$226 Cheap Flights from Chicago (MDW) to Mayagüez (MAZ)

View $226 flight on Mon, Jan 26, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Mayagüez (MAZ-Eugenio María de Hostos)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Chicago to Mayagüez (MDW-MAZ)

Prices were available within the past 7 days and start at $226 for one-way flights and $708 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Jan 26 - Mon, Feb 9
MDW
Chicago
MAZ
Mayagüez
$708 Roundtrip, found 2 days ago
$708
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 26 from Chicago to Mayagüez, returning Mon, Feb 9, priced at $708 found 2 days ago
Delta
Mon, Jan 26 - Mon, Feb 9
MDW
Chicago
MAZ
Mayagüez
$738 Roundtrip, found 2 days ago
$738
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 26 from Chicago to Mayagüez, returning Mon, Feb 9, priced at $738 found 2 days ago
Delta
Wed, Dec 10 - Wed, Jan 14
MDW
Chicago
MAZ
Mayagüez
$767 Roundtrip, found 6 days ago
$767
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Dec 10 from Chicago to Mayagüez, returning Wed, Jan 14, priced at $767 found 6 days ago
Delta
Wed, Dec 10 - Wed, Jan 14
MDW
Chicago
MAZ
Mayagüez
$777 Roundtrip, found 4 days ago
$777
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 10 from Chicago to Mayagüez, returning Wed, Jan 14, priced at $777 found 4 days ago
Delta
Wed, Dec 10 - Wed, Jan 14
MDW
Chicago
MAZ
Mayagüez
$787 Roundtrip, found 4 days ago
$787
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 10 from Chicago to Mayagüez, returning Wed, Jan 14, priced at $787 found 4 days ago
Delta
Mon, Dec 8 - Mon, Jan 12
MDW
Chicago
MAZ
Mayagüez
$792 Roundtrip, found 3 days ago
$792
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Dec 8 from Chicago to Mayagüez, returning Mon, Jan 12, priced at $792 found 3 days ago
Delta
Mon, Dec 8 - Mon, Jan 12
MDW
Chicago
MAZ
Mayagüez
$818 Roundtrip, found 3 days ago
$818
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Dec 8 from Chicago to Mayagüez, returning Mon, Jan 12, priced at $818 found 3 days ago
Delta
Wed, Jan 28 - Mon, Feb 9
MDW
Chicago
MAZ
Mayagüez
$833 Roundtrip, found 2 days ago
$833
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jan 28 from Chicago to Mayagüez, returning Mon, Feb 9, priced at $833 found 2 days ago
Delta
Mon, Jan 26 - Mon, Feb 9
MDW
Chicago
MAZ
Mayagüez
$902 Roundtrip, found 2 days ago
$902
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jan 26 from Chicago to Mayagüez, returning Mon, Feb 9, priced at $902 found 2 days ago
Delta
Tue, Dec 9 - Fri, Jan 9
MDW
Chicago
MAZ
Mayagüez
$907 Roundtrip, just found
$907
Roundtrip
just found
Select Delta flight, departing Tue, Dec 9 from Chicago to Mayagüez, returning Fri, Jan 9, priced at $907 just found

Alternative airports near Mayagüez

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Rafael Hernandez BQN. Cheapest option available. Average driving time to city center is 33 minutes. Flights from $349
BQN
Rafael Hernandez
Cheapest
Average driving time to city center33 min
Flights from $349
Flights from Chicago (MDW) to Mayagüez (MAZ)
Origin airport
Midway Intl.
Destination airport
Eugenio María de Hostos
Roundtrip price
$707
Distance
2028 mi

Chicago to Mayagüez Flights

The cheapest times to fly from Chicago to Mayagüez

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Mayagüez are during the month of January. You can find some of the cheapest flights from Chicago to Mayagüez with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Mayagüez

Sunday is one of the best days to book for cheap flights from Chicago to Mayagüez: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Mayagüez

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Mayagüez in 2026. You can also book with separate airlines for your outbound and return journeys, from $226 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Mayagüez flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Mayagüez airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ) cost?
Get a cheap one-way flight from $226 or cheap return flight from $708 from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ)?
Planning your trip for January can help you save, as it's the cheapest month for flights between MDW and MAZ. You'll typically find the lowest prices during the off-season.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll fly you from MDW to MAZ. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ)?
There aren't any daily direct flights available from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from MDW to MAZ?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on various factors, such as the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ)?
To avoid potential delays on the Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ) route, aim to travel before 3 PM. Flights after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ) last-minute?
Last-minute bookings from MDW to MAZ are generally more expensive. For the cheapest rates, start searching for flights as early as possible. That said, if you can play around with your travel dates, it's possible to land a cheap fare right before your trip.
Is it cheaper to book a MDW to MAZ flight and hotel package?
Booking a MDW to MAZ flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our wide range of hotels and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Eugenio Maria de Hostos Airport (MAZ)?
In most instances, you can cancel or reschedule your MDW to MAZ flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's rules and fees on flight changes, or if you need further information, go to our Customer Service portal.

Explore a world of travel with Expedia

*Available to One Key members.