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Cheap flights from Chicago O'Hare Intl Airport to San Juan from $482

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 O'Hare Intl Airport to San Juan departing on 4/11. 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 O'Hare Intl Airport to San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:56 pm - 8:05 am
ORD
-
CPX
10h 09m
1 stop
Multiple Airlines Logo
8:25 am - 4:38 pm
CPX
-
ORD
9h 13m
1 stop
$482Multiple Airlines
Sat, Apr 11 - Fri, Apr 17
Multiple Airlines Logo
12:17 pm - 2:49 pm
ORD
-
CPX
24h 32m
1 stop
Multiple Airlines Logo
1:05 pm - 9:53 am
CPX
-
ORD
22h 48m
2 stops
$576Multiple Airlines
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
4:43 pm - 2:49 pm
ORD
-
CPX
20h 06m
3 stops
Multiple Airlines Logo
8:25 am - 6:18 pm
CPX
-
ORD
11h 53m
2 stops
$654Multiple Airlines
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
4:43 pm - 2:49 pm
ORD
-
CPX
20h 06m
3 stops
Multiple Airlines Logo
8:25 am - 3:48 pm
CPX
-
ORD
9h 23m
1 stop
$694Multiple Airlines
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
4:43 pm - 2:49 pm
ORD
-
CPX
20h 06m
3 stops
Multiple Airlines Logo
10:30 am - 11:22 am
CPX
-
ORD
26h 52m
3 stops
$695Multiple Airlines
Mon, Mar 2 - Fri, Mar 6
Multiple Airlines Logo
12:17 pm - 2:49 pm
ORD
-
CPX
24h 32m
1 stop
Multiple Airlines Logo
1:05 pm - 3:48 pm
CPX
-
ORD
28h 43m
1 stop
$735Multiple Airlines
Mon, Mar 2 - Fri, Mar 6
United Airlines Logo
8:49 am - 5:21 pm
ORD
-
CPX
7h 32m
1 stop
United Airlines Logo
10:48 am - 12:10 am
CPX
-
ORD
14h 22m
2 stops
$1,558United Airlines
Sat, Aug 15 - Sun, Aug 23
United Airlines Logo
5:00 am - 4:13 pm
ORD
-
CPX
10h 13m
2 stops
United Airlines Logo
10:30 am - 9:33 pm
CPX
-
ORD
12h 03m
2 stops
$1,727United Airlines
Fri, Apr 10 - Tue, Apr 14
United Airlines Logo
9:18 pm - 4:13 pm
ORD
-
CPX
17h 55m
2 stops
United Airlines Logo
10:30 am - 1:26 am
CPX
-
ORD
15h 56m
2 stops
$1,877United Airlines
Thu, Apr 9 - Sun, Apr 12
United Airlines Logo
8:55 am - 4:13 pm
ORD
-
CPX
6h 18m
1 stop
United Airlines Logo
10:30 am - 11:13 pm
CPX
-
ORD
13h 43m
2 stops
$2,364United Airlines
Sun, Mar 22 - Wed, Mar 25

United Airlines flights from Chicago O'Hare Intl Airport to Culebra

Our best United Airlines deals on Chicago O'Hare Intl Airport to Culebra flight tickets
United Airlines
Aug 15
ORD5:00 amChicago O'Hare Intl
11h 21m
2 stops
CPX5:21 pmCulebra
Aug 21
CPX10:48 amCulebra
11h 12m
2 stops
ORD9:00 pmChicago O'Hare Intl
$1,558
United Airlines
Apr 10
ORD5:00 amChicago O'Hare Intl
10h 13m
2 stops
CPX4:13 pmCulebra
Apr 14
CPX10:30 amCulebra
12h 03m
2 stops
ORD9:33 pmChicago O'Hare Intl
$1,727
United Airlines
Apr 9
ORD9:18 pmChicago O'Hare Intl
17h 55m
2 stops
CPX4:13 pmCulebra
Apr 14
CPX10:30 amCulebra
10h 47m
2 stops
ORD8:17 pmChicago O'Hare Intl
$1,877

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Culebra 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 February 16, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Culebra that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 4/11

8:56 pm-8:05 am

1 stop10h 09m

Culebra

Fri 4/17

8:25 am-4:38 pm

1 stop9h 13m

$482

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/2

12:17 pm-2:49 pm

1 stop24h 32m

Culebra

Fri 3/6

1:05 pm-9:53 am

2 stops22h 48m

$576

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/2

4:43 pm-2:49 pm

3 stops20h 06m

Culebra

Fri 3/6

8:25 am-6:18 pm

2 stops11h 53m

$654

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/2

4:43 pm-2:49 pm

3 stops20h 06m

Culebra

Fri 3/6

8:25 am-3:48 pm

1 stop9h 23m

$694

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/2

4:43 pm-2:49 pm

3 stops20h 06m

Culebra

Fri 3/6

10:30 am-11:22 am

3 stops26h 52m

$695

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 3/2

12:17 pm-2:49 pm

1 stop24h 32m

Culebra

Fri 3/6

1:05 pm-3:48 pm

1 stop28h 43m

$735

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 8/15

8:49 am-5:21 pm

1 stop7h 32m

Culebra

Sun 8/23

10:48 am-12:10 am

2 stops14h 22m

$1,558

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 4/10

5:00 am-4:13 pm

2 stops10h 13m

Culebra

Tue 4/14

10:30 am-9:33 pm

2 stops12h 03m

$1,727

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 4/9

9:18 pm-4:13 pm

2 stops17h 55m

Culebra

Sun 4/12

10:30 am-1:26 am

2 stops15h 56m

$1,877

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 3/22

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Wed 3/25

10:30 am-11:13 pm

2 stops13h 43m

$2,364

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to San Juan from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Culebra

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 Culebra?

Spirit Airlines, United Airlines and American Airlines are the top three most popular airlines that fly to Culebra from Chicago O'Hare Intl Airport according to our data. Spirit Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Culebra. Keep in mind that there are 7 different airlines that fly to Culebra on a routine basis, so you have a few additional options to choose from.

When to book flights from Chicago O'Hare Intl Airport to Culebra

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

Cheap Chicago O'Hare Intl Airport to Culebra (ORD to CPX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Culebra

Fastest flight time

9h 51m

Direct flights

None
The fastest flight from Chicago O'Hare Intl Airport to Culebra takes 9h 51m
There are no direct flights from Chicago O'Hare Intl Airport to Culebra. There are no popular flight routes from Chicago O'Hare Intl Airport to Culebra.
Search flight deals

  • How far is Chicago O'Hare Intl to Culebra by plane?

    The straight-line distance from Chicago O'Hare Intl to Culebra is 2106.0 mi. 9h 51m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Culebra Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Culebra Airport are updated daily.

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Culebra Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Culebra Airport.

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

    The travel and health documents you'll need for your trip to Culebra Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Culebra Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

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

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 Culebra from Chicago.

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

Flights from Chicago to Culebra 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 Chicago to Culebra?

Once all potential Chicago to Culebra 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 Culebra right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Culebra now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Culebra and let you know when they change.

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