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BQN - CHI

Find cheap flights from Aguadilla to Chicago from $136

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Aguadilla to Chicago departing on 5/2. 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
Thu 5/23
Thu 5/30

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Aguadilla to Chicago, 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 Aguadilla to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,632,927 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Aguadilla to Chicago 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
6:42 pm - 1:08 amBQN-ORD
7h 26m1 stop
5:58 pm - 1:49 amORD-BQN
6h 51m1 stop
$290Frontier
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Thu, May 30 - Mon, Jun 10
12:56 pm - 1:08 amBQN-ORD
13h 12m1 stop
5:58 pm - 1:49 amORD-BQN
6h 51m1 stop
$294Frontier
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Sun, May 26 - Mon, Jun 10
12:56 pm - 1:08 amBQN-ORD
13h 12m1 stop
5:58 pm - 1:49 amORD-BQN
6h 51m1 stop
$298Frontier
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Sun, May 26 - Fri, Jun 14
2:49 am - 9:13 amBQN-MDW
7h 24m1 stop
12:17 pm - 1:49 amMDW-BQN
12h 32m1 stop
$314Frontier
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Fri, May 31 - Fri, Jun 14
2:49 am - 12:20 pmBQN-MDW
10h 31m1 stop
12:17 pm - 1:49 amMDW-BQN
12h 32m1 stop
$318Frontier
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Thu, May 30 - Fri, Jun 14
6:42 pm - 1:08 amBQN-ORD
7h 26m1 stop
5:58 pm - 1:49 amORD-BQN
6h 51m1 stop
$344Frontier
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Thu, May 30 - Wed, Jun 12
12:56 pm - 1:08 amBQN-ORD
13h 12m1 stop
5:58 pm - 1:49 amORD-BQN
6h 51m1 stop
$348Frontier
Find Deal
Sun, May 26 - Wed, Jun 12
6:42 pm - 1:08 amBQN-ORD
7h 26m1 stop
2:10 pm - 1:49 amORD-BQN
10h 39m1 stop
$374Frontier
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Thu, May 30 - Sat, Jun 8
12:15 am - 6:29 amBQN-ORD
31h 14m2 stops
2:20 pm - 11:09 pmORD-BQN
7h 49m1 stop
$542United Airlines
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Thu, Aug 22 - Mon, Aug 26
12:15 am - 6:29 amBQN-ORD
31h 14m2 stops
7:20 am - 11:09 pmORD-BQN
14h 49m2 stops
$585United Airlines
Find Deal
Thu, Aug 22 - Mon, Aug 26

Flights from Aguadilla to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Aguadilla to Chicago 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 Aguadilla to Chicago?

The average price of all flights from Aguadilla to Chicago clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Aguadilla to Chicago, look for departures on Mondays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Friday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Aguadilla to Chicago, 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 Aguadilla to Chicago is January, where tickets cost $283 on average. On the other hand, the most expensive months are August and July, where the average cost of tickets is $667 and $518 respectively.

Which airlines provide the cheapest flights from Aguadilla to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Aguadilla were found on Frontier ($136) and United Airlines ($323), and the lowest round-trip tickets were found on Frontier ($290) and United Airlines ($542).

Good to know

Low season

March

High season

November

Cheapest flight

$136
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Aguadilla to Chicago Midway Airport

When to book flights from Aguadilla to Chicago

Are your dates flexible? Find out the best times to travel from Aguadilla to Chicago 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 Aguadilla to Chicago

  • What is the cheapest flight from Aguadilla to Chicago?

    In the last 3 days, the lowest price for a flight from Aguadilla to Chicago was $136 for a one-way ticket and $290 for a round-trip.

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

    A passport is required to fly from Aguadilla to Chicago.

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

    On your way to Chicago, you’ll fly out from Aguadilla Borinquen. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

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

  • Which airline alliances offer flights from Aguadilla to Chicago?

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

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

    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 Aguadilla to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Aguadilla 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 Aguadilla to Chicago?

    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 Chicago with an airline and back to Aguadilla with another airline.

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

    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 Chicago from Aguadilla up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Aguadilla to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Aguadilla to Chicago. 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 Aguadilla to Chicago? 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 11289 reviews
7.7boarding
7.2comfort
7.1entertainment
6.7food
8.1crew
Airline reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

2.0 MediocreMichelle, Apr 2024ELP - ORD
Read more about United Airlines reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Unfortunately this is not a happy ending comment. Positive: flown United before no issue Negative: it only takes one bad experience to not plan future travel with United Cancún departure was delayed by 1h20 minutes, connection in Chicago was 1h30 minutes. Flight departure time 6:08 Miraculously 7 of us ran 4 kilometres through Chicago to arrive at 6:00 to be told very rudely by the 2 unprofessional United attendants you missed your flight and that we should of arrived early. Did I mention that reason I was flying? I received a call that my brother was dying and to get home. They provided no assistance would not answer any of our questions, ignorantly walked away. Deplorable

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

If United expects people to use their own devices for entertainment they should put charging outlets in each seating area. I arrived with 14%battery power. That is not good when you arrive anywhere and need to communicate for transportation.

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

Book cheap flights from Aguadilla to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Aguadilla to Chicago found on KAYAK in the last 72 hours.
5/2Thu
1 stopFrontier
20h 46mBQN-MDW
$136
5/2Thu
1 stopFrontier
21h 58mBQN-ORD
$136
6/3Mon
1 stopFrontier
16h 17mBQN-ORD
$149
5/31Fri
1 stopFrontier
23h 09mBQN-ORD
$155
6/1Sat
1 stopFrontier
23h 21mBQN-ORD
$159
6/2Sun
2 stopsUnited Airlines
32h 25mBQN-ORD
$323
6/1Sat
2 stopsUnited Airlines
34h 40mBQN-ORD
$360
5/31Fri
2 stopsUnited Airlines
21h 03mBQN-ORD
$384
5/2Thu
2 stopsUnited Airlines
19h 35mBQN-ORD
$441

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Last minute flights from Aguadilla to Chicago

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 Aguadilla to Chicago that are departing in the next 10 days.
4/27Sat
multi-stopFrontier
23h 14mBQN-ORD
5/1Wed
multi-stopFrontier
16h 20mORD-BQN
$304
4/28Sun
multi-stop
29h 35mBQN-ORD
5/1Wed
multi-stop
26h 45mORD-BQN
$378
4/27Sat
multi-stop
43h 20mBQN-ORD
5/1Wed
multi-stop
17h 30mORD-BQN
$387
4/27Sat
multi-stop
43h 20mBQN-ORD
5/1Wed
multi-stop
26h 45mORD-BQN
$393

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Aguadilla - Chicago Flights

Departure:

Aguadilla (BQN)Puerto Rico

Return flight deals:

Chicago - Aguadilla

Cabin classes: