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Cheap flights from Illinois to San Juan from $224

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to San Juan departing on 4/13. 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 Illinois to San Juan

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
1:18 pm - 5:21 pm
ORD
-
CPX
27h 03m
2 stops
United Airlines Logo
10:48 am - 2:40 pm
CPX
-
ORD
28h 52m
2 stops
$1,016United Airlines
Wed, Jun 3 - Tue, Jun 9
United Airlines Logo
2:35 pm - 4:13 pm
ORD
-
CPX
48h 38m
2 stops
United Airlines Logo
10:30 am - 7:26 am
CPX
-
ORD
45h 56m
2 stops
$1,210United Airlines
Mon, Apr 27 - Thu, Apr 30
United Airlines Logo
2:35 pm - 4:13 pm
ORD
-
CPX
48h 38m
2 stops
United Airlines Logo
10:30 am - 9:37 am
CPX
-
ORD
48h 07m
2 stops
$1,274United Airlines
Mon, Apr 27 - Thu, Apr 30
United Airlines Logo
8:49 am - 5:21 pm
ORD
-
CPX
7h 32m
1 stop
United Airlines Logo
10:48 am - 11:15 pm
CPX
-
ORD
13h 27m
2 stops
$1,558United Airlines
Thu, Jun 4 - Wed, Jun 10
United Airlines Logo
8:55 am - 4:13 pm
ORD
-
CPX
6h 18m
1 stop
United Airlines Logo
10:30 am - 8:15 pm
CPX
-
ORD
10h 45m
2 stops
$1,727United Airlines
Thu, Mar 12 - Thu, Mar 19
United Airlines Logo
2:38 pm - 4:13 pm
ORD
-
CPX
24h 35m
1 stop
United Airlines Logo
10:30 am - 8:17 pm
CPX
-
ORD
10h 47m
2 stops
$1,877United Airlines
Sun, Apr 12 - Wed, Apr 15
United Airlines Logo
8:55 am - 4:13 pm
ORD
-
CPX
6h 18m
1 stop
United Airlines Logo
10:30 am - 11:59 pm
CPX
-
ORD
14h 29m
2 stops
$1,961United Airlines
Thu, Mar 12 - Fri, Mar 20
United Airlines Logo
8:53 am - 4:13 pm
ORD
-
CPX
30h 20m
2 stops
United Airlines Logo
10:30 am - 7:44 am
CPX
-
ORD
22h 14m
2 stops
$1,980United Airlines
Wed, Mar 25 - Sun, Mar 29
United Airlines Logo
8:55 am - 4:13 pm
ORD
-
CPX
6h 18m
1 stop
United Airlines Logo
10:30 am - 6:54 pm
CPX
-
ORD
33h 24m
3 stops
$2,014United Airlines
Thu, Mar 12 - Thu, Mar 19
United Airlines Logo
8:55 am - 4:13 pm
ORD
-
CPX
6h 18m
1 stop
United Airlines Logo
10:30 am - 9:00 am
CPX
-
ORD
23h 30m
2 stops
$2,111United Airlines
Thu, Mar 26 - Sun, Mar 29

United Airlines flights from Illinois to Culebra

Our best United Airlines deals on Illinois to Culebra flight tickets
United Airlines
Jun 3
ORD1:18 pmChicago O'Hare Intl
27h 03m
2 stops
CPX5:21 pmCulebra
Jun 9
CPX10:48 amCulebra
28h 52m
2 stops
ORD2:40 pmChicago O'Hare Intl
$1,016
United Airlines
Apr 27
ORD2:35 pmChicago O'Hare Intl
48h 38m
2 stops
CPX4:13 pmCulebra
Apr 30
CPX10:30 amCulebra
45h 56m
2 stops
ORD7:26 amChicago O'Hare Intl
$1,210
United Airlines
Apr 27
ORD2:35 pmChicago O'Hare Intl
48h 38m
2 stops
CPX4:13 pmCulebra
Apr 30
CPX10:30 amCulebra
48h 07m
2 stops
ORD9:37 amChicago O'Hare Intl
$1,274

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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 4, 2026.
Use the filters below to find and compare flights from Illinois to Culebra that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Wed 6/3

1:18 pm-5:21 pm

2 stops27h 03m

Culebra

Tue 6/9

10:48 am-2:40 pm

2 stops28h 52m

$1,016

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 4/27

2:35 pm-4:13 pm

2 stops48h 38m

Culebra

Thu 4/30

10:30 am-7:26 am

2 stops45h 56m

$1,210

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Mon 4/27

2:35 pm-4:13 pm

2 stops48h 38m

Culebra

Thu 4/30

10:30 am-9:37 am

2 stops48h 07m

$1,274

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 6/4

8:49 am-5:21 pm

1 stop7h 32m

Culebra

Wed 6/10

10:48 am-11:15 pm

2 stops13h 27m

$1,558

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 3/12

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Thu 3/19

10:30 am-8:15 pm

2 stops10h 45m

$1,727

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 4/12

2:38 pm-4:13 pm

1 stop24h 35m

Culebra

Wed 4/15

10:30 am-8:17 pm

2 stops10h 47m

$1,877

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 3/12

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Fri 3/20

10:30 am-11:59 pm

2 stops14h 29m

$1,961

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Wed 3/25

8:53 am-4:13 pm

2 stops30h 20m

Culebra

Sun 3/29

10:30 am-7:44 am

2 stops22h 14m

$1,980

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 3/12

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Thu 3/19

10:30 am-6:54 pm

3 stops33h 24m

$2,014

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 3/26

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Sun 3/29

10:30 am-9:00 am

2 stops23h 30m

$2,111

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to San Juan from

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

United Airlines is the most popular carrier operating from Illinois 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 Illinois 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 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.

Cheap Illinois to Culebra flight deals and tips

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

Fastest flight time

6h 18m

Direct flights

None
The fastest flight from Illinois to Culebra takes 6h 18m
There are no direct flights from Illinois to Culebra. There are no popular flight routes from Illinois to Culebra.
Search flight deals

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

    Prices for flights from Illinois to Culebra Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Illinois to Culebra Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois 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 Illinois to Culebra?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Culebra. momondo saves you time and could save you money on your trip.

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

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

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

momondo helps you find the best flight between Illinois and Culebra by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Culebra, momondo offers a useful price alert feature which will track prices for flights to Culebra from Illinois and alert you when they change.

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