There are 4 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 5m$123–556Fly Ponce to Chicago O'Hare International Airport
- Fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD)plane PSE - ORD
8h 6m$153–656Fly 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 17m$217–500Fly 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 11m$207–730
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 $120 - $600 and takes 8h 5m.
The fastest way to get from Puerto Rico to Chicago is to fly which takes 8h 5m and costs $120 - $600.
The distance between Puerto Rico and Chicago is 2078 miles.
It takes approximately 8h 5m to get from Puerto Rico to Chicago, including transfers.
Chicago is 1h behind Puerto Rico. It is currently 9:12 PM in Puerto Rico and 8:12 PM in Chicago.
There are 1135+ 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) 3 times a day.
- Website
- delta.com
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 8h
- When
- Every day
- Estimated price
- $120–500
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 8h 31m
- When
- Every day
- Estimated price
- $150–650
- Website
- united.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 56m
- When
- Every day
- Estimated price
- $120–550
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 7h 10m
- When
- Every day
- Estimated price
- $150–650
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $110–490
- Website
- southwest.com
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport
- Ave. Duration
- 5h 10m
- When
- Saturday
- Estimated price
- $150–650
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 7h 12m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $160–700
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 9h 30m
- When
- Saturday
- Estimated price
- $150–650
- Website
- flyfrontier.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 10m
- When
- Wednesday, Thursday, and Sunday
- Estimated price
- $120–550
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 14h 26m
- When
- Every day
- Estimated price
- $150–650
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 22m
- When
- Wednesday, Thursday, and Sunday
- Estimated price
- $110–490
- 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 28m
- When
- Every day
- Estimated price
- $120–550
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 7h 33m
- When
- Every day
- Estimated price
- $150–650
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $110–490
- Website
- spirit.com
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 8h 36m
- When
- Every day
- Estimated price
- $200–650
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $160–400
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