There are 6 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 Ponce to Chicago O'Hare International Airport
best- Fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD)plane PSE - ORD
8h 31m$133–556Fly Eugenio María De Hostos Airport to Chicago O'Hare International Airport
cheapest- Fly from Eugenio María De Hostos Airport (MAZ) to Chicago O'Hare International Airport (ORD)plane MAZ - ORD
8h 44m$103–396Fly 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 10m$157–480Fly 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
7h 51m$187–630Fly Ponce to Chicago Midway International Airport
- Fly from Ponce (PSE) to Chicago Midway International Airport (MDW)plane PSE - MDW
7h 32m$183–706Fly Aguadilla to Chicago Midway International Airport
- Fly from Aguadilla (BQN) to Chicago Midway International Airport (MDW)plane BQN - MDW
8h 1m$186–711
Ponce (PSE) 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 $100 - $400 and takes 8h 44m.
The fastest way to get from Puerto Rico to Chicago is to fly which takes 7h 32m and costs $180 - $750.
The distance between Puerto Rico and Chicago is 2113 miles.
It takes approximately 8h 31m to get from Puerto Rico to Chicago, including transfers.
Chicago is 1h behind Puerto Rico. It is currently 4:40 AM in Puerto Rico and 3:40 AM in Chicago.
There are 1287+ hotels available in Chicago.
What companies run services between Puerto Rico and Chicago, IL, USA?
JetBlue Airways, Frontier Airlines, and United Airlines fly from Ponce (PSE) to Chicago O'Hare International Airport (ORD) 4 times a day.
- Website
- southwest.com
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 50m
- When
- Saturday and Sunday
- Estimated price
- $130–550
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Tampa
- Ave. Duration
- 7h 20m
- When
- Monday to Friday
- Estimated price
- $140–600
Flights from Luis Munoz Marin International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 8h 38m
- When
- Sunday and Saturday
- Estimated price
- $140–600
Flights from Ponce to Chicago Midway International Airport via Orlando
- Ave. Duration
- 6h 58m
- When
- Tuesday and Wednesday
- Estimated price
- $180–750
Flights from Ponce to Chicago Midway International Airport via Fort Lauderdale
- Ave. Duration
- 8h 14m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $180–750
Flights from Aguadilla to Chicago Midway International Airport via Fort Lauderdale
- Ave. Duration
- 7h 30m
- When
- Sunday, Monday, Thursday, Friday, and Saturday
- Estimated price
- $180–750
Flights from Aguadilla to Chicago Midway International Airport via Orlando
- Ave. Duration
- 7h
- When
- Tuesday to Saturday
- Estimated price
- $180–750
Flights from Aguadilla to Chicago Midway International Airport via Newark, Columbus
- Ave. Duration
- 12h 55m
- When
- Monday to Friday
- Estimated price
- $190–750
- Website
- united.com
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $130–550
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 9h 32m
- When
- Every day
- Estimated price
- $100–410
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $100–410
- Website
- flyfrontier.com
Flights from Ponce to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 14h 4m
- When
- Every day
- Estimated price
- $130–550
Flights from Ponce to Chicago O'Hare International Airport via Fort Lauderdale
- Ave. Duration
- 8h 14m
- When
- Every day
- Estimated price
- $130–550
Flights from Eugenio María De Hostos Airport to Chicago O'Hare International Airport via Luis Munoz Marin International Airport
- Ave. Duration
- 7h 51m
- When
- Every day
- Estimated price
- $100–390
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $100–400
- Website
- delta.com
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $100–420
- Website
- allegiantair.com
Flights from Ponce to Chicago Midway International Airport via Fort Lauderdale, Knoxville
- Ave. Duration
- 9h 57m
- When
- Thursday and Sunday
- Estimated price
- $180–750
Flights from Aguadilla to Chicago Midway International Airport via Fort Lauderdale, Knoxville
- Ave. Duration
- 9h 57m
- When
- Thursday and Sunday
- Estimated price
- $180–750
- Website
- jetblue.com
Flights from Ponce to Chicago O'Hare International Airport via Fort Lauderdale
- Ave. Duration
- 9h 38m
- When
- Every day
- Estimated price
- $140–550
- Website
- aa.com
Flights from Luis Munoz Marin International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 5h 5m
- When
- Every day
- Estimated price
- $100–410
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