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Cheap flights from Chicago to San Juan from $132

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 4/10. 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
1 adult, Economy, 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
3:55 pm - 9:07 am
ORD
-
PSE
16h 12m
1 stop
Frontier Logo
10:02 am - 11:13 pm
PSE
-
ORD
14h 11m
1 stop
$284Frontier
Wed, May 6 - Tue, May 12
Frontier Logo
3:55 pm - 9:07 am
ORD
-
PSE
16h 12m
1 stop
Frontier Logo
10:02 am - 11:13 pm
PSE
-
ORD
14h 11m
1 stop
$315Frontier
Wed, May 6 - Wed, May 13
Frontier Logo
5:30 pm - 9:07 am
ORD
-
PSE
14h 37m
1 stop
Frontier Logo
10:02 am - 11:13 pm
PSE
-
ORD
14h 11m
1 stop
$321Frontier
Mon, May 18 - Mon, May 25
Frontier Logo
3:55 pm - 9:07 am
ORD
-
PSE
16h 12m
1 stop
Frontier Logo
10:02 am - 11:13 pm
PSE
-
ORD
14h 11m
1 stop
$335Frontier
Wed, May 6 - Wed, May 13
Frontier Logo
5:30 pm - 9:07 am
ORD
-
PSE
14h 37m
1 stop
Frontier Logo
10:02 am - 11:13 pm
PSE
-
ORD
14h 11m
1 stop
$355Frontier
Fri, May 22 - Wed, May 27
Frontier Logo
5:30 pm - 9:52 am
ORD
-
PSE
15h 22m
1 stop
Frontier Logo
10:37 am - 11:14 pm
PSE
-
ORD
13h 37m
1 stop
$361Frontier
Wed, Jul 8 - Wed, Jul 15
Frontier Logo
5:30 pm - 9:07 am
ORD
-
PSE
14h 37m
1 stop
Frontier Logo
10:02 am - 11:13 pm
PSE
-
ORD
14h 11m
1 stop
$366Frontier
Thu, Jun 4 - Sun, Jun 7
Frontier Logo
5:30 pm - 9:52 am
ORD
-
PSE
15h 22m
1 stop
Frontier Logo
10:37 am - 11:14 pm
PSE
-
ORD
13h 37m
1 stop
$406Frontier
Sat, Jun 27 - Tue, Jun 30
Multiple Airlines Logo
4:21 pm - 11:49 am
ORD
-
PSE
18h 28m
1 stop
Multiple Airlines Logo
8:39 am - 9:39 pm
PSE
-
ORD
14h 00m
2 stops
$426Multiple Airlines
Wed, Apr 8 - Wed, Apr 15
Frontier Logo
5:30 pm - 9:52 am
ORD
-
PSE
15h 22m
1 stop
Frontier Logo
10:37 am - 11:14 pm
PSE
-
ORD
13h 37m
1 stop
$446Frontier
Thu, Jul 23 - Tue, Jul 28

Frontier flights from Chicago to Ponce

Our best Frontier deals on Chicago to Ponce flight tickets
Frontier
May 10
ORD5:30 pmChicago O'Hare Intl
14h 32m
1 stop
PSE9:02 amPonce Mercedita
May 15
PSE9:47 amPonce Mercedita
14h 26m
1 stop
ORD11:13 pmChicago O'Hare Intl
$306
Frontier
May 6
ORD3:55 pmChicago O'Hare Intl
16h 12m
1 stop
PSE9:07 amPonce Mercedita
May 13
PSE10:02 amPonce Mercedita
14h 11m
1 stop
ORD11:13 pmChicago O'Hare Intl
$315
Frontier
May 18
ORD5:30 pmChicago O'Hare Intl
14h 37m
1 stop
PSE9:07 amPonce Mercedita
May 25
PSE10:02 amPonce Mercedita
14h 11m
1 stop
ORD11:13 pmChicago O'Hare Intl
$321

JetBlue flights from Chicago to Ponce

Our best JetBlue deals on Chicago to Ponce flight tickets
JetBlue
Apr 15
ORD8:31 amChicago O'Hare Intl
22h 18m
2 stops
PSE7:49 amPonce Mercedita
Apr 22
PSE8:39 amPonce Mercedita
24h 02m
2 stops
ORD7:41 amChicago O'Hare Intl
$694
JetBlue
Apr 17
ORD8:31 amChicago O'Hare Intl
22h 18m
2 stops
PSE7:49 amPonce Mercedita
Apr 24
PSE8:39 amPonce Mercedita
24h 02m
2 stops
ORD7:41 amChicago O'Hare Intl
$760
JetBlue
Apr 17
ORD8:31 amChicago O'Hare Intl
22h 18m
2 stops
PSE7:49 amPonce Mercedita
Apr 24
PSE8:39 amPonce Mercedita
24h 02m
2 stops
ORD7:41 amChicago O'Hare Intl
$767

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 March 23, 2026.
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

Cheapest round-trip

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 5/6

3:55 pm-9:07 am

1 stop16h 12m

Ponce Mercedita

Tue 5/12

10:02 am-11:13 pm

1 stop14h 11m

$284

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 5/6

3:55 pm-9:07 am

1 stop16h 12m

Ponce Mercedita

Wed 5/13

10:02 am-11:13 pm

1 stop14h 11m

$315
Quickest round-trip

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Mon 5/18

5:30 pm-9:07 am

1 stop14h 37m

Ponce Mercedita

Mon 5/25

10:02 am-11:13 pm

1 stop14h 11m

$321

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 5/6

3:55 pm-9:07 am

1 stop16h 12m

Ponce Mercedita

Wed 5/13

10:02 am-11:13 pm

1 stop14h 11m

$335

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Fri 5/22

5:30 pm-9:07 am

1 stop14h 37m

Ponce Mercedita

Wed 5/27

10:02 am-11:13 pm

1 stop14h 11m

$355

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 7/8

5:30 pm-9:52 am

1 stop15h 22m

Ponce Mercedita

Wed 7/15

10:37 am-11:14 pm

1 stop13h 37m

$361

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 6/4

5:30 pm-9:07 am

1 stop14h 37m

Ponce Mercedita

Sun 6/7

10:02 am-11:13 pm

1 stop14h 11m

$366

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Sat 6/27

5:30 pm-9:52 am

1 stop15h 22m

Ponce Mercedita

Tue 6/30

10:37 am-11:14 pm

1 stop13h 37m

$406

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Wed 4/8

4:21 pm-11:49 am

1 stop18h 28m

Ponce Mercedita

Wed 4/15

8:39 am-9:39 pm

2 stops14h 00m

$426

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

Thu 7/23

5:30 pm-9:52 am

1 stop15h 22m

Ponce Mercedita

Tue 7/28

10:37 am-11:14 pm

1 stop13h 37m

$446

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 airline that flies from Chicago to Ponce Mercedita?

Frontier is the most popular carrier operating from Chicago to Ponce Mercedita

What airlines fly to Ponce?

Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Ponce from Chicago according to our data. Spirit Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Ponce. Keep in mind that there are 7 different airlines that fly to Ponce on a routine basis, so you have a few additional options to choose from.

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

14h 37m

Direct flights

None
The fastest flight from Chicago to Ponce takes 14h 37m
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 14h 37m, 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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