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Cheap flights from Chicago to Culebra from $479

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 to Culebra departing on 8/28. 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

Find the cheapest flights from Chicago to Culebra

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:44 am - 10:22 am
ORD
-
CPX
8h 38m
1 stop
Multiple Airlines Logo
5:41 pm - 11:27 pm
CPX
-
ORD
6h 46m
1 stop
$479Multiple Airlines
Fri, Aug 28 - Tue, Sep 1
Multiple Airlines Logo
12:44 am - 10:22 am
ORD
-
CPX
8h 38m
1 stop
Multiple Airlines Logo
5:41 pm - 12:50 pm
CPX
-
ORD
44h 09m
2 stops
$498Multiple Airlines
Fri, Aug 28 - Tue, Sep 1
Multiple Airlines Logo
8:05 am - 10:22 am
ORD
-
CPX
49h 17m
2 stops
Multiple Airlines Logo
5:41 pm - 11:27 pm
CPX
-
ORD
6h 46m
1 stop
$577Multiple Airlines
Fri, Aug 28 - Fri, Sep 4
Multiple Airlines Logo
12:44 am - 8:34 am
ORD
-
CPX
6h 50m
1 stop
Multiple Airlines Logo
5:41 pm - 11:27 pm
CPX
-
ORD
6h 46m
1 stop
$587Multiple Airlines
Thu, Aug 27 - Fri, Sep 4
Multiple Airlines Logo
5:30 am - 5:21 pm
ORD
-
CPX
10h 51m
2 stops
Multiple Airlines Logo
3:05 pm - 9:13 am
CPX
-
ORD
19h 08m
2 stops
$684Multiple Airlines
Sat, Aug 29 - Tue, Sep 1
Multiple Airlines Logo
2:16 pm - 2:39 pm
ORD
-
CPX
22h 23m
1 stop
Multiple Airlines Logo
5:41 pm - 11:49 am
CPX
-
ORD
20h 08m
1 stop
$690Multiple Airlines
Tue, Nov 10 - Sun, Nov 15
Multiple Airlines Logo
2:20 pm - 10:22 am
ORD
-
CPX
18h 02m
2 stops
Multiple Airlines Logo
3:05 pm - 11:49 am
CPX
-
ORD
22h 44m
1 stop
$694Multiple Airlines
Tue, Nov 10 - Sun, Nov 15
Multiple Airlines Logo
8:05 am - 10:22 am
ORD
-
CPX
49h 17m
2 stops
Multiple Airlines Logo
5:41 pm - 11:27 pm
CPX
-
ORD
6h 46m
1 stop
$745Multiple Airlines
Fri, Aug 28 - Fri, Sep 4
Multiple Airlines Logo
12:44 am - 12:46 pm
ORD
-
CPX
11h 02m
1 stop
Multiple Airlines Logo
8:54 am - 11:27 pm
CPX
-
ORD
15h 33m
1 stop
$758Multiple Airlines
Thu, Aug 27 - Fri, Sep 4
Multiple Airlines Logo
8:55 am - 10:22 am
ORD
-
CPX
24h 27m
1 stop
Multiple Airlines Logo
5:41 pm - 8:05 pm
CPX
-
ORD
27h 24m
1 stop
$785Multiple Airlines
Tue, Oct 13 - Mon, Oct 19

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United Airlines flights from Chicago to Culebra

Our best United Airlines deals on Chicago to Culebra flight tickets
United Airlines
Jul 20
ORD8:49 amChicago O'Hare Intl
7h 32m
1 stop
CPX5:21 pmCulebra
Jul 29
CPX10:48 amCulebra
10h 27m
1 stop
ORD8:15 pmChicago O'Hare Intl
$1,142
United Airlines
Jul 20
ORD8:49 amChicago O'Hare Intl
7h 32m
1 stop
CPX5:21 pmCulebra
Jul 29
CPX10:48 amCulebra
14h 56m
2 stops
ORD12:44 amChicago O'Hare Intl
$1,266
United Airlines
Aug 29
ORD5:00 amChicago O'Hare Intl
11h 21m
2 stops
CPX5:21 pmCulebra
Sep 1
CPX10:48 amCulebra
12h 27m
2 stops
ORD10:15 pmChicago O'Hare Intl
$1,302

momondo Fare Finder

 
Customize your flight search to find flights from Chicago 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 July 18, 2026.
Use the filters below to find and compare flights from Chicago to Culebra that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 8/28

12:44 am-10:22 am

1 stop8h 38m

Culebra

Tue 9/1

5:41 pm-11:27 pm

1 stop6h 46m

$479

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 8/28

12:44 am-10:22 am

1 stop8h 38m

Culebra

Tue 9/1

5:41 pm-12:50 pm

2 stops44h 09m

$498

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 8/28

8:05 am-10:22 am

2 stops49h 17m

Culebra

Fri 9/4

5:41 pm-11:27 pm

1 stop6h 46m

$577
Quickest round-trip

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 8/27

12:44 am-8:34 am

1 stop6h 50m

Culebra

Fri 9/4

5:41 pm-11:27 pm

1 stop6h 46m

$587

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 8/29

5:30 am-5:21 pm

2 stops10h 51m

Culebra

Tue 9/1

3:05 pm-9:13 am

2 stops19h 08m

$684

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 11/10

2:16 pm-2:39 pm

1 stop22h 23m

Culebra

Sun 11/15

5:41 pm-11:49 am

1 stop20h 08m

$690

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 11/10

2:20 pm-10:22 am

2 stops18h 02m

Culebra

Sun 11/15

3:05 pm-11:49 am

1 stop22h 44m

$694

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 8/28

8:05 am-10:22 am

2 stops49h 17m

Culebra

Fri 9/4

5:41 pm-11:27 pm

1 stop6h 46m

$745

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 8/27

12:44 am-12:46 pm

1 stop11h 02m

Culebra

Fri 9/4

8:54 am-11:27 pm

1 stop15h 33m

$758

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Tue 10/13

8:55 am-10:22 am

1 stop24h 27m

Culebra

Mon 10/19

5:41 pm-8:05 pm

1 stop27h 24m

$785

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Culebra from

How to get the cheapest flight ticket from Chicago 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 to Culebra?

United Airlines is the most popular carrier operating from Chicago to Culebra

What airlines fly to Culebra?

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Culebra from Chicago according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Culebra. Keep in mind that there are 6 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 to Culebra

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

Cheap Chicago to Culebra (CHI to CPX) flight deals and tips

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

Fastest flight time

7h 26m

Direct flights

None
The fastest flight from Chicago to Culebra takes 7h 26m
There are no direct flights from Chicago to Culebra. There are no popular flight routes from Chicago to Culebra.
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Frequently asked questions about flying from Chicago to Culebra

  • How far is Chicago to Culebra by plane?

    A flight from Chicago to Culebra will travel around 2090.8 mi. Flights usually cover this in 7h 26m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago to Culebra Airport are updated daily.

  • How old do you have to be to fly from Chicago to Culebra 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 Culebra Airport.

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

    The necessary travel and health documents for your Culebra Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking 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?

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

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

Yes. momondo enables you to select and highlight flights to Culebra from Chicago with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Culebra from Chicago.

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

Yes momondo offers price alerts on flights to Culebra from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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