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Mayagüez

$358+ Cheap flights from Chicago (CHI) to Mayagüez (MAZ)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAZ
Jan 31 — Feb 71
Sat 1/31
Sat 2/7
1 adult, Economy
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Cheap flight deals from Chicago to Mayagüez

Best flights from Chicago to Mayagüez
Discover carefully curated flight deals from Chicago to Mayagüez that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/2512:17 pmORD - MAZ
1 stop22h 27mMultiple Airlines
Sun 2/11:19 pmMAZ - ORD
2 stops44h 59mMultiple Airlines
Deal found 12/30$358
This Priceline deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/39:40 amORD - MAZ
2 stops22h 02mMultiple Airlines
Tue 2/174:36 pmMAZ - ORD
2 stops32h 45mMultiple Airlines
Deal found 12/29$378
This Kiwi.com deal was found by Cheapflights users on 12/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1112:44 pmORD - MAZ
2 stops25h 27mMultiple Airlines
Wed 2/251:19 pmMAZ - ORD
1 stop28h 29mMultiple Airlines
Deal found 12/31$415
This United Airlines deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/37:50 pmORD - MAZ
2 stops42h 21mUnited Airlines
Tue 2/171:19 pmMAZ - ORD
1 stop9h 01mUnited Airlines
Deal found 12/29$1,247
This United Airlines deal was found by Cheapflights users on 12/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/112:36 pmORD - MAZ
2 stops47h 35mUnited Airlines
Wed 2/251:19 pmMAZ - ORD
2 stops13h 07mUnited Airlines
Deal found 12/31$1,710

Find flight deals from Chicago to Mayagüez

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Mayagüez (MAZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 1, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$358
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Mayagüez Eugenio M De Hostos flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Mayagüez Eugenio M De Hostos flights.
Search Deals
From Chicago (CHI) to Mayagüez Eugenio M De Hostos
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Mayagüez that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 1, 2026.
Use the filters below to find and compare flights from Chicago to Mayagüez that are best for you.

Fly from

Chicago

Fly to

Mayagüez

Route

Depart

Return

Price

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Sun 1/25

12:17 pm-12:44 pm

1 stop22h 27m

Mayagüez Eugenio M De Hostos

Sun 2/1

1:19 pm-8:18 am

2 stops44h 59m

$358

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Tue 2/3

9:40 am-9:42 am

2 stops22h 02m

Mayagüez Eugenio M De Hostos

Tue 2/17

4:36 pm-11:21 pm

2 stops32h 45m

$378

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Wed 2/11

12:44 pm-4:11 pm

2 stops25h 27m

Mayagüez Eugenio M De Hostos

Wed 2/25

1:19 pm-3:48 pm

1 stop28h 29m

$415

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Tue 2/3

7:50 pm-4:11 pm

2 stops42h 21m

Mayagüez Eugenio M De Hostos

Tue 2/17

1:19 pm-8:20 pm

1 stop9h 01m

$1,247

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Wed 2/11

2:36 pm-4:11 pm

2 stops47h 35m

Mayagüez Eugenio M De Hostos

Wed 2/25

1:19 pm-12:26 am

2 stops13h 07m

$1,710

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

Compare providers for flights from Chicago to Mayagüez

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Mayagüez in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Mayagüez flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Mayagüez flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Mayagüez flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Mayagüez flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Mayagüez flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Mayagüez

Have a flexible travel schedule? Discover the best time to fly to Mayagüez from Chicago 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Mayagüez

What is the cheapest month to book a flight from Chicago to Mayagüez?

Currently, September is the cheapest month in which you can book a flight from Chicago to Mayagüez (average of $127). Flying from Chicago to Mayagüez in December is currently the most expensive (average of $221). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Mayagüez. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Mayagüez from Chicago?

    Located just 3.7 mi from the city center, Mayagüez Eugenio M De Hostos is the airport most travelers will use when flying to Mayagüez from Chicago. Booking flights from Chicago to Eugenio M De Hostos (MAZ) should be relatively easy as there are 0 daily inbound flights from Chicago from 0 different airlines.

  • Can I find deals for flights from Chicago to Mayagüez that include hotel bookings?

    Yes. In addition to deals on Chicago to Mayagüez flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Mayagüez?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Mayagüez.

  • Can I find deals for business class flights from Chicago to Mayagüez?

    Yes. Cheapflights offers flight deals from Chicago to Mayagüez by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Mayagüez?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Mayagüez (average of $127). Flying from Chicago to Mayagüez in December is currently the most expensive (average of $221). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Mayagüez?

Book flights to Mayagüez if you plan to visit one of these locations
Cabo Rojo
Boqueron
Rincon

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