Find a great deal and save up to 25% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to Puerto Rico within the next two weeks, with the cheapest ticket starting at $258.
Due to multiple factors, expect to potentially pay more when booking in March. For low rates, October can be a great choice for travel to Puerto Rico. Flights to Puerto Rico from Chicago Midway Airport in October are about $319 on average during October, but can be found for as low as $90.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Puerto Rico as you normally would.
Fly from
Fly to
Budget
$227 - $344
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
mar. 7/9
1 stop6h 35m
San Juan Luis Munoz Marin Intl
mar. 7/16
1 stop24h 26m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
mar. 7/9
1 stop6h 35m
San Juan Luis Munoz Marin Intl
sáb. 7/13
1 stop12h 30m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
sáb. 6/22
1 stop13h 08m
San Juan Luis Munoz Marin Intl
mié. 6/26
1 stop12h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
mié. 7/10
1 stop16h 41m
San Juan Luis Munoz Marin Intl
mié. 7/17
1 stop10h 00m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
jue. 7/4
1 stop11h 36m
San Juan Luis Munoz Marin Intl
jue. 7/11
1 stop17h 19m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
sáb. 6/29
1 stop23h 51m
San Juan Luis Munoz Marin Intl
mié. 7/3
2 stops13h 18m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
jue. 7/4
2 stops15h 26m
San Juan Luis Munoz Marin Intl
mié. 7/10
1 stop7h 17m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
mié. 6/12
1 stop17h 41m
San Juan Luis Munoz Marin Intl
mar. 6/18
2 stops11h 20m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
mar. 8/20
1 stop9h 44m
San Juan Luis Munoz Marin Intl
sáb. 8/24
1 stop8h 27m
No data available for this route at this time. Please check back soon.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Food
Comfort
Boarding
Overall
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$120 | Average$265 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$167 | Average$267 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$361 | Average$754 | FlexibilityNo cancel fee | On-timeN/A |