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CHI - BQN

Find cheap flights from Chicago to Aguadilla from $109

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Aguadilla departing on 5/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 5/25
Sat 6/1

Search hundreds of travel sites at once for deals on flights to Aguadilla

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Aguadilla, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Aguadilla, as well as popular online travel agencies
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to Aguadilla (CHI-BQN)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Aguadilla that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
5:56 pm - 1:49 amORD-BQN
6h 53m1 stop
6:03 pm - 1:08 amBQN-ORD
8h 05m1 stop
$184Frontier
Find Deal
Thu, May 16 - Tue, May 21
5:56 pm - 1:49 amORD-BQN
6h 53m1 stop
6:03 pm - 1:08 amBQN-ORD
8h 05m1 stop
$186Frontier
Find Deal
Thu, May 16 - Tue, May 21
5:56 pm - 1:49 amORD-BQN
6h 53m1 stop
2:49 am - 1:08 amBQN-ORD
23h 19m1 stop
$216Frontier
Find Deal
Thu, May 16 - Mon, May 20
5:56 pm - 8:51 amORD-BQN
13h 55m1 stop
2:49 am - 1:08 amBQN-ORD
23h 19m1 stop
$219Frontier
Find Deal
Thu, May 16 - Mon, May 20
5:51 pm - 1:45 amORD-BQN
6h 54m1 stop
2:45 am - 11:43 pmBQN-ORD
21h 58m1 stop
$225Frontier
Find Deal
Thu, May 2 - Fri, May 10
9:37 pm - 1:49 amORD-BQN
27h 12m2 stops
2:56 am - 8:47 pmBQN-ORD
18h 51m2 stops
Sun, Jun 9 - Fri, Jun 14
1:04 pm - 11:09 pmORD-BQN
9h 05m1 stop
12:15 am - 6:50 pmBQN-ORD
19h 35m2 stops
$511United Airlines
Find Deal
Wed, May 15 - Tue, May 21
1:04 pm - 11:09 pmORD-BQN
9h 05m1 stop
12:15 am - 7:40 amBQN-ORD
32h 25m2 stops
$518United Airlines
Find Deal
Wed, May 15 - Mon, May 20
2:40 pm - 11:09 pmORD-BQN
31h 29m2 stops
12:15 am - 9:35 amBQN-ORD
10h 20m1 stop
$528United Airlines
Find Deal
Thu, May 16 - Tue, May 21
2:55 pm - 11:09 pmORD-BQN
7h 14m1 stop
12:15 am - 6:26 amBQN-ORD
31h 11m2 stops
$532United Airlines
Find Deal
Sat, May 18 - Thu, May 23

Flights from Chicago to Aguadilla - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Aguadilla to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Aguadilla?

The average price of all flights from Chicago to Aguadilla clicked on KAYAK for each day over the last 12 months.
For Chicago to Aguadilla, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Aguadilla back to Chicago, the best deals are generally found on Monday, with Friday being the most expensive.

What is the cheapest month to fly from Chicago to Aguadilla?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Aguadilla, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Aguadilla is January, where tickets cost $205 on average. On the other hand, the most expensive months are June and December, where the average cost of tickets is $734 and $571 respectively.

How far in advance should I book a flight from Chicago to Aguadilla?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Aguadilla, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Aguadilla, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 32 days before departure.

Which airlines provide the cheapest flights from Chicago to Aguadilla?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Chicago to Aguadilla found by KAYAK users in the last 72 hours was for $184 on Frontier, followed by United Airlines ($511). One-way flight deals have also been found from as low as $109 on Frontier and from $216 on JetBlue.

Good to know

Low season

August

High season

December

Cheapest flight

$109
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 56% increase in price.
Flight from Chicago O'Hare Airport to Aguadilla

When to book flights from Chicago to Aguadilla

Are your dates flexible? Find out the best times to travel from Chicago to Aguadilla based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Aguadilla

  • What is the cheapest flight from Chicago to Aguadilla?

    In the last 3 days, the lowest price for a flight from Chicago to Aguadilla was $109 for a one-way ticket and $184 for a round-trip.

  • Do I need a passport to fly between Chicago and Aguadilla?

    Yes

  • Which airports will I be using when flying from Chicago to Aguadilla?

    Chicago is served by 2 major airports and there is only 1 main airport in Aguadilla. You will leave Chicago from one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be arriving at Aguadilla Borinquen.

  • Which aircraft models fly most regularly from Chicago to Aguadilla?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Aguadilla?

    Star Alliance is the only airline alliance operating flights between Chicago and Aguadilla.

  • Which is the best airline for flights from Chicago to Aguadilla, United Airlines or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Aguadilla are United Airlines and Frontier. With an average price for the route of $473 and an overall rating of 7.4, United Airlines is the most popular choice. Frontier is also a great choice for the route, with an average price of $273 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Chicago to Aguadilla?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Aguadilla.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Aguadilla?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Aguadilla from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Aguadilla?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Aguadilla with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Aguadilla?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Aguadilla from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Chicago to Aguadilla

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Aguadilla. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Aguadilla? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11234 reviews
7.2comfort
7.1entertainment
8.1crew
7.7boarding
6.7food
Airline reviews

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

2.0 MediocreWayne, Apr 2024ORD - SFO
Read more about United Airlines reviews

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

my seat got changed twice after checking on then boarding it had been given to a family so by the time they found a seat for me no overhead storage left. i ended up losing my Sony Headphones case because i could even access underthe seat in front of my when deplaning.

All good, useful to have the united app from check in to boarding

All planes flying to Mexico City are very old. Seats don’t even have power outlets.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Didn’t happen. They stranded us in Orlando and had to book a flight on frontier to get to our destination.

Flight was delayed 2+ hours missed a concert because of it…

Flight left very close to original projected time. Paid for checked bag weight overage (my fault). Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

Flight left very close to original projected time. Plane was literally brand new & this was its 2nd flight. Seats were alittle uncomfortable (I'm 5'11 * 175lbs and was alittle cramped, & brand new seats had little cushion). Food options were good. Main thing was flight took off & landed on time.

I particularly did not have no problem with my backpack, but a few people in front of me did. The chairs were really uncomfortable. Unless is a super short flight for over a weekend I wouldn't take this airline.

Do I need to call them or will you handle my complaint ? I paid for one carry-on bag. my email said up to 50 pounds when I got to the counter they charged me $79 more for my 48 pound bag!!! they said nope only 40 pounds. My email says 50 pounds. !!! I’m out another $79!!!

Flight attendant very friendly. Seats not adjustable like before. I was in the middle seat and two big guys next to me isn’t to pleasant. No used to have delays in the past and now is too often.

Seats could use more padding. Kind of hard on the tush.

Amazed that Spirit can even get planes in the air, would never use again.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Chicago to Aguadilla

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Aguadilla found on KAYAK in the last 72 hours.
5/23Thu
1 stopFrontier
6h 53mORD-BQN
$109
5/6Mon
1 stopFrontier
7h 12mORD-BQN
$117
6/10Mon
1 stopFrontier
6h 51mORD-BQN
$145
4/28Sun
1 stopFrontier
6h 54mORD-BQN
$169
5/24Fri
1 stopFrontier
6h 53mORD-BQN
$177
5/31Fri
1 stopJetBlue
7h 44mORD-BQN
$216
6/3Mon
2 stopsUnited Airlines
24h 39mORD-BQN
$386
5/6Mon
2 stopsUnited Airlines
24h 37mORD-BQN
$394
6/4Tue
2 stopsUnited Airlines
15h 39mORD-BQN
$402
6/10Mon
2 stopsUnited Airlines
11h 34mORD-BQN
$420

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Last minute flights from Chicago to Aguadilla

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Aguadilla that are departing in the next 10 days.
4/26Fri
multi-stopFrontier
16h 20mORD-BQN
5/13Mon
multi-stopFrontier
23h 14mBQN-ORD
$255
4/27Sat
multi-stopFrontier
16h 20mORD-BQN
4/30Tue
multi-stopFrontier
29h 35mBQN-ORD
$258
4/27Sat
multi-stopFrontier
16h 20mORD-BQN
4/30Tue
multi-stopFrontier
29h 35mBQN-ORD
$266
4/26Fri
multi-stopFrontier
7h 12mORD-BQN
5/12Sun
multi-stopFrontier
21h 58mBQN-ORD
$288
4/26Fri
multi-stopUnited Airlines
8h 00mORD-BQN
5/12Sun
multi-stopUnited Airlines
18h 56mBQN-ORD
$876
4/27Sat
multi-stopUnited Airlines
8h 00mORD-BQN
4/29Mon
multi-stopUnited Airlines
10h 22mBQN-ORD
$931
4/27Sat
multi-stopUnited Airlines
11h 14mORD-BQN
4/29Mon
multi-stopUnited Airlines
10h 22mBQN-ORD
$1,147

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Flights to Aguadilla

Destination:

Aguadilla (BQN)Puerto Rico

Return flight deals:

Aguadilla - Chicago

Cabin classes: