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Cheap flights from Chicago to San Juan from $91

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Juan departing on 1/10. 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 San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
8:27 pm - 11:19 am
ORD
-
PSE
12h 52m1 stop
Frontier Logo
12:14 pm - 7:41 pm
PSE
-
ORD
9h 27m1 stop
$201Frontier
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
8:27 pm - 11:19 am
ORD
-
PSE
12h 52m1 stop
Frontier Logo
12:14 pm - 7:41 pm
PSE
-
ORD
9h 27m1 stop
$202Frontier
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
8:51 pm - 11:20 am
ORD
-
PSE
12h 29m1 stop
Frontier Logo
12:14 pm - 7:51 pm
PSE
-
ORD
9h 37m1 stop
$216Frontier
Thu, Jan 15 - Sun, Jan 18
Frontier Logo
8:27 pm - 11:19 am
ORD
-
PSE
12h 52m1 stop
Frontier Logo
12:14 pm - 7:41 pm
PSE
-
ORD
9h 27m1 stop
$236Frontier
Sun, Jan 11 - Thu, Jan 15
Frontier Logo
8:27 pm - 11:19 am
ORD
-
PSE
12h 52m1 stop
Frontier Logo
12:14 pm - 7:41 pm
PSE
-
ORD
9h 27m1 stop
$237Frontier
Sun, Jan 11 - Thu, Jan 15
Frontier Logo
8:27 pm - 11:19 am
ORD
-
PSE
12h 52m1 stop
Frontier Logo
12:14 pm - 7:51 pm
PSE
-
ORD
9h 37m1 stop
$251Frontier
Sun, Jan 11 - Sun, Jan 18
Frontier Logo
10:12 am - 8:55 am
ORD
-
PSE
21h 43m1 stop
Frontier Logo
10:50 am - 9:02 am
PSE
-
ORD
23h 12m1 stop
$257Frontier
Wed, Apr 8 - Sun, Apr 12
Frontier Logo
8:27 pm - 11:19 am
ORD
-
PSE
12h 52m1 stop
Frontier Logo
12:14 pm - 7:17 pm
PSE
-
ORD
9h 03m1 stop
$266Frontier
Thu, Jan 8 - Sun, Jan 11
Frontier Logo
9:07 pm - 11:25 am
ORD
-
PSE
12h 18m1 stop
Frontier Logo
2:41 pm - 3:03 pm
PSE
-
ORD
26h 22m1 stop
$287Frontier
Fri, Feb 20 - Sat, Feb 28
Frontier Logo
1:17 pm - 10:35 am
ORD
-
PSE
19h 18m1 stop
Frontier Logo
11:05 am - 3:37 pm
PSE
-
ORD
30h 32m1 stop
$291Frontier
Sun, Feb 22 - Fri, Feb 27

Frontier flights from Chicago to Ponce

Our best Frontier deals on Chicago to Ponce flight tickets
Frontier
Jan 8
ORD8:27 pmChicago O'Hare Intl
12h 52m
1 stop
PSE11:19 amPonce Mercedita
Jan 15
PSE12:14 pmPonce Mercedita
9h 27m
1 stop
ORD7:41 pmChicago O'Hare Intl
$201
Find similar
Frontier
Jan 8
ORD8:27 pmChicago O'Hare Intl
12h 52m
1 stop
PSE11:19 amPonce Mercedita
Jan 15
PSE12:14 pmPonce Mercedita
9h 27m
1 stop
ORD7:41 pmChicago O'Hare Intl
$202
Find similar
Frontier
Jan 15
ORD8:51 pmChicago O'Hare Intl
12h 29m
1 stop
PSE11:20 amPonce Mercedita
Jan 18
PSE12:14 pmPonce Mercedita
9h 37m
1 stop
ORD7:51 pmChicago O'Hare Intl
$216
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Ponce 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 18, 2025.
Use the filters below to find and compare flights from Chicago to Ponce that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/8

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$201

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/8

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$202

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/15

8:51 pm-11:20 am

1 stop12h 29m

Ponce Mercedita

Sun 1/18

12:14 pm-7:51 pm

1 stop9h 37m

$216

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sun 1/11

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$236

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sun 1/11

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Thu 1/15

12:14 pm-7:41 pm

1 stop9h 27m

$237

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sun 1/11

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Sun 1/18

12:14 pm-7:51 pm

1 stop9h 37m

$251

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 4/8

10:12 am-8:55 am

1 stop21h 43m

Ponce Mercedita

Sun 4/12

10:50 am-9:02 am

1 stop23h 12m

$257

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 1/8

8:27 pm-11:19 am

1 stop12h 52m

Ponce Mercedita

Sun 1/11

12:14 pm-7:17 pm

1 stop9h 03m

$266

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Fri 2/20

9:07 pm-11:25 am

1 stop12h 18m

Ponce Mercedita

Sat 2/28

2:41 pm-3:03 pm

1 stop26h 22m

$287

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sun 2/22

1:17 pm-10:35 am

1 stop19h 18m

Ponce Mercedita

Fri 2/27

11:05 am-3:37 pm

1 stop30h 32m

$291

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Juan from

How to get the cheapest flight ticket from Chicago to Ponce

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 is the cheapest day to depart on your flight to Ponce?

The cheapest day to depart from Chicago to Ponce is on a Thursday. Travelers who choose to depart for Ponce on a Thursday will often find tickets for as low as $244. On the other hand, Monday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $713.

What is the cheapest time of day to depart on your flight to Ponce?

In the morning is the cheapest time of day to fly from Chicago to Ponce when you can find flight prices for as low as $246. Flying to Ponce in the morning is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to Ponce is in the evening when prices are around $352.

When to book flights from Chicago to Ponce

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

Cheap Chicago to Ponce (CHI to PSE) flight deals and tips

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

Fastest flight time

12h 29m

Direct flights

None
The fastest flight from Chicago to Ponce takes 12h 29m
There are no direct flights from Chicago to Ponce. There are no popular flight routes from Chicago to Ponce.
Search flight deals

  • How far is Chicago to Ponce Mercedita by plane?

    There are 2060.4 mi between Chicago and Ponce Mercedita. Flights usually cover this in 12h 29m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Ponce Mercedita Airport?

    Prices for flights from Chicago to Ponce Mercedita Airport refresh daily.

  • How old do you have to be to fly from Chicago to Ponce Mercedita Airport?

    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 Chicago to Ponce Mercedita Airport.

  • What documentation or ID do you need to fly to Ponce Mercedita Airport?

    The required travel and health documents for your Ponce Mercedita 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 Ponce Mercedita Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Ponce. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Chicago to Ponce flights to just show those with flexible booking policies.

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

Once all potential Chicago to Ponce flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Chicago to Ponce flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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