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Flight Deals from Culebra to Chicago from $383

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Bundle + Save

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Stops

  • Up to 1 stop
    $1355
  • Up to 2 stops
    $827

Airlines

  • JetBlue
    $827
  • United Airlines
    $1210

Cabin Class

  • Economy
    $827

Departure Airports

  • Benjamin Rivera Noriega Airport
    $827

Arrival Airports

  • Chicago O Hare Airport
    $827

Layover Airports

  • General Edward Lawrence Logan International Airport
    $827
  • George Bush Intercontinental Houston Airport
    $1360
  • Luis Munoz Marin International Airport
    $827
  • New York John F Kennedy Airport
    $942
  • Newark Liberty Airport
    $1210

Best Price. GUARANTEED.

Exclusively for Priceline Members
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On average save $240 per traveler
JetBlue Logo
JetBlue

09/03/25

CPX
16h 45m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$827
JetBlue Logo
JetBlue

09/03/25

CPX
21h 25m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$827
JetBlue Logo
JetBlue

09/03/25

CPX
18h 51m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$827
JetBlue Logo
JetBlue

09/03/25

CPX
23h 43m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$867
JetBlue Logo
JetBlue

09/03/25

CPX
25h 36m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$867
JetBlue Logo
JetBlue

09/03/25

CPX
27h 49m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$877
JetBlue Logo
JetBlue

09/03/25

CPX
25h 43m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$877
JetBlue Logo
JetBlue

09/03/25

CPX
30h 23m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
30h
BOS
SJU

09/11/25

CPX
$877
JetBlue Logo
JetBlue

09/03/25

CPX
16h 45m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
26h 14m
JFK
SJU

09/11/25

CPX
$942
JetBlue Logo
JetBlue

09/03/25

CPX
18h 51m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
26h 14m
JFK
SJU

09/11/25

CPX
$942
JetBlue Logo
JetBlue

09/03/25

CPX
21h 25m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
26h 14m
JFK
SJU

09/11/25

CPX
$942
JetBlue Logo
JetBlue

09/03/25

CPX
23h 43m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
26h 14m
JFK
SJU

09/11/25

CPX
$982
JetBlue Logo
JetBlue

09/03/25

CPX
25h 36m
SJU
BOS

09/04/25

ORD
JetBlue Logo
JetBlue

09/10/25

ORD
26h 14m
JFK
SJU

09/11/25

CPX
$982
United Airlines Logo
United Airlines

09/03/25

CPX
12h 43m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1210
United Airlines Logo
United Airlines

09/03/25

CPX
10h 58m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1210
United Airlines Logo
United Airlines

09/03/25

CPX
10h 58m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
24h 1m
SJU

09/11/25

CPX
$1210
United Airlines Logo
United Airlines

09/03/25

CPX
12h 43m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
22h 7m
SJU

09/11/25

CPX
$1210
United Airlines Logo
United Airlines

09/03/25

CPX
12h 43m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
24h 1m
SJU

09/11/25

CPX
$1210
United Airlines Logo
United Airlines

09/03/25

CPX
10h 58m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
22h 7m
SJU

09/11/25

CPX
$1210
United Airlines Logo
United Airlines

09/03/25

CPX
10h 58m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1276
United Airlines Logo
United Airlines

09/03/25

CPX
12h 43m
SJU
EWR

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1276
United Airlines Logo
United Airlines

09/03/25

CPX
10h 50m
SJU

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
22h 7m
SJU

09/11/25

CPX
$1355
United Airlines Logo
United Airlines

09/03/25

CPX
10h 50m
SJU

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1355
United Airlines Logo
United Airlines

09/03/25

CPX
10h 50m
SJU

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
24h 1m
SJU

09/11/25

CPX
$1355
United Airlines Logo
United Airlines

09/03/25

CPX
15h 2m
SJU
IAH

09/04/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
22h 7m
SJU

09/11/25

CPX
$1360
United Airlines Logo
United Airlines

09/03/25

CPX
15h 2m
SJU
IAH

09/04/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1360
United Airlines Logo
United Airlines

09/03/25

CPX
13h 28m
SJU
IAH

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
24h 1m
SJU

09/11/25

CPX
$1360
United Airlines Logo
United Airlines

09/03/25

CPX
13h 28m
SJU
IAH

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
6h 59m
SJU

09/10/25

CPX
$1360
United Airlines Logo
United Airlines

09/03/25

CPX
15h 2m
SJU
IAH

09/04/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
24h 1m
SJU

09/11/25

CPX
$1360
United Airlines Logo
United Airlines

09/03/25

CPX
13h 28m
SJU
IAH

09/03/25

ORD
United Airlines Logo
United Airlines

09/10/25

ORD
22h 7m
SJU

09/11/25

CPX
$1360

Top Deals on flights from Culebra to Chicago

Culebra, PR (CPX) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Sep 3

CPX
18h 51m
SJU
BOS

Sep 4

ORD

as low as

$383

Culebra, PR (CPX) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Sep 3

CPX
16h 45m
SJU
BOS

Sep 4

ORD

as low as

$383

Culebra, PR (CPX) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Sep 3

CPX
21h 25m
SJU
BOS

Sep 4

ORD

as low as

$383

Culebra, PR (CPX) - Chicago, US (CHI)

Cape Air Logo
Cape Air

Sep 3

CPX
8h 32m
SJU

Sep 3

ORD

as low as

$387

Culebra, PR (CPX) - Chicago, US (CHI)

Cape Air Logo
Cape Air

Sep 3

CPX
10h 50m
SJU

Sep 3

ORD

as low as

$407

Culebra, PR (CPX) - Chicago, US (CHI)

Cape Air Logo
Cape Air

Sep 3

CPX
12h 43m
SJU

Sep 3

ORD

as low as

$407

Culebra, PR (CPX) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Sep 3

CPX
23h 43m
SJU
BOS

Sep 4

ORD

as low as

$423

Culebra, PR (CPX) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Sep 3

CPX
30h 43m
SJU
JFK

Sep 4

ORD

as low as

$441

Culebra, PR (CPX) - Chicago, US (CHI)

JetBlue Logo
JetBlue

Sep 3

CPX
28h 37m
SJU
JFK

Sep 4

ORD

as low as

$441

Culebra, PR (CPX) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Sep 3

CPX
12h 43m
SJU
EWR

Sep 3

ORD

as low as

$778

Culebra, PR (CPX) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Sep 3

CPX
10h 58m
SJU
EWR

Sep 3

ORD

as low as

$778

Culebra, PR (CPX) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Sep 3

CPX
14h 12m
SJU
EWR

Sep 3

ORD

as low as

$860

Frequently Asked Questions

Are there convenient layover flights from Culebra to Chicago?
Yes, convenient layover flights from Benjamin Rivera Noriega Airport to Chicago O Hare Airport include United Airlines at $819 (1 stop, 8 hours 32 minutes). For 2 stops, JetBlue offers flights at $827 (18 hours 51 minutes) and United Airlines at $1276 (12 hours 43 minutes).
What are the most convenient layover airports for my flight?
For your flight from Culebra to Chicago, convenient layover airports are Luis Munoz Marin International Airport, General Edward Lawrence Logan International Airport, and Newark Liberty Airport.
What is the cheapest flight from Culebra to Chicago?
The cheapest flight is with United Airlines, costing $819, with a 1 stop at Luis Munoz Marin International Airport and a total flight time of 8 hours 32 minutes.
What are all possible destination arrival airports?
The possible destination arrival airport is Chicago O'Hare Airport. There are also layover airports: Luis Munoz Marin International Airport, General Edward Lawrence Logan International Airport, and Newark Liberty Airport.
What is the time difference between destination and arrival?
The time difference between Culebra and Chicago is typically 1 hour, with Chicago being one hour ahead of Culebra.
Is there a direct flight from Culebra to Chicago?
There is no direct flight from Culebra to Chicago. The cheapest available option is a 1 stop flight with United Airlines at a price of $819, with layovers at Luis Munoz Marin International Airport and a flight time of 8 hours 32 minutes.
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