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Cheap flights from Chicago to Aguadilla from $148

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 5/27. 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
5:13 pm - 2:05 am
ORD
-
BQN
7h 52m
1 stop
Frontier Logo
12:19 pm - 11:05 pm
BQN
-
ORD
11h 46m
1 stop
$276Frontier
Sat, Aug 8 - Sat, Aug 15
Frontier Logo
1:50 pm - 9:57 am
ORD
-
BQN
19h 07m
2 stops
Frontier Logo
10:52 am - 11:55 pm
BQN
-
ORD
14h 03m
1 stop
$306Frontier
Tue, Sep 8 - Tue, Sep 15
Frontier Logo
5:13 pm - 2:05 am
ORD
-
BQN
7h 52m
1 stop
Frontier Logo
12:19 pm - 11:05 pm
BQN
-
ORD
11h 46m
1 stop
$321Frontier
Sat, Aug 8 - Sat, Aug 15
Multiple Airlines Logo
1:00 pm - 10:39 pm
ORD
-
BQN
8h 39m
1 stop
Multiple Airlines Logo
2:48 am - 11:50 pm
BQN
-
ORD
22h 02m
1 stop
$333Multiple Airlines
Wed, Oct 7 - Thu, Oct 29
Frontier Logo
5:30 pm - 9:57 am
ORD
-
BQN
15h 27m
1 stop
Frontier Logo
10:52 am - 11:55 pm
BQN
-
ORD
14h 03m
1 stop
$336Frontier
Tue, Sep 8 - Tue, Sep 15
Frontier Logo
5:11 pm - 2:02 am
ORD
-
BQN
7h 51m
1 stop
Frontier Logo
4:28 pm - 11:13 pm
BQN
-
ORD
7h 45m
1 stop
$361Frontier
Mon, Jun 1 - Sat, Jun 6
Frontier Logo
5:11 pm - 2:02 am
ORD
-
BQN
7h 51m
1 stop
Frontier Logo
12:19 pm - 11:19 pm
BQN
-
ORD
12h 00m
1 stop
$371Frontier
Sat, May 30 - Tue, Jun 9
JetBlue Logo
2:35 pm - 12:33 am
ORD
-
BQN
8h 58m
1 stop
JetBlue Logo
5:01 am - 1:39 pm
BQN
-
ORD
9h 38m
1 stop
$379JetBlue
Sat, Aug 29 - Tue, Sep 1
Frontier Logo
4:49 pm - 9:57 am
ORD
-
BQN
16h 08m
1 stop
Frontier Logo
2:48 am - 11:50 pm
BQN
-
ORD
22h 02m
1 stop
$381Frontier
Wed, Oct 7 - Thu, Oct 29
Multiple Airlines Logo
5:13 pm - 11:34 am
ORD
-
BQN
17h 21m
1 stop
Multiple Airlines Logo
5:01 am - 5:20 pm
BQN
-
ORD
13h 19m
2 stops
$393Multiple Airlines
Wed, Aug 12 - Wed, Aug 19

Frontier flights from Chicago to Aguadilla

Our best Frontier deals on Chicago to Aguadilla flight tickets
Frontier
Aug 8
ORD5:13 pmChicago O'Hare Intl
7h 52m
1 stop
BQN2:05 amAguadilla Borinquen
Aug 15
BQN12:19 pmAguadilla Borinquen
11h 46m
1 stop
ORD11:05 pmChicago O'Hare Intl
$276
Frontier
Sep 8
ORD1:50 pmChicago O'Hare Intl
19h 07m
2 stops
BQN9:57 amAguadilla Borinquen
Sep 15
BQN10:52 amAguadilla Borinquen
14h 03m
1 stop
ORD11:55 pmChicago O'Hare Intl
$306
Frontier
Aug 8
ORD5:13 pmChicago O'Hare Intl
7h 52m
1 stop
BQN2:05 amAguadilla Borinquen
Aug 15
BQN12:19 pmAguadilla Borinquen
11h 46m
1 stop
ORD11:05 pmChicago O'Hare Intl
$321

JetBlue flights from Chicago to Aguadilla

Our best JetBlue deals on Chicago to Aguadilla flight tickets
JetBlue
Aug 29
ORD2:35 pmChicago O'Hare Intl
8h 58m
1 stop
BQN12:33 amAguadilla Borinquen
Sep 1
BQN5:01 amAguadilla Borinquen
9h 38m
1 stop
ORD1:39 pmChicago O'Hare Intl
$379
JetBlue
Aug 29
ORD2:35 pmChicago O'Hare Intl
8h 58m
1 stop
BQN12:33 amAguadilla Borinquen
Sep 1
BQN5:01 amAguadilla Borinquen
9h 38m
1 stop
ORD1:39 pmChicago O'Hare Intl
$387
JetBlue
Aug 29
ORD2:35 pmChicago O'Hare Intl
8h 58m
1 stop
BQN12:33 amAguadilla Borinquen
Sep 1
BQN2:30 pmAguadilla Borinquen
10h 14m
1 stop
ORD11:44 pmChicago O'Hare Intl
$394

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 May 16, 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 - BQN

ORDBQN

Chicago O'Hare Intl

Sat 8/8

5:13 pm-2:05 am

1 stop7h 52m

Aguadilla Borinquen

Sat 8/15

12:19 pm-11:05 pm

1 stop11h 46m

$276

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 9/8

1:50 pm-9:57 am

2 stops19h 07m

Aguadilla Borinquen

Tue 9/15

10:52 am-11:55 pm

1 stop14h 03m

$306

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 8/8

5:13 pm-2:05 am

1 stop7h 52m

Aguadilla Borinquen

Sat 8/15

12:19 pm-11:05 pm

1 stop11h 46m

$321

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 10/7

1:00 pm-10:39 pm

1 stop8h 39m

Aguadilla Borinquen

Thu 10/29

2:48 am-11:50 pm

1 stop22h 02m

$333

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Tue 9/8

5:30 pm-9:57 am

1 stop15h 27m

Aguadilla Borinquen

Tue 9/15

10:52 am-11:55 pm

1 stop14h 03m

$336
Quickest round-trip

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Mon 6/1

5:11 pm-2:02 am

1 stop7h 51m

Aguadilla Borinquen

Sat 6/6

4:28 pm-11:13 pm

1 stop7h 45m

$361

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 5/30

5:11 pm-2:02 am

1 stop7h 51m

Aguadilla Borinquen

Tue 6/9

12:19 pm-11:19 pm

1 stop12h 00m

$371

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 8/29

2:35 pm-12:33 am

1 stop8h 58m

Aguadilla Borinquen

Tue 9/1

5:01 am-1:39 pm

1 stop9h 38m

$379

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 10/7

4:49 pm-9:57 am

1 stop16h 08m

Aguadilla Borinquen

Thu 10/29

2:48 am-11:50 pm

1 stop22h 02m

$381

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 8/12

5:13 pm-11:34 am

1 stop17h 21m

Aguadilla Borinquen

Wed 8/19

5:01 am-5:20 pm

2 stops13h 19m

$393

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 typical price of a round-trip flight between Chicago and Aguadilla?

What is the cheapest month to fly to Aguadilla?

In general, July 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 $152. If you’re not able to fly to Aguadilla in July, then April is your next best option. Flight prices from Chicago to Aguadilla during April average around $182.

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

Fastest flight time

7h 51m

Direct flights

None
The fastest flight from Chicago to Aguadilla takes 7h 51m
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 7h 51m 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
2,951 reviews
Search Frontier flights
United AirlinesPriceFrom $391Free CancellationRating
7.4
9,727 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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