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Cheap flights from Chicago to Mayagüez from $381

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 9/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Logo
6:30 am - 9:42 amORD-MAZ
26h 12m2 stops
Logo
7:35 am - 9:58 pmMAZ-ORD
15h 23m2 stops
$381
Find Deal
Wed, Sep 24 - Sat, Sep 27
Logo
6:30 am - 9:42 amORD-MAZ
26h 12m2 stops
Logo
7:35 am - 10:42 amMAZ-ORD
28h 07m3 stops
$548
Find Deal
Wed, Sep 24 - Sat, Sep 27
Logo
6:44 pm - 6:42 pmORD-MAZ
22h 58m3 stops
Logo
7:35 am - 10:42 amMAZ-ORD
28h 07m3 stops
$633
Find Deal
Wed, Sep 24 - Sat, Sep 27
United Airlines Logo
2:39 pm - 4:15 pmORD-MAZ
24h 36m2 stops
United Airlines Logo
1:19 pm - 8:20 pmMAZ-ORD
9h 01m1 stop
$1,229United Airlines
Find Deal
Sat, Oct 11 - Sat, Nov 15
United Airlines Logo
2:39 pm - 4:15 pmORD-MAZ
24h 36m2 stops
United Airlines Logo
1:19 pm - 8:20 pmMAZ-ORD
9h 01m1 stop
$1,279United Airlines
Find Deal
Sat, Oct 11 - Sat, Nov 15
United Airlines Logo
9:20 pm - 4:15 pmORD-MAZ
17h 55m2 stops
United Airlines Logo
1:23 pm - 8:20 pmMAZ-ORD
7h 57m1 stop
$1,294United Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
12:55 pm - 4:15 pmORD-MAZ
26h 20m2 stops
United Airlines Logo
1:19 pm - 11:43 pmMAZ-ORD
12h 24m2 stops
$1,344United Airlines
Find Deal
Sat, Oct 11 - Sat, Nov 15
United Airlines Logo
9:20 pm - 4:15 pmORD-MAZ
17h 55m2 stops
United Airlines Logo
1:23 pm - 11:43 pmMAZ-ORD
11h 20m2 stops
$1,707United Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
7:45 pm - 4:15 pmORD-MAZ
43h 30m2 stops
United Airlines Logo
1:23 pm - 8:03 pmMAZ-ORD
7h 40m1 stop
$2,026United Airlines
Find Deal
Wed, Sep 24 - Sat, Sep 27

United Airlines flights from Chicago to Mayagüez

Our best United Airlines deals on Chicago to Mayagüez flight tickets
United Airlines
Oct 11
ORD2:39 pmChicago O'Hare Intl
24h 36m
2 stops
MAZ4:15 pmMayagüez Eugenio M De Hostos
Nov 15
MAZ1:19 pmMayagüez Eugenio M De Hostos
9h 01m
1 stop
ORD8:20 pmChicago O'Hare Intl
$1,229
Find similar
United Airlines
Oct 11
ORD2:39 pmChicago O'Hare Intl
24h 36m
2 stops
MAZ4:15 pmMayagüez Eugenio M De Hostos
Nov 15
MAZ1:19 pmMayagüez Eugenio M De Hostos
9h 01m
1 stop
ORD8:20 pmChicago O'Hare Intl
$1,279
Find similar
United Airlines
Oct 23
ORD9:20 pmChicago O'Hare Intl
17h 55m
2 stops
MAZ4:15 pmMayagüez Eugenio M De Hostos
Oct 27
MAZ1:23 pmMayagüez Eugenio M De Hostos
7h 57m
1 stop
ORD8:20 pmChicago O'Hare Intl
$1,294
Find similar

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 September 11, 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

Wed 9/24

6:30 am-9:42 am

2 stops26h 12m

Mayagüez Eugenio M De Hostos

Sat 9/27

7:35 am-9:58 pm

2 stops15h 23m

$381

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Wed 9/24

6:30 am-9:42 am

2 stops26h 12m

Mayagüez Eugenio M De Hostos

Sat 9/27

7:35 am-10:42 am

3 stops28h 07m

$548

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Wed 9/24

6:44 pm-6:42 pm

3 stops22h 58m

Mayagüez Eugenio M De Hostos

Sat 9/27

7:35 am-10:42 am

3 stops28h 07m

$633

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Sat 10/11

2:39 pm-4:15 pm

2 stops24h 36m

Mayagüez Eugenio M De Hostos

Sat 11/15

1:19 pm-8:20 pm

1 stop9h 01m

$1,229

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Sat 10/11

2:39 pm-4:15 pm

2 stops24h 36m

Mayagüez Eugenio M De Hostos

Sat 11/15

1:19 pm-8:20 pm

1 stop9h 01m

$1,279

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Thu 10/23

9:20 pm-4:15 pm

2 stops17h 55m

Mayagüez Eugenio M De Hostos

Mon 10/27

1:23 pm-8:20 pm

1 stop7h 57m

$1,294

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Sat 10/11

12:55 pm-4:15 pm

2 stops26h 20m

Mayagüez Eugenio M De Hostos

Sat 11/15

1:19 pm-11:43 pm

2 stops12h 24m

$1,344

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Thu 10/23

9:20 pm-4:15 pm

2 stops17h 55m

Mayagüez Eugenio M De Hostos

Mon 10/27

1:23 pm-11:43 pm

2 stops11h 20m

$1,707

ChicagoMayagüez

ORD - MAZ

ORDMAZ

Chicago O'Hare Intl

Wed 9/24

7:45 pm-4:15 pm

2 stops43h 30m

Mayagüez Eugenio M De Hostos

Sat 9/27

1:23 pm-8:03 pm

1 stop7h 40m

$2,026

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 48% 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

Direct flights

None
There are no direct flights from Chicago to Mayagüez. There are no popular flight routes from Chicago to Mayagüez.
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  • 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 17h 55m 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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