Cheap flights from Illinois to San Juan from $498

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 1/20. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:20 am - 10:10 am
ORD
-
CPX
24h 50m2 stops
Multiple Airlines Logo
8:25 am - 4:37 pm
CPX
-
ORD
10h 12m1 stop
$498Multiple Airlines
mar., ene. 20 - mar., ene. 27
Multiple Airlines Logo
12:17 pm - 8:05 am
ORD
-
CPX
17h 48m1 stop
Multiple Airlines Logo
8:25 am - 4:37 pm
CPX
-
ORD
10h 12m1 stop
$510Multiple Airlines
mar., ene. 20 - mar., ene. 27
Multiple Airlines Logo
7:45 am - 10:10 am
ORD
-
CPX
24h 25m2 stops
Multiple Airlines Logo
4:33 pm - 7:36 pm
CPX
-
ORD
29h 03m2 stops
$522Multiple Airlines
mar., ene. 20 - mar., ene. 27
Multiple Airlines Logo
12:17 pm - 1:43 pm
ORD
-
CPX
23h 26m1 stop
Multiple Airlines Logo
10:30 am - 1:13 pm
CPX
-
ORD
28h 43m2 stops
$631Multiple Airlines
dom., ene. 11 - lun., ene. 19
Multiple Airlines Logo
12:17 pm - 1:43 pm
ORD
-
CPX
23h 26m1 stop
Multiple Airlines Logo
2:03 pm - 4:37 pm
CPX
-
ORD
28h 34m1 stop
$695Multiple Airlines
dom., ene. 11 - lun., ene. 19
Multiple Airlines Logo
8:59 pm - 8:05 am
ORD
-
CPX
34h 06m2 stops
Multiple Airlines Logo
4:33 pm - 5:45 am
CPX
-
ORD
14h 12m1 stop
$936Multiple Airlines
vie., mar. 13 - vie., mar. 20
United Airlines Logo
9:39 pm - 4:13 pm
ORD
-
CPX
41h 34m2 stops
United Airlines Logo
10:30 am - 11:13 pm
CPX
-
ORD
13h 43m2 stops
$1,999United Airlines
vie., mar. 13 - vie., mar. 20
United Airlines Logo
4:10 pm - 4:13 pm
ORD
-
CPX
46h 03m3 stops
United Airlines Logo
10:30 am - 8:13 pm
CPX
-
ORD
11h 43m2 stops
$2,351United Airlines
mar., ene. 20 - mar., ene. 27

United Airlines flights from Illinois to Culebra

Our best United Airlines deals on Illinois to Culebra flight tickets
United Airlines
Mar 13
ORD9:39 pmChicago O'Hare Intl
41h 34m
2 stops
CPX4:13 pmCulebra
Mar 20
CPX10:30 amCulebra
13h 43m
2 stops
ORD11:13 pmChicago O'Hare Intl
United Airlines
Jan 20
ORD4:10 pmChicago O'Hare Intl
46h 03m
3 stops
CPX4:13 pmCulebra
Jan 27
CPX10:30 amCulebra
11h 43m
2 stops
ORD8:13 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 diciembre 4, 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

mar. 1/20

7:20 am-10:10 am

2 stops24h 50m

Culebra

mar. 1/27

8:25 am-4:37 pm

1 stop10h 12m

$498

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

mar. 1/20

12:17 pm-8:05 am

1 stop17h 48m

Culebra

mar. 1/27

8:25 am-4:37 pm

1 stop10h 12m

$510

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

mar. 1/20

7:45 am-10:10 am

2 stops24h 25m

Culebra

mar. 1/27

4:33 pm-7:36 pm

2 stops29h 03m

$522

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

dom. 1/11

12:17 pm-1:43 pm

1 stop23h 26m

Culebra

lun. 1/19

10:30 am-1:13 pm

2 stops28h 43m

$631

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

dom. 1/11

12:17 pm-1:43 pm

1 stop23h 26m

Culebra

lun. 1/19

2:03 pm-4:37 pm

1 stop28h 34m

$695

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

vie. 3/13

8:59 pm-8:05 am

2 stops34h 06m

Culebra

vie. 3/20

4:33 pm-5:45 am

1 stop14h 12m

$936

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

vie. 3/13

9:39 pm-4:13 pm

2 stops41h 34m

Culebra

vie. 3/20

10:30 am-11:13 pm

2 stops13h 43m

$1,999

ChicagoCulebra

ORD - CPX

ORDCPX

Chicago O'Hare Intl

mar. 1/20

4:10 pm-4:13 pm

3 stops46h 03m

Culebra

mar. 1/27

10:30 am-8:13 pm

2 stops11h 43m

$2,351

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 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

17h 12m

Direct flights

None
The fastest flight from Illinois to Culebra takes 17h 12m
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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