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Cheap flights from Chicago to Aguadilla from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Aguadilla departing on 9/19. 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 Chicago to Aguadilla

Cheap round-trip flights

Frontier Logo
11:51 am - 2:04 amORD-BQN
13h 13m2 stops
Frontier Logo
3:29 am - 12:26 pmBQN-ORD
9h 57m1 stop
$263Frontier
Find Deal
Fri, Oct 24 - Wed, Oct 29
Frontier Logo
8:49 pm - 10:56 amORD-BQN
13h 07m1 stop
Frontier Logo
3:32 am - 7:44 pmBQN-ORD
17h 12m1 stop
$271Frontier
Find Deal
Fri, Sep 26 - Sun, Sep 28
Logo
6:00 am - 2:04 amORD-BQN
19h 04m1 stop
Logo
3:29 am - 12:26 pmBQN-ORD
9h 57m1 stop
$273
Find Deal
Fri, Oct 24 - Wed, Oct 29
Frontier Logo
8:49 pm - 10:56 amORD-BQN
13h 07m1 stop
Frontier Logo
3:32 am - 7:44 pmBQN-ORD
17h 12m1 stop
$276Frontier
Find Deal
Fri, Sep 26 - Sun, Sep 28
Frontier Logo
8:00 am - 3:04 amORD-BQN
17h 04m1 stop
Frontier Logo
3:59 am - 12:26 pmBQN-ORD
10h 27m1 stop
$278Frontier
Find Deal
Sat, Nov 8 - Thu, Nov 13
Logo
9:24 am - 2:04 amORD-BQN
15h 40m1 stop
Logo
2:59 am - 9:33 pmBQN-ORD
19h 34m1 stop
$281
Find Deal
Thu, Oct 9 - Mon, Oct 13
JetBlue Logo
9:00 am - 9:04 pmORD-BQN
10h 04m1 stop
JetBlue Logo
6:10 am - 1:23 pmBQN-ORD
9h 13m1 stop
$371JetBlue
Find Deal
Wed, Jan 21 - Mon, Jan 26
United Airlines Logo
12:00 pm - 11:09 pmORD-BQN
10h 09m1 stop
United Airlines Logo
12:15 am - 9:05 amBQN-ORD
9h 50m1 stop
$382United Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
United Airlines Logo
1:00 pm - 11:57 pmORD-BQN
8h 57m1 stop
United Airlines Logo
1:09 am - 9:37 amBQN-ORD
10h 28m1 stop
$391United Airlines
Find Deal
Tue, Feb 10 - Tue, Feb 17
JetBlue Logo
6:45 am - 2:31 amORD-BQN
18h 46m1 stop
JetBlue Logo
6:01 am - 8:52 pmBQN-ORD
15h 51m1 stop
$399JetBlue
Find Deal
Fri, Oct 24 - Thu, Oct 30

Frontier flights from Chicago to Aguadilla

Our best Frontier deals on Chicago to Aguadilla flight tickets
Frontier
Oct 24
ORD11:51 amChicago O'Hare Intl
13h 13m
2 stops
BQN2:04 amAguadilla Borinquen
Oct 29
BQN3:29 amAguadilla Borinquen
9h 57m
1 stop
ORD12:26 pmChicago O'Hare Intl
$263
Find similar
Frontier
Sep 18
ORD8:49 pmChicago O'Hare Intl
28h 38m
1 stop
BQN2:27 amAguadilla Borinquen
Sep 21
BQN3:32 amAguadilla Borinquen
17h 12m
1 stop
ORD7:44 pmChicago O'Hare Intl
$268
Find similar
Frontier
Sep 26
ORD8:49 pmChicago O'Hare Intl
13h 07m
1 stop
BQN10:56 amAguadilla Borinquen
Sep 28
BQN3:32 amAguadilla Borinquen
17h 12m
1 stop
ORD7:44 pmChicago O'Hare Intl
$271
Find similar

JetBlue flights from Chicago to Aguadilla

Our best JetBlue deals on Chicago to Aguadilla flight tickets
JetBlue
Jan 21
ORD9:00 amChicago O'Hare Intl
10h 04m
1 stop
BQN9:04 pmAguadilla Borinquen
Jan 26
BQN6:10 amAguadilla Borinquen
9h 13m
1 stop
ORD1:23 pmChicago O'Hare Intl
$371
Find similar
JetBlue
Oct 24
ORD6:45 amChicago O'Hare Intl
18h 46m
1 stop
BQN2:31 amAguadilla Borinquen
Oct 30
BQN6:01 amAguadilla Borinquen
15h 51m
1 stop
ORD8:52 pmChicago O'Hare Intl
$399
Find similar
JetBlue
Feb 5
ORD9:50 amChicago O'Hare Intl
13h 48m
2 stops
BQN1:38 amAguadilla Borinquen
Feb 10
BQN5:05 amAguadilla Borinquen
17h 54m
2 stops
ORD8:59 pmChicago O'Hare Intl
$403
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Aguadilla 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago to Aguadilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 10/24

11:51 am-2:04 am

2 stops13h 13m

Aguadilla Borinquen

Wed 10/29

3:29 am-12:26 pm

1 stop9h 57m

$263

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 9/26

8:49 pm-10:56 am

1 stop13h 07m

Aguadilla Borinquen

Sun 9/28

3:32 am-7:44 pm

1 stop17h 12m

$271

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 10/24

6:00 am-2:04 am

1 stop19h 04m

Aguadilla Borinquen

Wed 10/29

3:29 am-12:26 pm

1 stop9h 57m

$273

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 9/26

8:49 pm-10:56 am

1 stop13h 07m

Aguadilla Borinquen

Sun 9/28

3:32 am-7:44 pm

1 stop17h 12m

$276

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 11/8

8:00 am-3:04 am

1 stop17h 04m

Aguadilla Borinquen

Thu 11/13

3:59 am-12:26 pm

1 stop10h 27m

$278

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 10/9

9:24 am-2:04 am

1 stop15h 40m

Aguadilla Borinquen

Mon 10/13

2:59 am-9:33 pm

1 stop19h 34m

$281

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 1/21

9:00 am-9:04 pm

1 stop10h 04m

Aguadilla Borinquen

Mon 1/26

6:10 am-1:23 pm

1 stop9h 13m

$371

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 10/4

12:00 pm-11:09 pm

1 stop10h 09m

Aguadilla Borinquen

Sat 10/11

12:15 am-9:05 am

1 stop9h 50m

$382

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 2/10

1:00 pm-11:57 pm

1 stop8h 57m

Aguadilla Borinquen

Tue 2/17

1:09 am-9:37 am

1 stop10h 28m

$391

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 10/24

6:45 am-2:31 am

1 stop18h 46m

Aguadilla Borinquen

Thu 10/30

6:01 am-8:52 pm

1 stop15h 51m

$399

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Aguadilla

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 month to fly to Aguadilla?

In general, January is the cheapest month to fly from Chicago to Aguadilla. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $188. If you’re not able to fly to Aguadilla in January, then August is your next best option. Flight prices from Chicago to Aguadilla during August average around $259.

What is the cheapest day to depart on your flight to Aguadilla?

The cheapest day to depart on your flight to Aguadilla is on a Monday when prices can be found for as low as $336. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Aguadilla is Sunday, with ticket prices averaging around $526.

What is the cheapest time of day to depart on your flight to Aguadilla?

According to our data, the cheapest time of day to fly to Aguadilla is in the evening. momondo users have found flights departing from Chicago to Aguadilla in the evening for as low as $158. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights at noon are often more expensive with an average ticket price of $466.

How have Chicago to Aguadilla flight prices changed over time?

When to book flights from Chicago to Aguadilla

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

Cheap Chicago to Aguadilla (CHI to BQN) flight deals and tips

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

Direct flights

None
There are no direct flights from Chicago to Aguadilla. There are no popular flight routes from Chicago to Aguadilla.
Search flight deals

  • How far is Chicago to Aguadilla Borinquen by plane?

    The straight-line distance from Chicago to Aguadilla Borinquen is 2017.1 mi. Typically, this will take 7h 25m by plane in normal conditions.

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

    Prices for flights from Chicago to Aguadilla Borinquen Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Aguadilla Borinquen Airport?

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

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

    The travel and health documents you'll need for your trip to Aguadilla Borinquen 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 Aguadilla Borinquen Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to Aguadilla?

Best airlines flying from Chicago to Aguadilla

Compare and see reviews for airlines that fly from Chicago to Aguadilla with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $169Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
United AirlinesPriceFrom $385Free CancellationRating
7.4
8,937 reviews
Search United Airlines flights

Traveling to a place near Aguadilla?

Book flights to Aguadilla if you plan to visit one of these locations
Isabela

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Aguadilla?

Finding the right flight to Aguadilla from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Aguadilla quick and easy, saving you time and money.

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

momondo does allow users to show only those flights to Aguadilla from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

Once all potential Chicago to Aguadilla flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Of course. momondo tracks the price of Chicago to Aguadilla flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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