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$327+ Cheap flights from Mayagüez (MAZ) to Chicago (CHI)

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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
MAZ — CHI
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Cheap flight deals from Mayagüez to Chicago

Best flights from Mayagüez to Chicago
Discover carefully curated flight deals from Mayagüez to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 31, 2025.

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.
Wed 1/147:35 amMAZ - ORD
1 stop11h 02mMultiple Airlines
Sun 1/181:13 pmORD - MAZ
2 stops18h 29mMultiple Airlines
Deal found 12/30$327
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/131:19 pmMAZ - ORD
1 stop29h 18mMultiple Airlines
Sat 1/175:32 pmORD - MAZ
2 stops38h 10mMultiple Airlines
Deal found 12/29$399

Find flight deals from Mayagüez to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Mayagüez (MAZ) to Chicago (CHI). 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 December 31, 2025.

Round-trip from

$327
(Kiwi.com)
From Mayagüez Eugenio M De Hostos to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Mayagüez to Chicago 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 December 31, 2025.
Use the filters below to find and compare flights from Mayagüez to Chicago that are best for you.

Fly from

Mayagüez

Fly to

Chicago

Route

Depart

Return

Price

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Wed 1/14

7:35 am-4:37 pm

1 stop11h 02m

Chicago O'Hare Intl

Sun 1/18

1:13 pm-9:42 am

2 stops18h 29m

$327

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Tue 1/13

1:19 pm-4:37 pm

1 stop29h 18m

Chicago O'Hare Intl

Sat 1/17

5:32 pm-9:42 am

2 stops38h 10m

$399

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sun 1/11

1:19 pm-8:20 pm

1 stop9h 01m

$1,177

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Best time to book a flight from Mayagüez to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Mayagüez to Chicago (average of $121). Flying from Mayagüez to Chicago in June is currently the most expensive (average of $175). 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 Mayagüez to Chicago. 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 from for flights from Mayagüez to Chicago?

    If you book a flight to Chicago from Mayagüez, you will be flying from Eugenio M De Hostos, which is the city’s only airport. Mayagüez Eugenio M De Hostos (MAZ) is located 3.7 mi from the center of Mayagüez. There are 0 flights from Eugenio M De Hostos to Chicago per day from 0 different airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Mayagüez to Chicago 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 Mayagüez to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Mayagüez to Chicago (average of $121). Flying from Mayagüez to Chicago in June is currently the most expensive (average of $175). 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 Chicago?

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