Find Cheap Flights from Chicago Midway to San Juan Luis Munoz Marin International (MDW - SJU)

Search hundreds of travel sites at once for deals on flights to San Juan Luis Munoz Marin International

Sat 2/17
Sat 2/24
Any month
Compare vs. KAYAK |

Good to Know

Average Price:
$485
(avg. price over the last 2 weeks)
Good Deal:
$349
or less (round trip)

When to Book Flights from Chicago Midway to San Juan Luis Munoz Marin International

Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $348 or less.
The cheapest flight from Chicago Midway to San Juan Luis Munoz Marin International was found 21 days before departure, on average.
Book at least 1 week before departure in order to get a below-average price.
Morning departure is around 9% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago Midway to San Juan Luis Munoz Marin International Flights

How long does a flight from Chicago Midway to San Juan Luis Munoz Marin International take?
An average nonstop flight takes 6h 25m, covering a distance of 2059 miles.
How many flights are there between Chicago Midway and San Juan Luis Munoz Marin International?
There are 4 (nonstop) flights between Chicago Midway and San Juan Luis Munoz Marin International per week, averaging 0 per day.
Which airlines provide the cheapest flights from Chicago Midway to San Juan Luis Munoz Marin International?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($328) and Delta ($362)
Do I need a passport to fly between Chicago Midway and San Juan Luis Munoz Marin International?
Yes.
Which airlines fly most frequently between Chicago Midway and San Juan Luis Munoz Marin International?
Southwest (0 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago Midway to San Juan Luis Munoz Marin International?
For Chicago Midway to San Juan Luis Munoz Marin International, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from San Juan Luis Munoz Marin International back to Chicago Midway, the best deals are generally found on Tuesday, with Wednesday being the most expensive.

Book cheap flights from Chicago Midway to San Juan Luis Munoz Marin International (round-trip)

Airports
Origin
Chicago
$328
only
$328
Destination
San Juan
$328
only
$328
Tue, Apr 17
MDW
SJU
8h 33m
Tue, Apr 24
SJU
MDW
18h 27m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 12
MDW
SJU
8h 26m
Wed, Mar 21
SJU
MDW
9h 25m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

ATL
DTW
Excellent 10.0

Pls see above

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

Tue, May 8
MDW
SJU
8h 43m
Tue, Jun 5
SJU
MDW
17h 47m
Trip: 29 days
Overall 0.0 Poor
Based on 0 reviews
Tue, May 15
MDW
SJU
7h 13m
Tue, May 22
SJU
MDW
17h 47m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 13
MDW
SJU
8h 07m
Wed, Mar 21
SJU
MDW
7h 40m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

Wed, Mar 14
MDW
SJU
8h 26m
Wed, Mar 21
SJU
MDW
7h 40m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ATL
DTW
Excellent 10.0

Pls see above

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

Wed, May 9
MDW
SJU
20h 44m
Tue, May 15
SJU
MDW
17h 47m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 15
MDW
SJU
6h 25m
Wed, Mar 21
SJU
MDW
7h 40m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

ATL
DTW
Excellent 10.0

Pls see above

Tue, May 15
MDW
SJU
8h 43m
Tue, May 29
SJU
MDW
17h 47m
Trip: 15 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Mar 16
MDW
SJU
6h 25m
Wed, Mar 21
SJU
MDW
7h 40m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

ATL
DTW
Excellent 10.0

Pls see above

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

Thu, May 10
MDW
SJU
8h 43m
Tue, May 15
SJU
MDW
17h 47m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 17
MDW
SJU
8h 22m
Mon, Mar 26
SJU
MDW
9h 25m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ATL
DTW
Excellent 10.0

Pls see above

Mon, May 14
MDW
SJU
20h 44m
Tue, May 29
SJU
MDW
17h 47m
Trip: 16 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 19
MDW
SJU
6h 25m
Mon, Mar 26
SJU
MDW
9h 25m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

Tue, May 1
MDW
SJU
8h 43m
Fri, May 11
SJU
MDW
14h 47m
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 20
MDW
SJU
8h 26m
Mon, Mar 26
SJU
MDW
9h 25m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

SJC
SLC
Excellent 8.8

Good clean aircraft. Fairly comfortable seats. Even had a power outlet in my row. Not too bad for an aircraft from the late 70s.

for some reason, i had to pay to gate check a bag. It didnt seem like anyone else did while boarding my flight.

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

Tue, May 8
MDW
SJU
7h 13m
Sun, May 13
SJU
MDW
18h 02m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 21
MDW
SJU
8h 07m
Mon, Mar 26
SJU
MDW
9h 25m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

ATL
DTW
Excellent 10.0

Pls see above

Tue, Mar 6
MDW
SJU
7h 30m
Mon, Mar 12
SJU
MDW
11h 06m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Mar 27
MDW
SJU
8h 29m
Wed, Apr 4
SJU
MDW
8h 03m
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

GDL
ATL
Excellent 9.0

Staff was great!

No TV for movies.

Show more results

Chicago Midway to San Juan Luis Munoz Marin International Flight Information

Flights Arrive in San Juan Luis Munoz Marin International
Flights Depart from Chicago Midway
Flight Price $328
Distance 2059 miles
Airlines Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.