Direct flights from Chicago to San Juan

Did you mean Flights from San Juan to Chicago?

Chicago

United States

ORD

Chicago O'Hare International Airport

San Juan

Puerto Rico

SJU

Luis Munoz Marin International Airport

Route: Nonstop service available
Distance: 2,074 miles
Marketing airlines: 8 airlines
Aircraft: 7 aircraft types
Dates: Nov 2, 2026 – Nov 1, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Lowest price in this limited sample: 19,000 points + $9.00 for ORD → SJU, Economy, on 2026-11-13, booked with Virgin Australia. This is an observed fare, not a guaranteed price or the lowest price across all dates and programs.

Departure window: 2026-11-12 – 2026-12-11.

ORD → SJUEconomy
UA695
19,000 points+ $9.00
Departure
2026-11-13
Seats seen
2
Book with
Virgin Australia
Observed (UTC)
2026-11-10 19:03
ORD → SJUEconomy
UA1996
19,000 points+ $9.00
Departure
2026-11-16
Seats seen
3
Book with
Virgin Australia
Observed (UTC)
2026-11-11 23:12
ORD → SJUEconomy
UA695
19,000 points+ $9.00
Departure
2026-11-16
Seats seen
9
Book with
Virgin Australia
Observed (UTC)
2026-11-11 23:12
ORD → SJUEconomy
UA695
20,000 points+ $5.00
Departure
2026-11-15
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-12 01:40
ORD → SJUEconomy
UA695
20,000 points+ $5.00
Departure
2026-11-16
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 15:07
ORD → SJUEconomy
UA695
20,000 points+ $5.00
Departure
2026-11-17
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 09:46
ORD → SJUEconomy
UA695
20,000 points+ $5.00
Departure
2026-11-18
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 15:13
ORD → SJUEconomy
UA695
20,000 points+ $5.00
Departure
2026-11-26
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 22:43
ORD → SJUEconomy
UA1996
20,000 points+ $5.00
Departure
2026-12-08
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 01:46
ORD → SJUEconomy
UA695
20,000 points+ $5.00
Departure
2026-12-08
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 01:46
ORD → SJUEconomy
UA1996
22,800 points+ $5.00
Departure
2026-11-16
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 15:07
ORD → SJUEconomy
UA695
22,800 points+ $5.00
Departure
2026-12-09
Seats seen
2
Book with
United MileagePlus
Observed (UTC)
2026-11-11 01:46

Explore these booking programs

Search Virgin Australia awards Virgin Australia booking and transfer guide
Transfer partners in our directory: Marriott Bonvoy, Choice Privileges, IHG Rewards, Accor Live Limitless. Check current eligibility and terms before transferring.
Search United MileagePlus awards United MileagePlus booking and transfer guide
Transfer partners in our directory: Wyndham Rewards, Chase Ultimate Rewards, Bilt Rewards, Marriott Bonvoy, Accor Live Limitless, IHG Rewards, Choice Privileges. Check current eligibility and terms before transferring.

Chicago to San Juan route overview

Chicago O'Hare International Airport (ORD) serves Chicago; Luis Munoz Marin International Airport (SJU) serves San Juan.

The airports are 2,074 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from ORD to SJU.

Marketing airlines listed in the current schedule, including codeshare sellers, are American Airlines (AA), Air Canada (AC), Alaska Airlines (AS), Frontier Airlines (F9), Spirit Airlines (NK), Air New Zealand (NZ), Qatar Airways (QR) and United Airlines (UA). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Nov 2, 2026 – Nov 1, 2027.

Marketing airlines on the Chicago to San Juan route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Air Canada (AC)Codeshare only
Air New Zealand (NZ)Codeshare only
Qatar Airways (QR)Codeshare only

Airline alliance affiliations represented: Oneworld, Star Alliance

Aircraft flying from ORD to SJU

Frequently asked questions

Which airports serve the Chicago to San Juan route?

Chicago O'Hare International Airport (ORD) is the origin airport and Luis Munoz Marin International Airport (SJU) is the destination airport.

How far is San Juan from Chicago?

ORD and SJU are approximately 2,074 miles apart by great-circle distance.

Are there direct flights from ORD to SJU?

Yes. Roame's current schedule feed shows nonstop service from ORD to SJU.

Which airlines market flights from ORD to SJU?

Which aircraft fly from ORD to SJU?

Aircraft listed in the current schedule include Airbus A320 (320), Airbus A321 (321), Airbus A321neo (32Q), Boeing 737-800 (738), Boeing 737-900 / Boeing 737-900ER (739), Boeing 737 MAX 8 (7M8) and JET.