15 am-7:26 pm

1 stop8h 11m

$183

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 3/5

2:47 pm-10:53 pm

1 stop10h 06m

Milwaukee-Mitchell

Sun 3/8

6:37 pm-10:40 am

1 stop15h 03m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

6:00 am-3:57 pm

2 stops11h 57m

Milwaukee-Mitchell

Mon 2/2

9:30 am-9:39 pm

1 stop10h 09m

$240

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-12:09 pm

2 stops12h 04m

Milwaukee-Mitchell

Wed 2/4

11:30 am-9:00 pm

1 stop7h 30m

$253

San JuanAppleton

SJU - ATW

SJUATW

San Juan Luis Munoz Marin Intl

Thu 1/15

2:05 am-2:09 pm

2 stops14h 04m

Appleton Intl

Sun 1/18

2:45 pm-6:11 am

2 stops13h 26m

$325

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Puerto Rico to Wisconsin

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of February, then book flights to Wisconsin from Puerto Rico during September instead. Flights to Wisconsin in September, while not as cheap as those in February, still average around $298.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Puerto Rico to Wisconsin is on a Thursday. Travelers who choose to depart for Wisconsin on a Thursday will often find tickets for as low as $331. The most expensive day to fly to Wisconsin is Sunday, with ticket prices averaging around $624.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is in the evening. Flights from Puerto Rico to Wisconsin during this time can be as low as $404. Flights at noon are often more expensive with an average ticket price of $429.

How far in advance should I book a flight to Wisconsin?

You are more likely to see cheaper flights to Wisconsin from Puerto Rico when booking weeks ahead of your departure date. In general, you can expect to find flights to Wisconsin for around $382 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Wisconsin from Puerto Rico for as low as $286 on momondo.

Cheap Puerto Rico to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Puerto Rico to Wisconsin

Fastest flight time	5h 15m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Puerto Rico to Wisconsin takes 5h 15m

Direct flights go from Puerto Rico to Wisconsin every day.

There are 80 airports in Wisconsin. From Puerto Rico there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

When did momondo last update prices for flights from Puerto Rico to Wisconsin?
Prices for flights from Puerto Rico to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Puerto Rico to Wisconsin?
The number of operators available for flights from Puerto Rico to Wisconsin is 8 as of December 2025.
How old do you have to be to fly from Puerto Rico to Wisconsin?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Puerto Rico to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents you'll need for your trip to Wisconsin may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Wisconsin. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Puerto Rico to Wisconsin

Compare and see reviews for airlines that fly from Puerto Rico to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $118	Free Cancellation	Rating 7.9 8,005 reviews	Search Delta flights
Spirit Airlines	PriceFrom $182	Free Cancellation	Rating 6.3 8,190 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $215	Free Cancellation	Rating 7.4 9,091 reviews	Search United Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.2 11,054 reviews	Search American Airlines flights
Southwest	PriceFrom $305	Free Cancellation	Rating 7.9 4,250 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Puerto Rico to Wisconsin?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Wisconsin from Puerto Rico.

Can I find flights from Puerto Rico to Wisconsin with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Wisconsin from Puerto Rico with this policy.

How can momondo help me find flights from Puerto Rico to Wisconsin?

Once you have performed a search for Puerto Rico to Wisconsin flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Puerto Rico to Wisconsin right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Wisconsin, momondo offers a useful price alert feature which will track prices for flights to Wisconsin from Puerto Rico and alert you when they change.