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Cheap flights from Chicago to Aguadilla from $181

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 9/12. 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
1 adult, Economy, 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
6:20 am - 10:13 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
26h 53m2 stops Atlanta Hartsfield-Jackson Orlando
Frontier Logo
11:12 am - 10:59 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
12h 47m1 stop Orlando
$315Frontier
Sat, Sep 12 - Sat, Sep 19
Frontier Logo
4:44 pm - 9:57 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
16h 13m1 stop Orlando
Frontier Logo
10:52 am - 8:21 amBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
22h 29m1 stop Orlando
$327Frontier
Tue, Oct 27 - Thu, Oct 29
Frontier Logo
3:50 pm - 10:14 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
17h 24m1 stop Orlando
Frontier Logo
11:08 am - 10:59 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
12h 51m1 stop Orlando
$335Frontier
Tue, Sep 15 - Mon, Sep 28
Multiple Airlines Logo
9:00 am - 10:22 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
24h 22m1 stop Orlando
Multiple Airlines Logo
2:20 pm - 11:44 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
10h 24m1 stop Fort Lauderdale
$402Multiple Airlines
Tue, Oct 13 - Thu, Oct 22
Multiple Airlines Logo
8:11 pm - 9:57 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
12h 46m1 stop Orlando
Multiple Airlines Logo
2:20 pm - 11:44 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
10h 24m1 stop Fort Lauderdale
$403Multiple Airlines
Fri, Oct 16 - Sat, Oct 24
Multiple Airlines Logo
5:54 pm - 9:57 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
15h 03m1 stop Orlando
Multiple Airlines Logo
2:20 pm - 11:44 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
10h 24m1 stop Fort Lauderdale
$403Multiple Airlines
Sun, Oct 18 - Sat, Oct 24
JetBlue Logo
8:24 pm - 1:24 pmORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
16h 00m2 stops Boston Logan Intl Fort Lauderdale
JetBlue Logo
2:20 pm - 11:44 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
10h 24m1 stop Fort Lauderdale
$410JetBlue
Tue, Oct 13 - Thu, Oct 22
JetBlue Logo
7:00 am - 12:33 amORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
16h 33m1 stop Fort Lauderdale
JetBlue Logo
2:20 pm - 1:39 pmBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
24h 19m1 stop Fort Lauderdale
$423JetBlue
Sat, Oct 17 - Sun, Oct 25
United Airlines Logo
2:20 pm - 11:57 pmORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
7h 37m1 stop Newark
United Airlines Logo
1:09 am - 8:30 amBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
9h 21m1 stop Newark
$516United Airlines
Wed, Jan 6 - Mon, Jan 11
United Airlines Logo
11:45 am - 11:57 pmORD  Chicago O'Hare Intl-BQN Aguadilla Borinquen
10h 12m1 stop Newark
United Airlines Logo
1:09 am - 9:37 amBQN  Aguadilla Borinquen-ORD Chicago O'Hare Intl
10h 28m1 stop Newark
$516United Airlines
Wed, Jan 6 - Tue, Jan 12

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Frontier flights from Chicago to Aguadilla

Our best Frontier deals on Chicago to Aguadilla flight tickets
Frontier
Sep 12
ORD6:20 amChicago O'Hare Intl
26h 53m
2 stops
BQN10:13 amAguadilla Borinquen
Sep 19
BQN11:12 amAguadilla Borinquen
12h 47m
1 stop
ORD10:59 pmChicago O'Hare Intl
$315
Frontier
Oct 27
ORD4:44 pmChicago O'Hare Intl
16h 13m
1 stop
BQN9:57 amAguadilla Borinquen
Oct 29
BQN10:52 amAguadilla Borinquen
22h 29m
1 stop
ORD8:21 amChicago O'Hare Intl
$327
Frontier
Sep 15
ORD3:50 pmChicago O'Hare Intl
17h 24m
1 stop
BQN10:14 amAguadilla Borinquen
Sep 28
BQN11:08 amAguadilla Borinquen
12h 51m
1 stop
ORD10:59 pmChicago O'Hare Intl
$335

JetBlue flights from Chicago to Aguadilla

Our best JetBlue deals on Chicago to Aguadilla flight tickets
JetBlue
Oct 17
ORD7:00 amChicago O'Hare Intl
16h 33m
1 stop
BQN12:33 amAguadilla Borinquen
Oct 25
BQN2:20 pmAguadilla Borinquen
24h 19m
1 stop
ORD1:39 pmChicago O'Hare Intl
$423
JetBlue
Sep 10
ORD6:00 amChicago O'Hare Intl
6h 56m
1 stop
BQN1:56 pmAguadilla Borinquen
Sep 14
BQN4:23 pmAguadilla Borinquen
7h 45m
1 stop
ORD11:08 pmChicago O'Hare Intl
$428
JetBlue
Aug 29
ORD3:20 pmChicago O'Hare Intl
8h 13m
1 stop
BQN12:33 amAguadilla Borinquen
Sep 1
BQN2:30 pmAguadilla Borinquen
10h 14m
1 stop
ORD11:44 pmChicago O'Hare Intl
$584

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 August 17, 2026.
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

Cheapest round-trip

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Sat 9/12

6:20 am-10:13 am

2 stops26h 53m

Aguadilla Borinquen

Sat 9/19

11:12 am-10:59 pm

1 stop12h 47m

$315

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Tue 10/27

4:44 pm-9:57 am

1 stop16h 13m

Aguadilla Borinquen

Thu 10/29

10:52 am-8:21 am

1 stop22h 29m

$327

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Tue 9/15

3:50 pm-10:14 am

1 stop17h 24m

Aguadilla Borinquen

Mon 9/28

11:08 am-10:59 pm

1 stop12h 51m

$335

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Tue 10/13

9:00 am-10:22 am

1 stop24h 22m

Aguadilla Borinquen

Thu 10/22

2:20 pm-11:44 pm

1 stop10h 24m

$402

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Fri 10/16

8:11 pm-9:57 am

1 stop12h 46m

Aguadilla Borinquen

Sat 10/24

2:20 pm-11:44 pm

1 stop10h 24m

$403

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Sun 10/18

5:54 pm-9:57 am

1 stop15h 03m

Aguadilla Borinquen

Sat 10/24

2:20 pm-11:44 pm

1 stop10h 24m

$403

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Tue 10/13

8:24 pm-1:24 pm

2 stops16h 00m

Aguadilla Borinquen

Thu 10/22

2:20 pm-11:44 pm

1 stop10h 24m

$410

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Sat 10/17

7:00 am-12:33 am

1 stop16h 33m

Aguadilla Borinquen

Sun 10/25

2:20 pm-1:39 pm

1 stop24h 19m

$423
Quickest round-trip

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Wed 1/6

2:20 pm-11:57 pm

1 stop7h 37m

Aguadilla Borinquen

Mon 1/11

1:09 am-8:30 am

1 stop9h 21m

$516

ChicagoAguadilla

ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen

ORDBQN

Chicago O'Hare Intl

Wed 1/6

11:45 am-11:57 pm

1 stop10h 12m

Aguadilla Borinquen

Tue 1/12

1:09 am-9:37 am

1 stop10h 28m

$516

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, April 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 $356. If you’re not able to fly to Aguadilla in April, then February is your next best option. Flight prices from Chicago to Aguadilla during February average around $416.

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

Best Price Found

$181

Fastest flight time

6h 56m

Direct flights

None
The best one-way flight to Aguadilla from Chicago in the past 72 hours is $181. The best round-trip flight deal from Chicago to Aguadilla found on momondo in the last 72 hours is $315.
The fastest flight from Chicago to Aguadilla takes 6h 56m
There are no direct flights from Chicago to Aguadilla. There are no popular flight routes from Chicago to Aguadilla.
Search flight deals

Frequently asked questions about flying from Chicago to Aguadilla

  • 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 6h 56m 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 $183Free CancellationRating
5.6
2,675 reviews
Search Frontier flights
JetBluePriceFrom $398Free CancellationRating
7.1
3,029 reviews
Search JetBlue flights
United AirlinesPriceFrom $416Free CancellationRating
7.4
10,106 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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