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BQN - CHI

Find cheap flights from Aguadilla to Chicago from $145

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 5/28. 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
Fri 6/7
Fri 6/14

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 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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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
2:49 am - 1:08 amBQN-ORD
23h 19m1 stop
5:56 pm - 8:51 amORD-BQN
13h 55m1 stop
$307Frontier
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Wed, May 22 - Thu, May 30
6:42 pm - 1:08 amBQN-ORD
7h 26m1 stop
5:56 pm - 8:51 amORD-BQN
13h 55m1 stop
$377Frontier
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Thu, May 23 - Thu, May 30
12:15 am - 8:35 amBQN-ORD
9h 20m1 stop
9:30 pm - 11:09 pmORD-BQN
24h 39m2 stops
$577United Airlines
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Mon, Jun 10 - Tue, Jun 25
12:15 am - 7:35 amBQN-ORD
8h 20m1 stop
6:30 am - 11:09 pmORD-BQN
15h 39m2 stops
$591United Airlines
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Wed, May 22 - Thu, May 30
12:15 am - 8:34 amBQN-ORD
9h 19m1 stop
6:17 pm - 11:09 pmORD-BQN
27h 52m2 stops
$603United Airlines
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Wed, Oct 16 - Sun, Oct 20
12:15 am - 7:35 amBQN-ORD
8h 20m1 stop
6:30 am - 11:09 pmORD-BQN
15h 39m2 stops
$626United Airlines
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Mon, Jun 10 - Tue, Jun 25
12:15 am - 8:35 amBQN-ORD
9h 20m1 stop
2:25 pm - 11:09 pmORD-BQN
7h 44m1 stop
$629United Airlines
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Mon, Jun 10 - Tue, Jun 25
12:15 am - 8:17 pmBQN-ORD
21h 02m2 stops
9:30 pm - 11:09 pmORD-BQN
24h 39m2 stops
$649United Airlines
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Mon, Jun 10 - Tue, Jun 25
12:15 am - 2:55 pmBQN-ORD
15h 40m2 stops
6:17 pm - 11:09 pmORD-BQN
27h 52m2 stops
$702United Airlines
Find Deal
Wed, Oct 16 - Sun, Oct 20
2:47 am - 12:59 amBQN-ORD
23h 12m1 stop
5:56 pm - 1:47 amORD-BQN
6h 51m1 stop
$714Frontier
Find Deal
Wed, Oct 16 - Sun, Oct 20

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 Wednesdays 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.

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 ($145) and United Airlines ($298), and the lowest round-trip tickets were found on Frontier ($307) and United Airlines ($577).

Good to know

High season

November

Cheapest flight

$145
Most popular time to fly with an average 29% increase in price.
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 $145 for a one-way ticket and $307 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 11043 reviews
8.1Crew
7.2Comfort
6.7Food
7.7Boarding
7.1Entertainment
Airline reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

8.0 ExcellentAnonymous, Apr 2024YUL - ORD
Read more about United Airlines reviews

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

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!

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

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...

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.
5/28Tue
1 stopFrontier
13h 51mBQN-MDW
$145
5/28Tue
1 stopFrontier
8h 05mBQN-ORD
$145
5/31Fri
1 stopFrontier
23h 09mBQN-ORD
$155
6/1Sat
1 stopFrontier
23h 21mBQN-ORD
$159
7/28Sun
1 stopFrontier
23h 12mBQN-ORD
$179
6/2Sun
1 stopFrontier
9h 26mBQN-ORD
$199
5/27Mon
1 stopFrontier
8h 44mBQN-MDW
$277
5/26Sun
1 stopFrontier
15h 46mBQN-MDW
$281
10/16Wed
2 stopsUnited Airlines
32h 28mBQN-ORD
$298
5/31Fri
2 stopsUnited Airlines
21h 03mBQN-ORD
$349

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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.
5/9Thu
multi-stopFrontier
28h 23mBQN-MDW
5/17Fri
multi-stopFrontier
11h 34mMDW-BQN
$319
5/9Thu
multi-stopFrontier
29h 35mBQN-ORD
5/17Fri
multi-stopFrontier
6h 53mORD-BQN
$319
5/13Mon
multi-stopUnited Airlines
9h 24mBQN-ORD
5/18Sat
multi-stopUnited Airlines
9h 04mORD-BQN
$794

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Aguadilla - Chicago Flights

Departure:

Aguadilla (undefined)Puerto Rico

Return flight deals:

Chicago - Aguadilla

Cabin classes: