Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago O'Hare Intl Airport to San Juan from $779

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 O'Hare Intl Airport to San Juan departing on 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to San Juan

Cheap round-trip flights

United Airlines Logo
8:52 am - 4:51 pmORD-CPX
6h 59m1 stop
United Airlines Logo
10:13 am - 8:14 pmCPX-ORD
11h 01m2 stops
$1,020United Airlines
Find Deal
Fri, Oct 10 - Fri, Oct 17
United Airlines Logo
8:52 am - 4:51 pmORD-CPX
6h 59m1 stop
United Airlines Logo
10:13 am - 8:14 pmCPX-ORD
11h 01m2 stops
$1,075United Airlines
Find Deal
Mon, Oct 13 - Fri, Oct 17
United Airlines Logo
8:52 am - 4:51 pmORD-CPX
6h 59m1 stop
United Airlines Logo
10:13 am - 9:41 pmCPX-ORD
12h 28m2 stops
$1,100United Airlines
Find Deal
Mon, Oct 13 - Sat, Oct 18
United Airlines Logo
2:20 pm - 4:51 pmORD-CPX
24h 31m1 stop
United Airlines Logo
10:48 am - 11:32 amCPX-ORD
26h 44m1 stop
$1,106United Airlines
Find Deal
Mon, Dec 15 - Wed, Dec 24
United Airlines Logo
1:05 pm - 4:51 pmORD-CPX
25h 46m2 stops
United Airlines Logo
10:48 am - 8:20 pmCPX-ORD
11h 32m1 stop
$1,110United Airlines
Find Deal
Mon, Dec 15 - Wed, Dec 24
United Airlines Logo
8:52 am - 4:51 pmORD-CPX
6h 59m1 stop
United Airlines Logo
10:13 am - 8:03 pmCPX-ORD
10h 50m1 stop
$1,166United Airlines
Find Deal
Mon, Oct 13 - Sun, Oct 19
United Airlines Logo
8:52 am - 4:51 pmORD-CPX
6h 59m1 stop
United Airlines Logo
10:13 am - 8:03 pmCPX-ORD
10h 50m1 stop
$1,221United Airlines
Find Deal
Mon, Oct 13 - Fri, Oct 17
United Airlines Logo
9:20 pm - 4:51 pmORD-CPX
18h 31m2 stops
United Airlines Logo
10:13 am - 8:14 pmCPX-ORD
11h 01m2 stops
$1,225United Airlines
Find Deal
Mon, Oct 13 - Fri, Oct 17
United Airlines Logo
9:08 pm - 4:51 pmORD-CPX
41h 43m2 stops
United Airlines Logo
10:48 am - 11:32 amCPX-ORD
26h 44m1 stop
$1,231United Airlines
Find Deal
Sun, Dec 14 - Tue, Dec 23
United Airlines Logo
8:52 am - 4:51 pmORD-CPX
6h 59m1 stop
United Airlines Logo
10:13 am - 8:03 pmCPX-ORD
10h 50m1 stop
$1,246United Airlines
Find Deal
Mon, Oct 13 - Sat, Oct 18

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
Oct 10
ORD8:52 amChicago O'Hare Intl
6h 59m
1 stop
CPX4:51 pmCulebra
Oct 17
CPX10:13 amCulebra
11h 01m
2 stops
ORD8:14 pmChicago O'Hare Intl
$1,020
Find similar
United Airlines
Oct 13
ORD8:52 amChicago O'Hare Intl
6h 59m
1 stop
CPX4:51 pmCulebra
Oct 17
CPX10:13 amCulebra
11h 01m
2 stops
ORD8:14 pmChicago O'Hare Intl
$1,075
Find similar
United Airlines
Oct 13
ORD8:52 amChicago O'Hare Intl
6h 59m
1 stop
CPX4:51 pmCulebra
Oct 18
CPX10:13 amCulebra
12h 28m
2 stops
ORD9:41 pmChicago O'Hare Intl
$1,100
Find similar

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 August 1, 2025.
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

Fri 10/10

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Fri 10/17

10:13 am-8:14 pm

2 stops11h 01m

$1,020

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 10/13

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Fri 10/17

10:13 am-8:14 pm

2 stops11h 01m

$1,075

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 10/13

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Sat 10/18

10:13 am-9:41 pm

2 stops12h 28m

$1,100

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 12/15

2:20 pm-4:51 pm

1 stop24h 31m

Culebra

Wed 12/24

10:48 am-11:32 am

1 stop26h 44m

$1,106

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 12/15

1:05 pm-4:51 pm

2 stops25h 46m

Culebra

Wed 12/24

10:48 am-8:20 pm

1 stop11h 32m

$1,110

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 10/13

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Sun 10/19

10:13 am-8:03 pm

1 stop10h 50m

$1,166

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 10/13

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Fri 10/17

10:13 am-8:03 pm

1 stop10h 50m

$1,221

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 10/13

9:20 pm-4:51 pm

2 stops18h 31m

Culebra

Fri 10/17

10:13 am-8:14 pm

2 stops11h 01m

$1,225

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 12/14

9:08 pm-4:51 pm

2 stops41h 43m

Culebra

Tue 12/23

10:48 am-11:32 am

1 stop26h 44m

$1,231

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 10/13

8:52 am-4:51 pm

1 stop6h 59m

Culebra

Sat 10/18

10:13 am-8:03 pm

1 stop10h 50m

$1,246

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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 is the cheapest airline that flies from Chicago O'Hare Intl to Culebra?

United Airlines is the most popular carrier operating from Chicago O'Hare Intl to Culebra

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 50% 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

Best Price Found

$779

Fastest flight time

6h 26m

Direct flights

None

Airports in Culebra

1 airport
The best one-way flight to Culebra from Chicago O'Hare Intl Airport in the past 72 hours is $779. The best round-trip flight deal from Chicago O'Hare Intl Airport to Culebra found on momondo in the last 72 hours is $1,020.
The fastest flight from Chicago O'Hare Intl Airport to Culebra takes 6h 26m
There are no direct flights from Chicago O'Hare Intl Airport to Culebra. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Culebra Airport.
There is 1 airport near Culebra: Culebra (CPX)
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. 6h 26m 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.

An easier way to manage your Culebra trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 8/6
Wed 8/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Puerto Rico