$138+ Cheap flights from Chicago (CHI) to Aguadilla (BQN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BQN
Oct 24 — Oct 311
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Aguadilla 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 Chicago to Aguadilla
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to AguadillaExplore the most affordable flight options available from Chicago to Aguadilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
Explore the most affordable flight options available from Chicago to Aguadilla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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.
Wed 10/73:50 pm -
1 stop17h 07m
Fri 10/3011:37 am -
1 stop22h 09m
Deal found 9/22![Frontier logo]()
$242
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:09 pm -
1 stop10h 00m
Mon 10/2612:09 am -
1 stop10h 36m
Deal found 9/20![United Airlines logo]()
$250
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:55 pm -
1 stop8h 02m
Fri 10/3012:09 am -
1 stop10h 36m
Deal found 9/22![United Airlines logo]()
$270
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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 11/79:51 am -
1 stop23h 01m
Sat 11/1412:22 pm -
1 stop22h 24m
Deal found 9/21![Frontier logo]()
$278
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:59 pm -
1 stop8h 58m
Sat 11/141:09 am -
1 stop9h 53m
Deal found 9/21![United Airlines logo]()
$290
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Fri 10/98:11 pm -
1 stop13h 11m
Sat 10/3111:22 am -
1 stop23h 24m
Deal found 9/19![Frontier logo]()
$307
This CheapOair deal was found by Cheapflights users on 9/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:50 pm -
1 stop17h 04m
Wed 10/1411:17 am -
1 stop21h 14m
Deal found 9/22![Frontier logo]()
$324
This FlightHub deal was found by Cheapflights users on 9/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
2 stops26h 57m
Sat 10/3111:22 am -
1 stop23h 24m
Deal found 9/22![Frontier logo]()
$346
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:05 pm -
1 stop10h 04m
Fri 11/131:09 am -
1 stop8h 38m
Deal found 9/23![United Airlines logo]()
$350
Best flights from Chicago to AguadillaDiscover carefully curated flight deals from Chicago to Aguadilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Chicago to Aguadilla that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:09 pm -
1 stop10h 00m
Mon 10/2612:09 am -
1 stop10h 36m
Deal found 9/20![United Airlines logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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.
Fri 12/115:24 pm -
1 stop7h 28m
Sun 12/133:09 pm -
1 stop11h 52m
Deal found 9/23![Frontier logo]()
$278
This JetBlue deal was found by Cheapflights users on 9/23. 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.
Mon 10/192:55 pm -
1 stop10h 11m
Wed 10/212:25 pm -
1 stop10h 05m
Deal found 9/23![JetBlue logo]()
$442
This Trip.com deal was found by Cheapflights users on 9/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:50 pm -
1 stop17h 04m
Thu 10/1510:52 am -
1 stop21h 39m
Deal found 9/22![Frontier logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:05 pm -
1 stop10h 04m
Fri 11/131:09 am -
1 stop8h 38m
Deal found 9/23![United Airlines logo]()
$350
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2412:05 pm -
1 stop9h 52m
Fri 11/131:09 am -
1 stop8h 38m
Deal found 9/22![United Airlines logo]()
$350
This JetBlue deal was found by Cheapflights users on 9/21. 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.
Thu 10/222:55 pm -
1 stop10h 11m
Mon 10/262:25 pm -
1 stop10h 32m
Deal found 9/21![JetBlue logo]()
$473
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:55 pm -
1 stop8h 14m
Mon 10/512:15 am -
1 stop9h 45m
Deal found 9/21![United Airlines logo]()
$435
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:59 pm -
1 stop8h 58m
Sat 11/141:09 am -
2 stops12h 33m
Deal found 9/21![United Airlines logo]()
$479
Last-minute flights from Chicago to AguadillaDiscover last-minute flight deals from Chicago to Aguadilla. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Aguadilla. Data last updated September 24, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 9/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:50 pm -
1 stop17h 04m
Thu 10/1510:52 am -
1 stop21h 39m
Deal found 9/22![Frontier logo]()
$324
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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.
Wed 10/73:50 pm -
1 stop17h 07m
Fri 10/3011:37 am -
1 stop22h 09m
Deal found 9/22![Frontier logo]()
$242
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Fri 10/98:11 pm -
1 stop13h 11m
Sat 10/3111:22 am -
1 stop23h 24m
Deal found 9/19![Frontier logo]()
$307
This United Airlines deal was found by Cheapflights users on 9/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:05 pm -
1 stop10h 04m
Fri 11/131:09 am -
1 stop8h 38m
Deal found 9/23![United Airlines logo]()
$350
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2012:09 pm -
1 stop10h 00m
Mon 10/2612:09 am -
1 stop10h 36m
Deal found 9/20![United Airlines logo]()
$250
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:55 pm -
1 stop8h 02m
Fri 10/3012:09 am -
1 stop10h 36m
Deal found 9/22![United Airlines logo]()
$270
This FlightHub deal was found by Cheapflights users on 9/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:00 am -
2 stops26h 57m
Sat 10/3111:22 am -
1 stop23h 24m
Deal found 9/22![Frontier logo]()
$346
One-way flights from Chicago to AguadillaSearch for one-way flight options from Chicago to Aguadilla. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Chicago to Aguadilla. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This Priceline deal was found by Cheapflights users on 9/21. 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.
Fri 10/23:50 pm -
1 stop17h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$138
This United Airlines deal was found by Cheapflights users on 9/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:05 pm -
1 stop10h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![United Airlines logo]()
$167
This Cheapflightsfares deal was found by Cheapflights users on 9/19. 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.
Wed 12/25:24 pm -
1 stop7h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$174
This Super.com deal was found by Cheapflights users on 9/19. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:51 am -
1 stop23h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$180
This Cheapflightsfares deal was found by Cheapflights users on 9/21. 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.
Thu 10/13:50 pm -
1 stop17h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$203
This Priceline deal was found by Cheapflights users on 9/20. 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.
Sun 10/43:50 pm -
1 stop17h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$205
Find flight deals from Chicago to Aguadilla
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Aguadilla (BQN). 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 September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $242 (Cheapflightsfares) |
One-way from | $138 (Priceline) |
Popular in | December |
Cheapest in | February |
Average price | $499 |
Cheapflights 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, Cheapflights users made 7,457,451 searches. Data last updated September 24, 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
Cheapest round-trip
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sat 10/3
12:05 pm-11:09 pm
1 stop10h 04m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$167
Quickest round-trip
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Wed 12/2
5:24 pm-2:45 am
1 stop7h 21m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$174
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Thu 10/1
3:50 pm-10:13 am
1 stop17h 23m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$203
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sun 10/4
3:50 pm-10:13 am
1 stop17h 23m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$205
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Tue 10/20
12:09 pm-11:09 pm
1 stop10h 00m
Aguadilla Borinquen
Mon 10/26
12:09 am-9:45 am
1 stop10h 36m
$250
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Fri 12/11
5:24 pm-2:52 am
1 stop7h 28m
Aguadilla Borinquen
Sun 12/13
3:09 pm-1:01 am
1 stop11h 52m
$278
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Fri 10/2
8:55 pm-10:13 am
2 stops36h 18m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$307
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Mon 9/28
3:50 pm-9:54 am
1 stop17h 04m
Aguadilla Borinquen
Thu 10/15
10:52 am-7:31 am
1 stop21h 39m
$324
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Sat 10/3
7:21 pm-10:13 am
2 stops37h 52m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$335
ChicagoAguadilla
ORD Chicago O'Hare Intl - BQN Aguadilla Borinquen
ORDBQN
Chicago O'Hare Intl
Thu 12/17
5:05 am-2:52 am
1 stop19h 47m
Aguadilla Borinquen
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$337
Showing 1-10 of 16 resultsSorted by cheapest first
Compare providers for flights from Chicago to Aguadilla
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 Chicago to Aguadilla in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Aguadilla flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Aguadilla flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Aguadilla flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Aguadilla 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 Chicago-Aguadilla 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 Chicago to Aguadilla
Have a flexible travel schedule? Discover the best time to fly to Aguadilla from Chicago with our price prediction graph.
CHI-BQN
ORD-BQN
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 Chicago to Aguadilla
CHI-BQN
ORD-BQN
What is the cheapest month to book a flight from Chicago to Aguadilla?
Currently, April is the cheapest month in which you can book a flight from Chicago to Aguadilla (average of $356). Flying from Chicago to Aguadilla in December is currently the most expensive (average of $826). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Aguadilla?
Airfare is below average for this route at the moment.
Chicago to Aguadilla flights typically cost between $470 and $486 in October.The cheapest round-trip price found within the last 5 days was $242 on Frontier (Oct 7-Oct 30).
Reviews of airlines servicing Aguadilla
Get insights into the airlines that provide service to Aguadilla. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Aguadilla. Reviews last updated September 24, 2026.
Peruse reviews from past customers who have flown with United Airlines from Chicago to Aguadilla to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Boarding
7.7
Comfort
7.3
Crew
8.1
Food
6.7
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Aguadilla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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.
Aguadilla flight routes
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Popular flights
Other flights to Aguadilla
Explore flights to Aguadilla departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Alternative routes for Chicago to Aguadilla
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Aguadilla by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Aguadilla by cabin class
Find flights from Chicago to Aguadilla, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Aguadilla flights
Browse other Chicago and Aguadilla flight options. Last updated on September 24, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on September 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Aguadilla
Discover the top 3 airlines that operate flights from Chicago to Aguadilla. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$183 | Average$486 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$398 | Average$420 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$426 | Average$558 | FlexibilityNo cancel fee | On-time69% |