Cheap flights from Illinois to San Juan from $1,233

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to San Juan departing on 12/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Multiple Airlines Logo
4:00 pm - 11:40 amORD-CPX
17h 40m2 stops
Multiple Airlines Logo
8:25 am - 8:20 pmCPX-ORD
13h 55m1 stop
$1,233Multiple Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
Multiple Airlines Logo
12:50 pm - 11:40 amORD-CPX
20h 50m2 stops
Multiple Airlines Logo
8:25 am - 12:14 amCPX-ORD
17h 49m2 stops
$1,303Multiple Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
Multiple Airlines Logo
2:20 pm - 11:40 amORD-CPX
19h 20m1 stop
Multiple Airlines Logo
8:25 am - 8:20 pmCPX-ORD
13h 55m1 stop
$1,309Multiple Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
Multiple Airlines Logo
9:23 pm - 4:13 pmORD-CPX
17h 50m2 stops
Multiple Airlines Logo
4:33 pm - 9:37 amCPX-ORD
18h 04m2 stops
$1,323Multiple Airlines
Find Deal
Sat, Mar 21 - Sat, Mar 28
United Airlines Logo
8:55 am - 4:13 pmORD-CPX
6h 18m1 stop
United Airlines Logo
10:30 am - 12:10 amCPX-ORD
14h 40m2 stops
$1,557United Airlines
Find Deal
Fri, Mar 27 - Tue, Apr 7
United Airlines Logo
9:13 pm - 4:13 pmORD-CPX
18h 00m2 stops
United Airlines Logo
10:30 am - 9:28 pmCPX-ORD
11h 58m2 stops
$1,707United Airlines
Find Deal
Sun, Mar 29 - Tue, Apr 7
United Airlines Logo
6:00 pm - 4:13 pmORD-CPX
21h 13m3 stops
United Airlines Logo
10:30 am - 10:36 pmCPX-ORD
13h 06m2 stops
$1,758United Airlines
Find Deal
Sun, Mar 29 - Tue, Apr 7
Multiple Airlines Logo
6:20 pm - 8:05 amORD-CPX
12h 45m2 stops
Multiple Airlines Logo
8:25 am - 6:50 pmCPX-ORD
11h 25m1 stop
$1,882Multiple Airlines
Find Deal
Sat, Mar 21 - Sat, Mar 28
United Airlines Logo
11:07 am - 4:13 pmORD-CPX
27h 06m2 stops
United Airlines Logo
10:30 am - 12:14 amCPX-ORD
39h 44m2 stops
$1,955United Airlines
Find Deal
Thu, Dec 18 - Mon, Dec 29
Multiple Airlines Logo
8:55 am - 4:13 pmORD-CPX
6h 18m1 stop
Multiple Airlines Logo
8:25 am - 6:50 pmCPX-ORD
11h 25m1 stop
$2,071Multiple Airlines
Find Deal
Sat, Mar 21 - Sat, Mar 28

United Airlines flights from Illinois to Culebra

Our best United Airlines deals on Illinois to Culebra flight tickets
United Airlines
Mar 27
ORD8:55 amChicago O'Hare Intl
6h 18m
1 stop
CPX4:13 pmCulebra
Apr 7
CPX10:30 amCulebra
14h 40m
2 stops
ORD12:10 amChicago O'Hare Intl
United Airlines
Mar 29
ORD9:13 pmChicago O'Hare Intl
18h 00m
2 stops
CPX4:13 pmCulebra
Apr 7
CPX10:30 amCulebra
11h 58m
2 stops
ORD9:28 pmChicago O'Hare Intl
United Airlines
Mar 29
ORD6:00 pmChicago O'Hare Intl
21h 13m
3 stops
CPX4:13 pmCulebra
Apr 7
CPX10:30 amCulebra
13h 06m
2 stops
ORD10:36 pmChicago O'Hare Intl

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 October 20, 2025.
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 12/24

4:00 pm-11:40 am

2 stops17h 40m

Culebra

Wed 12/31

8:25 am-8:20 pm

1 stop13h 55m

$1,233

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Wed 12/24

12:50 pm-11:40 am

2 stops20h 50m

Culebra

Wed 12/31

8:25 am-12:14 am

2 stops17h 49m

$1,303

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Wed 12/24

2:20 pm-11:40 am

1 stop19h 20m

Culebra

Wed 12/31

8:25 am-8:20 pm

1 stop13h 55m

$1,309

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 3/21

9:23 pm-4:13 pm

2 stops17h 50m

Culebra

Sat 3/28

4:33 pm-9:37 am

2 stops18h 04m

$1,323

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Fri 3/27

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Tue 4/7

10:30 am-12:10 am

2 stops14h 40m

$1,557

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 3/29

9:13 pm-4:13 pm

2 stops18h 00m

Culebra

Tue 4/7

10:30 am-9:28 pm

2 stops11h 58m

$1,707

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sun 3/29

6:00 pm-4:13 pm

3 stops21h 13m

Culebra

Tue 4/7

10:30 am-10:36 pm

2 stops13h 06m

$1,758

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 3/21

6:20 pm-8:05 am

2 stops12h 45m

Culebra

Sat 3/28

8:25 am-6:50 pm

1 stop11h 25m

$1,882

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Thu 12/18

11:07 am-4:13 pm

2 stops27h 06m

Culebra

Mon 12/29

10:30 am-12:14 am

2 stops39h 44m

$1,955

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

Sat 3/21

8:55 am-4:13 pm

1 stop6h 18m

Culebra

Sat 3/28

8:25 am-6:50 pm

1 stop11h 25m

$2,071

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 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 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 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.

Cheap Illinois to Culebra flight deals and tips

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

Direct flights

None
There are no direct flights from Illinois to Culebra. There are no popular flight routes from Illinois to Culebra.
  • 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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1 adult
Wed 11/19
Wed 11/26

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