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Cheap flights from Mayagüez to Chicago from $365

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Mayagüez to Chicago departing on 4/21. 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
1 adult, Economy, 0 bags

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Find the cheapest flights from Mayagüez to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
4:36 pm - 3:08 pm
MAZ
-
ORD
23h 32m
1 stop
Multiple Airlines Logo
1:27 pm - 6:43 pm
ORD
-
MAZ
28h 16m
2 stops
$365Multiple Airlines
Tue, Apr 21 - Sat, Apr 25
Multiple Airlines Logo
4:36 pm - 1:32 pm
MAZ
-
ORD
21h 56m
2 stops
Multiple Airlines Logo
10:00 am - 9:42 am
ORD
-
MAZ
22h 42m
1 stop
$389Multiple Airlines
Sat, Apr 18 - Wed, Apr 22
Multiple Airlines Logo
10:07 am - 8:49 pm
MAZ
-
ORD
11h 42m
1 stop
Multiple Airlines Logo
7:15 pm - 9:42 am
ORD
-
MAZ
37h 27m
2 stops
$395Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
7:35 am - 6:14 pm
MAZ
-
ORD
35h 39m
2 stops
Multiple Airlines Logo
7:30 am - 6:43 pm
ORD
-
MAZ
34h 13m
2 stops
$411Multiple Airlines
Sun, May 3 - Sun, May 10
Multiple Airlines Logo
1:19 pm - 8:49 pm
MAZ
-
ORD
8h 30m
1 stop
Multiple Airlines Logo
10:00 am - 9:42 am
ORD
-
MAZ
22h 42m
1 stop
$440Multiple Airlines
Sat, Apr 18 - Wed, Apr 22
Multiple Airlines Logo
4:36 pm - 3:08 pm
MAZ
-
ORD
23h 32m
1 stop
Multiple Airlines Logo
10:00 am - 9:42 am
ORD
-
MAZ
22h 42m
1 stop
$441Multiple Airlines
Tue, Apr 21 - Sat, Apr 25
Multiple Airlines Logo
4:36 pm - 12:24 am
MAZ
-
ORD
32h 48m
3 stops
Multiple Airlines Logo
10:00 am - 6:43 pm
ORD
-
MAZ
7h 43m
1 stop
$499Multiple Airlines
Tue, Apr 21 - Sat, Apr 25
Multiple Airlines Logo
1:19 pm - 8:49 pm
MAZ
-
ORD
8h 30m
1 stop
Multiple Airlines Logo
10:00 am - 6:43 pm
ORD
-
MAZ
7h 43m
1 stop
$637Multiple Airlines
Sun, Apr 19 - Thu, Apr 23
Multiple Airlines Logo
7:35 am - 9:36 am
MAZ
-
ORD
27h 01m
3 stops
Multiple Airlines Logo
10:31 am - 9:42 am
ORD
-
MAZ
22h 11m
2 stops
$703Multiple Airlines
Sat, Apr 18 - Wed, Apr 22
Multiple Airlines Logo
7:35 am - 9:36 am
MAZ
-
ORD
27h 01m
3 stops
Multiple Airlines Logo
10:31 am - 9:42 am
ORD
-
MAZ
22h 11m
3 stops
$743Multiple Airlines
Sat, Apr 18 - Wed, Apr 22

United Airlines flights from Mayagüez to Chicago

Our best United Airlines deals on Mayagüez to Chicago flight tickets
United Airlines
Apr 19
MAZ1:19 pmMayagüez Eugenio M De Hostos
7h 56m
1 stop
ORD8:15 pmChicago O'Hare Intl
Apr 23
ORD5:00 amChicago O'Hare Intl
10h 11m
2 stops
MAZ4:11 pmMayagüez Eugenio M De Hostos
$1,554
United Airlines
May 3
MAZ1:19 pmMayagüez Eugenio M De Hostos
7h 56m
1 stop
ORD8:15 pmChicago O'Hare Intl
May 10
ORD5:00 amChicago O'Hare Intl
10h 11m
2 stops
MAZ4:11 pmMayagüez Eugenio M De Hostos
$1,558
United Airlines
May 3
MAZ1:19 pmMayagüez Eugenio M De Hostos
7h 56m
1 stop
ORD8:15 pmChicago O'Hare Intl
May 10
ORD2:38 pmChicago O'Hare Intl
24h 33m
1 stop
MAZ4:11 pmMayagüez Eugenio M De Hostos
$1,704

momondo 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, momondo users made 832,500 searches. Data last updated April 6, 2026.
Use the filters below to find and compare flights from Mayagüez to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Tue 4/21

4:36 pm-3:08 pm

1 stop23h 32m

Chicago O'Hare Intl

Sat 4/25

1:27 pm-6:43 pm

2 stops28h 16m

$365

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sat 4/18

4:36 pm-1:32 pm

2 stops21h 56m

Chicago O'Hare Intl

Wed 4/22

10:00 am-9:42 am

1 stop22h 42m

$389

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Fri 4/17

10:07 am-8:49 pm

1 stop11h 42m

Chicago O'Hare Intl

Tue 4/21

7:15 pm-9:42 am

2 stops37h 27m

$395

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sun 5/3

7:35 am-6:14 pm

2 stops35h 39m

Chicago O'Hare Intl

Sun 5/10

7:30 am-6:43 pm

2 stops34h 13m

$411

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sat 4/18

1:19 pm-8:49 pm

1 stop8h 30m

Chicago O'Hare Intl

Wed 4/22

10:00 am-9:42 am

1 stop22h 42m

$440

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Tue 4/21

4:36 pm-3:08 pm

1 stop23h 32m

Chicago O'Hare Intl

Sat 4/25

10:00 am-9:42 am

1 stop22h 42m

$441

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Tue 4/21

4:36 pm-12:24 am

3 stops32h 48m

Chicago O'Hare Intl

Sat 4/25

10:00 am-6:43 pm

1 stop7h 43m

$499
Quickest round-trip

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sun 4/19

1:19 pm-8:49 pm

1 stop8h 30m

Chicago O'Hare Intl

Thu 4/23

10:00 am-6:43 pm

1 stop7h 43m

$637

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sat 4/18

7:35 am-9:36 am

3 stops27h 01m

Chicago O'Hare Intl

Wed 4/22

10:31 am-9:42 am

2 stops22h 11m

$703

MayagüezChicago

MAZ - ORD

MAZORD

Mayagüez Eugenio M De Hostos

Sat 4/18

7:35 am-9:36 am

3 stops27h 01m

Chicago O'Hare Intl

Wed 4/22

10:31 am-9:42 am

3 stops22h 11m

$743

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Mayagüez to Chicago

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 Chicago?

Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Mayagüez according to our data. Spirit Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Mayagüez to Chicago

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

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

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

Fastest flight time

7h 56m

Direct flights

None
The fastest flight from Mayagüez to Chicago takes 7h 56m
There are no direct flights from Mayagüez to Chicago. There are no popular flight routes from Mayagüez to Chicago.
Search flight deals

Frequently asked questions about flying from Mayagüez to Chicago

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

    There are 2030.9 mi between Mayagüez Eugenio M De Hostos and Chicago. 7h 56m is a normal flight duration for this route.

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

    Prices for flights from Mayagüez Eugenio M De Hostos Airport to Chicago are refreshed on a daily basis.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Mayagüez Eugenio M De Hostos Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Mayagüez.

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

Flights from Mayagüez to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Mayagüez to Chicago.

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

Yes. momondo can track prices for Mayagüez to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport