Flights from San Juan to Chicago

Selected fares from San Juan to Chicago

Departure Arrival Travel dates Round-trip
SJU CHI Thu, Jun 4 - Sun, Jun 7 $347
SJU CHI Thu, Jun 4 - Sun, Jun 7 $347
SJU CHI Tue, Sep 8 - Wed, Sep 16 $348
SJU CHI Fri, Oct 9 - Wed, Oct 14 $354
SJU CHI Wed, Aug 26 - Wed, Sep 23 $357
SJU CHI Mon, Aug 31 - Sat, Sep 5 $363

San Juan and Chicago airports and terminals

Airports in San Juan , PR

map of airports in San Juan
  • 1

    Luis Munoz Marin Intl (SJU)

    Distance from City Center: 6.7 miles

    Terminals and carriers for flights from SJU to CHI

    Terminal Carriers
    Terminal A jetBlue
    Terminal C United Airlines
    Terminal D American Airlines, US Airways
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Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from SJU to ORD

    Terminal Carriers
    Terminal 1 United Airlines
    Terminal 3 American Airlines, US Airways, jetBlue
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

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June

Cheapest weekend flights in June from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 5 San Juan (SJU) Chicago (ORD) US Airways $347
Earn $3.47
Return Sun, Jun 7 Chicago (ORD) San Juan (SJU) US Airways

Lowest roundtrip airfare in June from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 5 San Juan (SJU) Chicago (ORD) US Airways $347
Earn $3.47
Return Sun, Jun 7 Chicago (ORD) San Juan (SJU) US Airways

Best one-week trip in June from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 5 San Juan (SJU) Chicago (ORD) US Airways $347
Earn $3.47
Return Fri, Jun 12 Chicago (ORD) San Juan (SJU) US Airways
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July

Cheapest weekend flights in July from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 30 San Juan (SJU) Chicago (ORD) US Airways $368
Earn $3.68
Return Sun, Aug 2 Chicago (ORD) San Juan (SJU) US Airways

Lowest roundtrip airfare in July from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 9 San Juan (SJU) Chicago (ORD) US Airways $353
Earn $3.53
Return Tue, Jul 14 Chicago (ORD) San Juan (SJU) US Airways

Best one-week trip in July from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jul 3 San Juan (SJU) Chicago (ORD) US Airways $375
Earn $3.75
Return Fri, Jul 10 Chicago (ORD) San Juan (SJU) US Airways
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August

Cheapest weekend flights in August from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Aug 6 San Juan (SJU) Chicago (ORD) US Airways $378
Earn $3.78
Return Sun, Aug 9 Chicago (ORD) San Juan (SJU) US Airways

Lowest roundtrip airfare in August from San Juan to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Aug 26 San Juan (SJU) Chicago (ORD) US Airways $348
Earn $3.48
Return Wed, Sep 23 Chicago (ORD) San Juan (SJU) US Airways
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Cheap Flights from San Juan to Chicago

Luis Muñoz Marín International Airport

If you're looking for cheap flights from San Juan, the first stop you should make is Orbitz.com, where you can choose the fares that will keep you on budget. Flights out of town leave from the Luis Muñoz Marín International Airport, which is located 3 miles southeast of downtown San Juan and is one of the busiest in the region. Airlines servicing the airport include British Airways, jetBlue Airways and Air Canada.

Luis Muñoz Marín International Transportation

You have several options to get to and from the airport. One of the easiest ways is to grab a taxi, which costs about $20 from downtown San Juan and can take anywhere from 10 to 20 minutes. Your least expensive option would be to hop on the AMA Bus #B-53 to San Juan. The entire trip will cost you $1.50 and will take about 40 minutes to an hour. You can also book a rental car through Orbitz.com and drop off the car at the airport when you leave.

Parking at the Airport

A combination long- and short-term parking facility is available at the airport, with spaces for over 2,000 cars. Parking is $1.25 for the first hour and 75 cents for each additional hour. The parking rate for the first 24 hours is $18.50 and $12 for each additional day.

Dining at the Airport

There are plenty of places to chow down at the airport. Grab drinks and tacos at Margaritaville in Terminal D, or go the healthy route with Island Smoothies at the Terminal C/D connector. Whichever one you choose, when you're ready to book those cheap flights from San Juan, use Orbitz.com as your go-to travel planner.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from San Juan to Chicago

    • 3 direct flights are operating from San Juan to Chicago today.
    • Today's average time for a direct flight is 5h 9m.
    • American Airlines flight 395 (3:10 PM GMT, Boeing 737-800 Passenger) is today's earliest available flight from San Juan to Chicago.
    • jetBlue flight 866 (3:18 PM GMT, Airbus Industrie A320) is today's latest available flight from San Juan to Chicago.
    • Today's shortest direct flight from San Juan to Chicago (American Airlines flight 395, Boeing 737-800 Passenger) takes 5h 8m.
    • Today's longest direct flight from San Juan to Chicago (jetBlue flight 866, Airbus Industrie A320) takes 5h 12m.
    • Flights from Luis Munoz Marin Intl (SJU) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Flight schedule for flights from San Juan to Chicago on Tue, May 5, 2015

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines/United Airlines AA320/UA241 SJU 6:00 AM ORD 2:42 PM 738/320 9hr 42min
US Airways/United Airlines US320/UA241 SJU 6:00 AM ORD 2:42 PM 738/320 9hr 42min
American Airlines/US Airways AA320/US1252 SJU 6:00 AM ORD 3:05 PM 738/738 10hr 5min
American Airlines/American Airlines AA320/AA1252 SJU 6:00 AM ORD 3:05 PM 738/738 10hr 5min
US Airways/US Airways US320/US1252 SJU 6:00 AM ORD 3:05 PM 738/738 10hr 5min
US Airways/American Airlines US320/AA1252 SJU 6:00 AM ORD 3:05 PM 738/738 10hr 5min
American Airlines/American Airlines AA320/AA1892 SJU 6:00 AM ORD 4:00 PM 738/321 11hr 0min
American Airlines/US Airways AA320/US1892 SJU 6:00 AM ORD 4:00 PM 738/321 11hr 0min
US Airways/American Airlines US320/AA1892 SJU 6:00 AM ORD 4:00 PM 738/321 11hr 0min
US Airways/US Airways US320/US1892 SJU 6:00 AM ORD 4:00 PM 738/321 11hr 0min
US Airways/American Airlines US1341/AA1190 SJU 10:25 AM ORD 5:59 PM 738/763 8hr 34min
US Airways/US Airways US1341/US1190 SJU 10:25 AM ORD 5:59 PM 738/763 8hr 34min
American Airlines AA395 SJU 3:10 PM ORD 7:18 PM 738 5hr 8min