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Cheap flights from Chicago to San Juan from $124

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 4/1. 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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Find the cheapest flights from Chicago to San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:25 am - 10:36 am
ORD
-
PSE
23h 11m
1 stop
Frontier Logo
11:36 am - 2:17 pm
PSE
-
ORD
27h 41m
1 stop
$217Frontier
jue., may. 14 - dom., may. 17
Frontier Logo
8:00 am - 10:36 am
ORD
-
PSE
25h 36m
1 stop
Frontier Logo
11:36 am - 2:17 pm
PSE
-
ORD
27h 41m
1 stop
$238Frontier
sáb., may. 9 - dom., may. 17
Frontier Logo
9:07 pm - 10:45 am
ORD
-
PSE
11h 38m
1 stop
Frontier Logo
11:30 am - 3:52 pm
PSE
-
ORD
30h 22m
1 stop
$258Frontier
vie., feb. 20 - lun., feb. 23
Frontier Logo
3:11 pm - 1:46 pm
ORD
-
PSE
20h 35m
1 stop
Frontier Logo
11:30 am - 11:15 pm
PSE
-
ORD
13h 45m
1 stop
$298Frontier
vie., feb. 27 - lun., mar. 2
Frontier Logo
11:55 am - 10:10 am
ORD
-
PSE
20h 15m
1 stop
Frontier Logo
11:30 am - 3:52 pm
PSE
-
ORD
30h 22m
1 stop
$304Frontier
jue., feb. 26 - lun., mar. 2
Multiple Airlines Logo
12:44 pm - 11:15 am
ORD
-
PSE
20h 31m
1 stop
Multiple Airlines Logo
1:35 pm - 11:38 pm
PSE
-
ORD
11h 03m
1 stop
$312Multiple Airlines
sáb., mar. 7 - mar., mar. 10
Frontier Logo
11:55 am - 10:10 am
ORD
-
PSE
20h 15m
1 stop
Frontier Logo
11:30 am - 11:15 pm
PSE
-
ORD
13h 45m
1 stop
$314Frontier
jue., feb. 26 - lun., mar. 2
Frontier Logo
3:11 pm - 1:46 pm
ORD
-
PSE
20h 35m
1 stop
Frontier Logo
11:30 am - 11:15 pm
PSE
-
ORD
13h 45m
1 stop
$317Frontier
vie., feb. 27 - lun., mar. 2
Multiple Airlines Logo
7:00 am - 11:15 am
ORD
-
PSE
26h 15m
2 stops
Multiple Airlines Logo
1:35 pm - 11:38 pm
PSE
-
ORD
11h 03m
1 stop
$333Multiple Airlines
sáb., mar. 7 - mar., mar. 10
Frontier Logo
4:44 pm - 11:15 am
ORD
-
PSE
16h 31m
2 stops
Frontier Logo
1:35 pm - 5:57 pm
PSE
-
ORD
29h 22m
2 stops
$387Frontier
sáb., mar. 7 - mar., mar. 10

Frontier flights from Chicago to Ponce

Our best Frontier deals on Chicago to Ponce flight tickets
Frontier
May 14
ORD10:25 amChicago O'Hare Intl
23h 11m
1 stop
PSE10:36 amPonce Mercedita
May 17
PSE11:36 amPonce Mercedita
27h 41m
1 stop
ORD2:17 pmChicago O'Hare Intl
$217
Frontier
May 9
ORD8:00 amChicago O'Hare Intl
25h 36m
1 stop
PSE10:36 amPonce Mercedita
May 17
PSE11:36 amPonce Mercedita
27h 41m
1 stop
ORD2:17 pmChicago O'Hare Intl
$238
Frontier
Feb 20
ORD9:07 pmChicago O'Hare Intl
11h 38m
1 stop
PSE10:45 amPonce Mercedita
Feb 23
PSE11:30 amPonce Mercedita
30h 22m
1 stop
ORD3:52 pmChicago O'Hare Intl
$258

JetBlue flights from Chicago to Ponce

Our best JetBlue deals on Chicago to Ponce flight tickets
JetBlue
May 28
ORD10:35 amChicago O'Hare Intl
13h 15m
2 stops
PSE12:50 amPonce Mercedita
Jun 3
PSE5:05 amPonce Mercedita
15h 21m
2 stops
ORD7:26 pmChicago O'Hare Intl
$595
JetBlue
Mar 20
ORD12:20 pmChicago O'Hare Intl
11h 20m
2 stops
PSE12:40 amPonce Mercedita
Mar 26
PSE1:55 amPonce Mercedita
22h 01m
2 stops
ORD10:56 pmChicago O'Hare Intl
$1,088
JetBlue
Mar 18
ORD11:00 amChicago O'Hare Intl
12h 59m
2 stops
PSE12:59 amPonce Mercedita
Mar 21
PSE1:55 amPonce Mercedita
16h 29m
2 stops
ORD5:24 pmChicago O'Hare Intl
$1,378

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 enero 29, 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

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

jue. 5/14

10:25 am-10:36 am

1 stop23h 11m

Ponce Mercedita

dom. 5/17

11:36 am-2:17 pm

1 stop27h 41m

$217

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

sáb. 5/9

8:00 am-10:36 am

1 stop25h 36m

Ponce Mercedita

dom. 5/17

11:36 am-2:17 pm

1 stop27h 41m

$238

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

vie. 2/20

9:07 pm-10:45 am

1 stop11h 38m

Ponce Mercedita

lun. 2/23

11:30 am-3:52 pm

1 stop30h 22m

$258

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

vie. 2/27

3:11 pm-1:46 pm

1 stop20h 35m

Ponce Mercedita

lun. 3/2

11:30 am-11:15 pm

1 stop13h 45m

$298

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

jue. 2/26

11:55 am-10:10 am

1 stop20h 15m

Ponce Mercedita

lun. 3/2

11:30 am-3:52 pm

1 stop30h 22m

$304

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

sáb. 3/7

12:44 pm-11:15 am

1 stop20h 31m

Ponce Mercedita

mar. 3/10

1:35 pm-11:38 pm

1 stop11h 03m

$312

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

jue. 2/26

11:55 am-10:10 am

1 stop20h 15m

Ponce Mercedita

lun. 3/2

11:30 am-11:15 pm

1 stop13h 45m

$314

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

vie. 2/27

3:11 pm-1:46 pm

1 stop20h 35m

Ponce Mercedita

lun. 3/2

11:30 am-11:15 pm

1 stop13h 45m

$317

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

sáb. 3/7

7:00 am-11:15 am

2 stops26h 15m

Ponce Mercedita

mar. 3/10

1:35 pm-11:38 pm

1 stop11h 03m

$333

ChicagoPonce

ORD - PSE

ORDPSE

Chicago O'Hare Intl

sáb. 3/7

4:44 pm-11:15 am

2 stops16h 31m

Ponce Mercedita

mar. 3/10

1:35 pm-5:57 pm

2 stops29h 22m

$387

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 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 46% 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

17h 59m

Direct flights

None
The fastest flight from Chicago to Ponce takes 17h 59m
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 17h 59m, 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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