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Cheap flights from Aguadilla to Chicago from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aguadilla to Chicago departing on 4/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Aguadilla to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:58 am - 6:36 pm
BQN
-
MDW
16h 38m
1 stop
Frontier Logo
7:41 pm - 2:03 am
MDW
-
BQN
29h 22m
1 stop
$300Frontier
Thu, Jun 4 - Sun, Jun 7
Frontier Logo
2:58 am - 6:36 pm
BQN
-
MDW
16h 38m
1 stop
Frontier Logo
7:41 pm - 2:03 am
MDW
-
BQN
29h 22m
1 stop
$316Frontier
Sun, Aug 9 - Thu, Aug 20
Frontier Logo
12:46 pm - 11:41 pm
BQN
-
ORD
11h 55m
1 stop
Frontier Logo
5:14 pm - 2:03 am
ORD
-
BQN
7h 49m
1 stop
$316Frontier
Mon, Aug 10 - Thu, Aug 20
Frontier Logo
2:58 am - 8:06 pm
BQN
-
MDW
18h 08m
2 stops
Frontier Logo
7:41 pm - 11:51 am
MDW
-
BQN
15h 10m
1 stop
$423Frontier
Mon, Aug 10 - Sun, Aug 23
Frontier Logo
2:58 am - 11:41 pm
BQN
-
ORD
21h 43m
1 stop
Frontier Logo
5:14 pm - 11:51 am
ORD
-
BQN
17h 37m
1 stop
$426Frontier
Tue, Jul 28 - Thu, Aug 20
Multiple Airlines Logo
12:46 pm - 10:22 am
BQN
-
ORD
22h 36m
2 stops
Multiple Airlines Logo
5:14 pm - 2:03 am
ORD
-
BQN
7h 49m
1 stop
$438Multiple Airlines
Mon, Aug 10 - Thu, Aug 20
Frontier Logo
12:46 pm - 8:06 pm
BQN
-
MDW
32h 20m
2 stops
Frontier Logo
7:41 pm - 11:51 am
MDW
-
BQN
15h 10m
1 stop
$448Frontier
Mon, Aug 10 - Thu, Aug 20
Multiple Airlines Logo
2:58 am - 2:59 pm
BQN
-
MDW
13h 01m
2 stops
Multiple Airlines Logo
7:41 pm - 11:51 am
MDW
-
BQN
15h 10m
1 stop
$460Multiple Airlines
Sun, Aug 9 - Thu, Aug 20
Frontier Logo
2:58 am - 11:00 pm
BQN
-
ORD
21h 02m
2 stops
Frontier Logo
5:14 pm - 2:03 am
ORD
-
BQN
7h 49m
1 stop
$465Frontier
Tue, Jul 28 - Thu, Aug 20
Frontier Logo
2:58 am - 8:06 pm
BQN
-
MDW
18h 08m
2 stops
Frontier Logo
7:41 pm - 11:51 am
MDW
-
BQN
15h 10m
1 stop
$469Frontier
Thu, Jun 4 - Sun, Jun 7

Frontier flights from Aguadilla to Chicago

Our best Frontier deals on Aguadilla to Chicago flight tickets
Frontier
Jun 4
BQN2:58 amAguadilla Borinquen
16h 38m
1 stop
MDW6:36 pmChicago Midway
Jun 7
MDW7:41 pmChicago Midway
29h 22m
1 stop
BQN2:03 amAguadilla Borinquen
$300
Frontier
Aug 10
BQN12:46 pmAguadilla Borinquen
11h 55m
1 stop
ORD11:41 pmChicago O'Hare Intl
Aug 20
ORD5:14 pmChicago O'Hare Intl
7h 49m
1 stop
BQN2:03 amAguadilla Borinquen
$316
Frontier
Aug 10
BQN2:58 amAguadilla Borinquen
18h 08m
2 stops
MDW8:06 pmChicago Midway
Aug 23
MDW7:41 pmChicago Midway
15h 10m
1 stop
BQN11:51 amAguadilla Borinquen
$423

JetBlue flights from Aguadilla to Chicago

Our best JetBlue deals on Aguadilla to Chicago flight tickets
JetBlue
Aug 10
BQN4:59 pmAguadilla Borinquen
17h 57m
2 stops
ORD9:56 amChicago O'Hare Intl
Aug 20
ORD10:48 amChicago O'Hare Intl
19h 59m
2 stops
BQN7:47 amAguadilla Borinquen
$696
JetBlue
Mar 5
BQN4:35 pmAguadilla Borinquen
21h 13m
2 stops
ORD11:48 amChicago O'Hare Intl
Mar 10
ORD10:00 amChicago O'Hare Intl
12h 44m
2 stops
BQN11:44 pmAguadilla Borinquen
$713
JetBlue
Mar 5
BQN4:35 pmAguadilla Borinquen
21h 13m
2 stops
ORD11:48 amChicago O'Hare Intl
Mar 10
ORD10:00 amChicago O'Hare Intl
14h 52m
2 stops
BQN1:52 amAguadilla Borinquen
$721

momondo 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, momondo users made 832,500 searches. Data last updated March 2, 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

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Thu 6/4

2:58 am-6:36 pm

1 stop16h 38m

Chicago Midway

Sun 6/7

7:41 pm-2:03 am

1 stop29h 22m

$300

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Sun 8/9

2:58 am-6:36 pm

1 stop16h 38m

Chicago Midway

Thu 8/20

7:41 pm-2:03 am

1 stop29h 22m

$316

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Mon 8/10

12:46 pm-11:41 pm

1 stop11h 55m

Chicago O'Hare Intl

Thu 8/20

5:14 pm-2:03 am

1 stop7h 49m

$316

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Mon 8/10

2:58 am-8:06 pm

2 stops18h 08m

Chicago Midway

Sun 8/23

7:41 pm-11:51 am

1 stop15h 10m

$423

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 7/28

2:58 am-11:41 pm

1 stop21h 43m

Chicago O'Hare Intl

Thu 8/20

5:14 pm-11:51 am

1 stop17h 37m

$426

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Mon 8/10

12:46 pm-10:22 am

2 stops22h 36m

Chicago O'Hare Intl

Thu 8/20

5:14 pm-2:03 am

1 stop7h 49m

$438

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Mon 8/10

12:46 pm-8:06 pm

2 stops32h 20m

Chicago Midway

Thu 8/20

7:41 pm-11:51 am

1 stop15h 10m

$448

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Sun 8/9

2:58 am-2:59 pm

2 stops13h 01m

Chicago Midway

Thu 8/20

7:41 pm-11:51 am

1 stop15h 10m

$460

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Tue 7/28

2:58 am-11:00 pm

2 stops21h 02m

Chicago O'Hare Intl

Thu 8/20

5:14 pm-2:03 am

1 stop7h 49m

$465

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Thu 6/4

2:58 am-8:06 pm

2 stops18h 08m

Chicago Midway

Sun 6/7

7:41 pm-11:51 am

1 stop15h 10m

$469

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Aguadilla to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Aguadilla Borinquen to Chicago?

Frontier and United Airlines are the most popular carriers operating from Aguadilla Borinquen to Chicago

What airlines fly to Chicago?

United Airlines, Spirit Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Aguadilla according to our data. United Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When to book flights from Aguadilla to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Aguadilla to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Aguadilla to Chicago (BQN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Aguadilla to Chicago

Fastest flight time

17h 57m

Direct flights

None
The fastest flight from Aguadilla to Chicago takes 17h 57m
There are no direct flights from Aguadilla to Chicago. There are no popular flight routes from Aguadilla to Chicago.
Search flight deals

  • How far is Aguadilla Borinquen to Chicago by plane?

    A flight from Aguadilla Borinquen to Chicago will travel around 2017.1 mi. By plane, this route typically takes 17h 57m.

  • When did momondo last update prices for flights from Aguadilla Borinquen Airport to Chicago?

    Prices for flights from Aguadilla Borinquen Airport to Chicago were last updated today.

  • How old do you have to be to fly from Aguadilla Borinquen Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Aguadilla Borinquen Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Aguadilla to Chicago?

It is quick and easy to find Aguadilla to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Aguadilla to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Aguadilla with this policy.

How can momondo help me find flights from Aguadilla to Chicago?

momondo helps you find the best flight between Aguadilla and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Aguadilla to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Aguadilla to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport