There are 5 ways to get from Puerto Rico to Chicago by plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Eugenio María De Hostos Airport to Chicago O'Hare International Airport
best- Fly from Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD)plane MAZ - ORD
8h 36m$83–356Fly Aguadilla to Chicago Midway International Airport
- Fly from Aguadilla (BQN) to Chicago Midway International Airport (MDW)plane BQN - MDW
8h$186–811Fly Ponce to Chicago O'Hare International Airport
- Fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD)plane PSE - ORD
8h 59m$113–486Fly Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Fly from Luis Munoz Marin International Airport (SJU) to Chicago O'Hare International Airport (ORD)plane SJU - ORD
8h 12m$174–457Fly Luis Munoz Marin International Airport to Chicago Midway International Airport
- Fly from Luis Munoz Marin International Airport (SJU) to Chicago Midway International Airport (MDW)plane SJU - MDW
8h 21m$204–667
Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Puerto Rico to Chicago is to fly which costs $80 - $360 and takes 8h 36m.
The fastest way to get from Puerto Rico to Chicago is to fly which takes 8h and costs $180 - $850.
The distance between Puerto Rico and Chicago is 2078 miles.
It takes approximately 8h 36m to get from Puerto Rico to Chicago, including transfers.
Chicago is 2h behind Puerto Rico. It is currently 8:07 PM in Puerto Rico and 6:07 PM in Chicago.
There are 1304+ hotels available in Chicago.
What companies run services between Puerto Rico and Chicago, IL, USA?
Cape Air, United Airlines, and three other airlines fly from Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD) 5 times a day.
- Website
- delta.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport, Atlanta
- Ave. Duration
- 10h 4m
- When
- Every day
- Estimated price
- $85–360
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $85–380
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 7h 47m
- When
- Every day
- Estimated price
- $90–380
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 8h 44m
- When
- Every day
- Estimated price
- $140–650
- Website
- united.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 9h 1m
- When
- Every day
- Estimated price
- $80–350
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 8h 4m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–480
Flights from Ponce to Chicago O'Hare International Airport via Orlando, Indianapolis
- Ave. Duration
- 9h 22m
- When
- Monday, Friday, and Saturday
- Estimated price
- $110–480
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 25m
- When
- Every day
- Estimated price
- $85–370
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 8h 4m
- When
- Every day
- Estimated price
- $90–380
- Website
- flyfrontier.com
Flights from Aguadilla to Chicago Midway International Airport via Orlando
- Ave. Duration
- 12h 28m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–800
Flights from Aguadilla to Chicago Midway International Airport via Newark
- Ave. Duration
- 13h 53m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $190–850
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 13h 47m
- When
- Monday and Friday
- Estimated price
- $110–480
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 8h 33m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $85–380
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 7h 33m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $140–650
- Website
- southwest.com
Flights from Aguadilla to Chicago Midway International Airport via Orlando
- Ave. Duration
- 6h 52m
- When
- Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $180–800
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 5m
- When
- Monday, Thursday, and Friday
- Estimated price
- $85–370
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport
- Ave. Duration
- 5h 20m
- When
- Saturday
- Estimated price
- $140–600
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 7h 35m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $150–650
- Website
- aa.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 59m
- When
- Every day
- Estimated price
- $80–350
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $85–370
- Website
- spirit.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 41m
- When
- Every day
- Estimated price
- $130–470
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $110–390
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