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This Weekend's Flight Deals from San Juan to Chicago
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $89 One Way, $173 Round Trip from San Juan to Chicago
Prices starting at $173 for return flights and $89 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Chicago economy flight packages
EconomyThu, Jul 22 - Sun, Jul 25
$1,120
The price now is $824 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$708
The price now is $558 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$1,181
The price now is $952 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$706
The price now is $570 per personFlight + Hotel
EconomyThu, Jul 22 - Mon, Jul 26
$721
The price now is $584 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$655
The price now is $547 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$1,165
The price now is $1,001 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$703
The price now is $605 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$620
The price now is $533 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$726
The price now is $634 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$591
The price now is $523 per personFlight + Hotel
EconomyThu, Jul 22 - Sun, Jul 25
$546
The price now is $484 per personFlight + Hotel
Need A Hotel In Chicago After Your Flight?
Hotels In Top Chicago Neighborhoods
Stay Near Exciting Chicago Attractions
More About Flying To Chicago from San Juan
Route Information for Flights from San Juan to Chicago
| Origin Airport IATA Code | SJU |
|---|---|
| Destination Airport IATA Code | CHI |
| Distance | 2073 mi |
| Direct Flight Airlines | American Airlines, Air Canada, Alaska Airlines, Frontier Airlines, Air New Zealand, United Airlines |
| Earliest Flight Arrival | 2:43PM UTC |
| Latest Flight Arrival | 11:46PM UTC |
Flights Review
Other Flights to Chicago
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Other Flights from San Juan
- San Juan to Orlando
- San Juan to New York
- San Juan to Jacksonville
- San Juan to Miami
- San Juan to Philadelphia
- San Juan to Chicago
- San Juan to Newark
- San Juan to Fort Lauderdale
- San Juan to Dallas
- San Juan to Charlotte
- San Juan to Boston
- San Juan to Houston
- San Juan to Los Angeles
- San Juan to Hartford
- San Juan to Baltimore
- San Juan to Denver
- San Juan to Montreal
- San Juan to Milwaukee
- San Juan to Dayton
Airports near San Juan
Airports near Chicago
San Juan to Chicago
Orbitz combines guaranteed low prices with cutting-edge mobile tools for travel from San Juan to Chicago to give you a travel experience that is second to none.
Bargain Travel at Your Fingertips
Orbitz provides the cheapest fares from San Juan to Chicago. When reserving your flight you can mix and match a range of low cost airlines for you departing and returning domestic or international flights. This way you can travel on a budget while selecting the flights that suit your schedule.
Modern Tools for Fast-Paced Travel
Orbitz makes use of the latest technology to ensure that you are always kept up-to-date on the status of your San Juan to Chicago flights. Through easy-to-use mobile Android and iPhone apps you can book low cost flights from San Juan to Chicago and choose a range of cheap hotels to stay in.
Enjoy Stress-Free Travel with Flight Alerts
Once you have booked your flights from San Juan to Chicago on Orbitz you will always be kept informed of any changes to your flight. When you opt into Orbitz’s free email and SMS alerts on your San Juan to Chicago flights you can ask Orbitz to send the flight details to up to 6 other contacts, so keeping your family and business team informed is a cinch.
Frequent Flyer Program
For loyal Orbitz customers who fly from San Juan to Chicago the chance to join our frequent flyer program is an added bonus. Simply log-on to your online account and input your frequent flyer number for future flights.
- Interjet
- American Airlines
- Air Canada
- Air France
- Aeromexico
- Alaska Airlines
- Avianca
- JetBlue Airways
- British Airways
- EVA Airways
- Air China
- China Airlines
- Copa
- Cathay Pacific
- China Southern Airlines
- Delta
- Norwegian Air Shuttle
- Aer Lingus
- Emirates
- Etihad Airways
- Frontier Airlines
- Icelandair
- Hawaiian Airlines
- Iberia
- Arkia-Israeli Airlines
- Japan Airlines
- Korean Air
- KLM
- LATAM Airlines Group
- Lufthansa
- LOT-Polish Airlines
- Swiss International Air Lines
- China Eastern Airlines
- All Nippon Airways
- Spirit Airlines
- Air New Zealand
- Asiana Airlines
- Philippine Airlines
- Qantas Airways
- Qatar Airways
- SAS
- Singapore Airlines
- Aeroflot-Russian Airlines
- Sun Country Airlines
- Turkish Airlines
- TAP Portugal
- United
- Virgin Atlantic
- WestJet
- Volaris
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Flights from San Juan to Chicago - Frequently Asked Questions
Get ready to click "book" because there are no less than 9 airlines that advertise nonstop services between Isla Verde Intl. Airport and ORD. Cruise in comfort on board one of these leading carriers:
- United Airlines
- United Airlines
- Frontier Airlines
- American Airlines
- Frontier Airlines
Traveling from Luis Munoz Marin Intl. Airport (SJU) to Midway Airport will take you at least 5 hours and 50 minutes. Enjoy a beverage and read a few magazines — here's your chance to chill out.
These airlines operate the most flights from San Juan to Chicago. Cruise in comfort with one of these leading carriers: United Airlines - (UA) with 60 flights every month Frontier Airlines - (F9) with 60 flights every month Frontier Airlines - (F9) with 60 flights every month American Airlines - (AA) with 60 flights every month United Airlines - (UA) with 60 flights every month American Airlines - (AA) with 60 flights every month
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!
*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.
