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Cheap flights from Aguadilla to Chicago from $134

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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Find the cheapest flights from Aguadilla to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:38 am - 11:09 am
BQN
-
MDW
33h 31m
2 stops
Frontier Logo
6:00 am - 2:02 am
MDW
-
BQN
19h 02m
2 stops
$355Frontier
Sun, May 3 - Mon, May 11
Frontier Logo
2:38 am - 4:00 pm
BQN
-
MDW
14h 22m
1 stop
Frontier Logo
2:15 pm - 1:58 am
MDW
-
BQN
34h 43m
2 stops
$365Frontier
Fri, Apr 17 - Wed, Apr 22
Frontier Logo
2:38 am - 4:13 pm
BQN
-
MDW
14h 35m
1 stop
Frontier Logo
3:07 pm - 11:31 am
MDW
-
BQN
19h 24m
2 stops
$370Frontier
Fri, May 1 - Sat, May 9
Frontier Logo
2:38 am - 6:37 pm
BQN
-
MDW
40h 59m
2 stops
Frontier Logo
2:15 pm - 1:43 am
MDW
-
BQN
34h 28m
2 stops
$402Frontier
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
2:38 am - 8:04 am
BQN
-
MDW
30h 26m
1 stop
Frontier Logo
9:04 am - 1:43 am
MDW
-
BQN
15h 39m
1 stop
$443Frontier
Tue, Apr 14 - Sun, Apr 19
Frontier Logo
2:38 am - 10:14 pm
BQN
-
MDW
20h 36m
2 stops
Frontier Logo
9:04 am - 1:43 am
MDW
-
BQN
15h 39m
1 stop
$465Frontier
Tue, Apr 14 - Sun, Apr 19
Frontier Logo
2:38 am - 10:19 pm
BQN
-
MDW
20h 41m
2 stops
Frontier Logo
4:52 pm - 2:02 am
MDW
-
BQN
8h 10m
1 stop
$506Frontier
Sun, May 3 - Mon, May 11
Frontier Logo
2:48 am - 10:19 pm
BQN
-
MDW
44h 31m
2 stops
Frontier Logo
6:49 pm - 1:43 am
MDW
-
BQN
29h 54m
1 stop
$512Frontier
Sat, Apr 18 - Fri, Apr 24

Frontier flights from Aguadilla to Chicago Midway Airport

Our best Frontier deals on Aguadilla to Chicago Midway Airport flight tickets
Frontier
May 3
BQN2:38 amAguadilla Borinquen
33h 31m
2 stops
MDW11:09 amChicago Midway
May 11
MDW6:00 amChicago Midway
19h 02m
2 stops
BQN2:02 amAguadilla Borinquen
$355
Frontier
Apr 17
BQN2:38 amAguadilla Borinquen
14h 22m
1 stop
MDW4:00 pmChicago Midway
Apr 22
MDW2:15 pmChicago Midway
34h 43m
2 stops
BQN1:58 amAguadilla Borinquen
$365
Frontier
May 1
BQN2:38 amAguadilla Borinquen
14h 35m
1 stop
MDW4:13 pmChicago Midway
May 9
MDW3:07 pmChicago Midway
19h 24m
2 stops
BQN11:31 amAguadilla Borinquen
$370

momondo Fare Finder

 
Customize your flight search to find flights from Aguadilla to Chicago Midway Airport 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 April 5, 2026.
Use the filters below to find and compare flights from Aguadilla to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Sun 5/3

2:38 am-11:09 am

2 stops33h 31m

Chicago Midway

Mon 5/11

6:00 am-2:02 am

2 stops19h 02m

$355

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Fri 4/17

2:38 am-4:00 pm

1 stop14h 22m

Chicago Midway

Wed 4/22

2:15 pm-1:58 am

2 stops34h 43m

$365

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Fri 5/1

2:38 am-4:13 pm

1 stop14h 35m

Chicago Midway

Sat 5/9

3:07 pm-11:31 am

2 stops19h 24m

$370

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Thu 4/16

2:38 am-6:37 pm

2 stops40h 59m

Chicago Midway

Tue 4/21

2:15 pm-1:43 am

2 stops34h 28m

$402

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Tue 4/14

2:38 am-8:04 am

1 stop30h 26m

Chicago Midway

Sun 4/19

9:04 am-1:43 am

1 stop15h 39m

$443

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Tue 4/14

2:38 am-10:14 pm

2 stops20h 36m

Chicago Midway

Sun 4/19

9:04 am-1:43 am

1 stop15h 39m

$465
Quickest round-trip

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Sun 5/3

2:38 am-10:19 pm

2 stops20h 41m

Chicago Midway

Mon 5/11

4:52 pm-2:02 am

1 stop8h 10m

$506

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Sat 4/18

2:48 am-10:19 pm

2 stops44h 31m

Chicago Midway

Fri 4/24

6:49 pm-1:43 am

1 stop29h 54m

$512
Cheapest one-way

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Tue 4/21

2:38 am-7:26 am

1 stop29h 48m

$134
Quickest one-way

AguadillaChicago

BQN - MDW

BQNMDW

Aguadilla Borinquen

Fri 5/1

2:38 am-4:13 pm

1 stop14h 35m

$183

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 Midway Airport

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 Midway?

Frontier is the most popular carrier operating from Aguadilla Borinquen to Chicago Midway

When to book flights from Aguadilla to Chicago Midway Airport

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

Cheap Aguadilla to Chicago Midway Airport (BQN to MDW) flight deals and tips

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

Fastest flight time

26h 52m

Direct flights

None
The fastest flight from Aguadilla to Chicago Midway Airport takes 26h 52m
There are no direct flights from Aguadilla to Chicago Midway Airport. There are no popular flight routes from Aguadilla to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Aguadilla to Chicago Midway Airport

  • How far is Aguadilla Borinquen to Chicago Midway by plane?

    There are 2016.8 mi between Aguadilla Borinquen and Chicago Midway. 26h 52m is a normal flight duration for this route.

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

    Prices for flights from Aguadilla Borinquen Airport to Chicago Midway Airport refresh daily.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Aguadilla Borinquen Airport to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

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Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Aguadilla to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Aguadilla to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Aguadilla.

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

Price alerts on flights to Chicago from Aguadilla are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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