Chicago

$183+ Cheap flights from Aguadilla (BQN) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
BQN — CHI
Jun 12 — Jun 191
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Aguadilla to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Aguadilla to Chicago

Cheapest flights from Aguadilla to Chicago
Explore the most affordable flight options available from Aguadilla to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.

This Travelocity deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1312:19 pm
BQN
-
ORD
1 stop11h 46m
Frontier
Thu 8/205:30 pm
ORD
-
BQN
1 stop7h 34m
Frontier
Deal found 5/12$303
This Frontier deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:00 am
BQN
-
ORD
1 stop7h 11m
Frontier
Thu 8/65:13 pm
ORD
-
BQN
1 stop7h 52m
Frontier
Deal found 5/10$321
This Priceline deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:00 am
BQN
-
ORD
1 stop7h 11m
Frontier
Mon 8/175:13 pm
ORD
-
BQN
1 stop7h 52m
Frontier
Deal found 5/11$366
This JetBlue deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/222:20 pm
BQN
-
ORD
1 stop10h 24m
JetBlue
Sat 9/261:00 pm
ORD
-
BQN
1 stop8h 39m
JetBlue
Deal found 5/12$372
This SmartFares deal was found by Cheapflights users on 5/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:01 am
BQN
-
ORD
1 stop9h 38m
JetBlue
Mon 9/72:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Deal found 5/10$378
This Cheapflightsfares deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/115:01 am
BQN
-
ORD
1 stop9h 38m
JetBlue
Tue 7/282:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Deal found 5/9$440
This SmartFares deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:30 pm
BQN
-
ORD
1 stop10h 14m
JetBlue
Mon 7/202:35 pm
ORD
-
BQN
1 stop8h 58m
JetBlue
Deal found 5/9$445
This Priceline deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:00 am
BQN
-
ORD
1 stop7h 11m
Multiple Airlines
Mon 8/178:20 pm
ORD
-
BQN
2 stops16h 06m
Multiple Airlines
Deal found 5/11$450
This Priceline deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:00 am
BQN
-
ORD
1 stop21h 19m
Frontier
Sun 7/125:13 pm
ORD
-
BQN
1 stop7h 52m
Frontier
Deal found 5/8$473
This Frontier deal was found by Cheapflights users on 5/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1412:16 pm
BQN
-
ORD
1 stop11h 57m
Frontier
Mon 5/185:30 pm
ORD
-
BQN
1 stop7h 32m
Frontier
Deal found 5/11$523
This Kiwi.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/133:00 am
BQN
-
ORD
1 stop21h 05m
Frontier
Mon 7/201:50 pm
ORD
-
BQN
2 stops20h 44m
Frontier
Deal found 5/9$554

Find flight deals from Aguadilla to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Aguadilla (BQN) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$303
(Travelocity)

One-way from

$183
(Orbitz)
Provider with most accurate pricing for Aguadilla Borinquen-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Aguadilla Borinquen-Chicago (CHI) flights.
From Aguadilla Borinquen to Chicago (CHI)
One-way flight from Aguadilla Borinquen to Chicago (CHI)

Cheapflights Fare Finder

 
Customize your flight search to find flights from Aguadilla to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated May 13, 2026.
Use the filters below to find and compare flights from Aguadilla to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Thu 8/13

12:19 pm-11:05 pm

1 stop11h 46m

Chicago O'Hare Intl

Thu 8/20

5:30 pm-2:04 am

1 stop7h 34m

$303
Quickest round-trip

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Thu 8/13

3:00 am-9:11 am

1 stop7h 11m

Chicago O'Hare Intl

Mon 8/17

5:13 pm-2:05 am

1 stop7h 52m

$366

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 9/22

2:20 pm-11:44 pm

1 stop10h 24m

Chicago O'Hare Intl

Sat 9/26

1:00 pm-10:39 pm

1 stop8h 39m

$372

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 7/14

2:30 pm-11:44 pm

1 stop10h 14m

Chicago O'Hare Intl

Mon 7/20

2:35 pm-12:33 am

1 stop8h 58m

$445

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Thu 8/13

3:00 am-9:11 am

1 stop7h 11m

Chicago O'Hare Intl

Mon 8/17

8:20 pm-1:26 pm

2 stops16h 06m

$450

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Thu 7/2

3:00 am-11:19 pm

1 stop21h 19m

Chicago O'Hare Intl

Sun 7/12

5:13 pm-2:05 am

1 stop7h 52m

$473

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Wed 5/27

2:59 am-11:13 pm

1 stop21h 14m

Chicago O'Hare Intl

Sun 5/31

5:11 pm-2:02 am

1 stop7h 51m

$566

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 8/14

5:01 am-4:15 pm

2 stops12h 14m

Chicago O'Hare Intl

Mon 8/17

8:20 pm-1:26 pm

2 stops16h 06m

$593

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Mon 9/21

12:15 am-8:43 am

1 stop9h 28m

Chicago O'Hare Intl

Sat 9/26

6:00 am-11:09 pm

2 stops16h 09m

$598

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Mon 7/13

3:00 am-7:53 pm

2 stops17h 53m

Chicago O'Hare Intl

Mon 7/20

1:50 pm-2:05 am

2 stops35h 15m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from Aguadilla to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Aguadilla to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Aguadilla-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Aguadilla-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Aguadilla-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Aguadilla-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Aguadilla-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Aguadilla to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Aguadilla with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Aguadilla to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Aguadilla to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Aguadilla to Chicago?

    If you book a flight to Chicago from Aguadilla, you will be flying from Borinquen, which is the city’s only airport. Aguadilla Borinquen (BQN) is located 4.8 mi from the center of Aguadilla. There are 0 flights from Borinquen to Chicago per day from 0 different airlines.

  • How long is the flight from Aguadilla to Chicago?

    Frontier and JetBlue can get you from Aguadilla to Chicago in just under 10h 24m. Your travel time can differ by up to 1h 22m. There are 2029 mi between Aguadilla and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Aguadilla to Chicago that include hotel bookings?

    Yes. In addition to deals on Aguadilla to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aguadilla to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aguadilla to Chicago.

  • Can I find deals for business class flights from Aguadilla to Chicago?

    Yes. Cheapflights offers flight deals from Aguadilla to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Aguadilla to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.