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Cheap flights from Chicago to Aguadilla from $177

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 11/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Aguadilla

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
7:00 am - 2:58 amORD-BQN
17h 58m1 stop
Frontier Logo
3:55 am - 12:29 amBQN-ORD
21h 34m1 stop
$291Frontier
Find Deal
Sun, Mar 1 - Sun, Mar 8
Multiple Airlines Logo
6:48 am - 3:10 amORD-BQN
18h 22m1 stop
Multiple Airlines Logo
3:55 am - 12:09 amBQN-ORD
22h 14m2 stops
$297Multiple Airlines
Find Deal
Tue, Nov 25 - Fri, Dec 5
Multiple Airlines Logo
6:48 am - 3:10 amORD-BQN
18h 22m1 stop
Multiple Airlines Logo
3:55 am - 2:21 pmBQN-ORD
12h 26m1 stop
$304Multiple Airlines
Find Deal
Tue, Nov 25 - Fri, Dec 5
JetBlue Logo
12:41 pm - 12:44 amORD-BQN
10h 03m1 stop
JetBlue Logo
6:01 am - 11:48 amBQN-ORD
7h 47m1 stop
$308JetBlue
Find Deal
Tue, Mar 3 - Thu, Mar 5
JetBlue Logo
6:04 am - 9:53 pmORD-BQN
13h 49m2 stops
JetBlue Logo
5:01 am - 11:49 amBQN-ORD
7h 48m1 stop
$327JetBlue
Find Deal
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
7:20 am - 2:58 amORD-BQN
17h 38m1 stop
Multiple Airlines Logo
3:55 am - 12:09 amBQN-ORD
22h 14m2 stops
$339Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
JetBlue Logo
12:41 pm - 2:52 amORD-BQN
12h 11m1 stop
JetBlue Logo
5:01 am - 11:49 amBQN-ORD
7h 48m1 stop
$353JetBlue
Find Deal
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
2:26 pm - 2:58 amORD-BQN
10h 32m1 stop
Frontier Logo
6:42 pm - 1:16 pmBQN-ORD
20h 34m1 stop
$354Frontier
Find Deal
Fri, Dec 5 - Fri, Dec 12
United Airlines Logo
2:30 pm - 11:57 pmORD-BQN
7h 27m1 stop
United Airlines Logo
1:09 am - 9:36 amBQN-ORD
10h 27m1 stop
$395United Airlines
Find Deal
Sat, Feb 21 - Fri, Feb 27
United Airlines Logo
7:50 pm - 11:57 pmORD-BQN
26h 07m2 stops
United Airlines Logo
1:09 am - 2:55 pmBQN-ORD
15h 46m2 stops
$470United Airlines
Find Deal
Wed, Jan 28 - Mon, Feb 2

Frontier flights from Chicago to Aguadilla

Our best Frontier deals on Chicago to Aguadilla flight tickets
Frontier
Nov 16
ORD5:25 amChicago O'Hare Intl
19h 39m
1 stop
BQN3:04 amAguadilla Borinquen
Nov 19
BQN3:55 amAguadilla Borinquen
29h 31m
1 stop
ORD7:26 amChicago O'Hare Intl
$261
Find similar
Frontier
Mar 1
ORD7:00 amChicago O'Hare Intl
17h 58m
1 stop
BQN2:58 amAguadilla Borinquen
Mar 8
BQN3:55 amAguadilla Borinquen
21h 34m
1 stop
ORD12:29 amChicago O'Hare Intl
$291
Find similar
Frontier
Dec 5
ORD2:26 pmChicago O'Hare Intl
10h 32m
1 stop
BQN2:58 amAguadilla Borinquen
Dec 12
BQN6:42 pmAguadilla Borinquen
20h 34m
1 stop
ORD1:16 pmChicago O'Hare Intl
$354
Find similar

JetBlue flights from Chicago to Aguadilla

Our best JetBlue deals on Chicago to Aguadilla flight tickets
JetBlue
Mar 3
ORD12:41 pmChicago O'Hare Intl
10h 03m
1 stop
BQN12:44 amAguadilla Borinquen
Mar 5
BQN6:01 amAguadilla Borinquen
7h 47m
1 stop
ORD11:48 amChicago O'Hare Intl
$308
Find similar
JetBlue
Mar 5
ORD6:04 amChicago O'Hare Intl
13h 49m
2 stops
BQN9:53 pmAguadilla Borinquen
Mar 9
BQN5:01 amAguadilla Borinquen
7h 48m
1 stop
ORD11:49 amChicago O'Hare Intl
$327
Find similar
JetBlue
Mar 5
ORD12:41 pmChicago O'Hare Intl
12h 11m
1 stop
BQN2:52 amAguadilla Borinquen
Mar 9
BQN5:01 amAguadilla Borinquen
7h 48m
1 stop
ORD11:49 amChicago O'Hare Intl
$353
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 November 8, 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

Sun 3/1

7:00 am-2:58 am

1 stop17h 58m

Aguadilla Borinquen

Sun 3/8

3:55 am-12:29 am

1 stop21h 34m

$291

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 11/25

6:48 am-3:10 am

1 stop18h 22m

Aguadilla Borinquen

Fri 12/5

3:55 am-12:09 am

2 stops22h 14m

$297

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 11/25

6:48 am-3:10 am

1 stop18h 22m

Aguadilla Borinquen

Fri 12/5

3:55 am-2:21 pm

1 stop12h 26m

$304

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 3/3

12:41 pm-12:44 am

1 stop10h 03m

Aguadilla Borinquen

Thu 3/5

6:01 am-11:48 am

1 stop7h 47m

$308

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 3/5

6:04 am-9:53 pm

2 stops13h 49m

Aguadilla Borinquen

Mon 3/9

5:01 am-11:49 am

1 stop7h 48m

$327

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 12/11

7:20 am-2:58 am

1 stop17h 38m

Aguadilla Borinquen

Mon 12/15

3:55 am-12:09 am

2 stops22h 14m

$339

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Thu 3/5

12:41 pm-2:52 am

1 stop12h 11m

Aguadilla Borinquen

Mon 3/9

5:01 am-11:49 am

1 stop7h 48m

$353

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 12/5

2:26 pm-2:58 am

1 stop10h 32m

Aguadilla Borinquen

Fri 12/12

6:42 pm-1:16 pm

1 stop20h 34m

$354

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 2/21

2:30 pm-11:57 pm

1 stop7h 27m

Aguadilla Borinquen

Fri 2/27

1:09 am-9:36 am

1 stop10h 27m

$395

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 1/28

7:50 pm-11:57 pm

2 stops26h 07m

Aguadilla Borinquen

Mon 2/2

1:09 am-2:55 pm

2 stops15h 46m

$470

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 $266.

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.
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  • 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 27m 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
3,115 reviews
Search Frontier flights
United AirlinesPriceFrom $391Free CancellationRating
7.4
9,009 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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