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Cheap flights from Chicago to Mayagüez from $439

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Mayagüez departing on 1/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Mayagüez

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:45 am - 9:42 am
ORD
-
MAZ
25h 57m1 stop
Multiple Airlines Logo
7:35 am - 11:46 pm
MAZ
-
ORD
18h 11m2 stops
$439Multiple Airlines
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
6:45 am - 9:42 am
ORD
-
MAZ
24h 57m2 stops
Multiple Airlines Logo
4:36 pm - 5:43 pm
MAZ
-
ORD
27h 07m2 stops
$459Multiple Airlines
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
5:00 am - 9:42 am
ORD
-
MAZ
26h 42m2 stops
Multiple Airlines Logo
4:36 pm - 6:16 pm
MAZ
-
ORD
27h 40m3 stops
$511Multiple Airlines
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
9:34 am - 9:42 am
ORD
-
MAZ
22h 08m3 stops
Multiple Airlines Logo
4:36 pm - 6:16 pm
MAZ
-
ORD
27h 40m3 stops
$548Multiple Airlines
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
5:45 am - 9:42 am
ORD
-
MAZ
25h 57m1 stop
Multiple Airlines Logo
7:35 am - 4:37 pm
MAZ
-
ORD
11h 02m1 stop
$581Multiple Airlines
Mon, Jan 5 - Fri, Jan 9

momondo 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, momondo users made 832,500 searches. Data last updated December 24, 2025.
Use the filters below to find and compare flights from Chicago to Mayagüez that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Mon 1/5

5:45 am-9:42 am

1 stop25h 57m

Mayagüez Eugenio M De Hostos

Fri 1/9

7:35 am-11:46 pm

2 stops18h 11m

$439

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Mon 1/5

6:45 am-9:42 am

2 stops24h 57m

Mayagüez Eugenio M De Hostos

Fri 1/9

4:36 pm-5:43 pm

2 stops27h 07m

$459

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Mon 1/5

5:00 am-9:42 am

2 stops26h 42m

Mayagüez Eugenio M De Hostos

Fri 1/9

4:36 pm-6:16 pm

3 stops27h 40m

$511

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Mon 1/5

9:34 am-9:42 am

3 stops22h 08m

Mayagüez Eugenio M De Hostos

Fri 1/9

4:36 pm-6:16 pm

3 stops27h 40m

$548

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Mon 1/5

5:45 am-9:42 am

1 stop25h 57m

Mayagüez Eugenio M De Hostos

Fri 1/9

7:35 am-4:37 pm

1 stop11h 02m

$581

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Mayagüez from

How to get the cheapest flight ticket from Chicago to Mayagüez

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

What airlines fly to Mayagüez?

Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Mayagüez from Chicago according to our data. Spirit Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Mayagüez. Keep in mind that there are 7 different airlines that fly to Mayagüez on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago to Mayagüez

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Mayagüez according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Mayagüez (CHI to MAZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Mayagüez

Fastest flight time

25h 57m

Direct flights

None
The fastest flight from Chicago to Mayagüez takes 25h 57m
There are no direct flights from Chicago to Mayagüez. There are no popular flight routes from Chicago to Mayagüez.
Search flight deals

  • How far is Chicago to Mayagüez Eugenio M De Hostos by plane?

    The distance between Chicago and Mayagüez Eugenio M De Hostos is about 2030.9 mi. Typically, this will take 25h 57m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to Mayagüez Eugenio M De Hostos Airport?

    Prices for flights from Chicago to Mayagüez Eugenio M De Hostos Airport refresh daily.

  • How old do you have to be to fly from Chicago to Mayagüez Eugenio M De Hostos Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Mayagüez Eugenio M De Hostos Airport.

  • What documentation or ID do you need to fly to Mayagüez Eugenio M De Hostos Airport?

    The required travel and health documents for your Mayagüez Eugenio M De Hostos Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Mayagüez Eugenio M De Hostos Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Mayagüez?

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

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Mayagüez?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Mayagüez for you.

Can I find flights from Chicago to Mayagüez with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Mayagüez from Chicago with this policy.

How can momondo help me find flights from Chicago to Mayagüez?

momondo helps you find the best flight between Chicago and Mayagüez by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Chicago to Mayagüez now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Mayagüez and let you know when they change.

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