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Cheap Flights from San Juan to Chicago, IL, United States - SJU to CHI Last modified: 05-24-2016 01:45 PM

Popular flights from San Juan to Chicago Last modified: 05-24-2016 01:45 PM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
07-03-2016 07-13-2016 $358
08-03-2016 08-10-2016 $358
JetBlue Airways
Departure Date Return Date Lowest Price
06-09-2016 06-12-2016 $362
07-26-2016 08-10-2016 $362
07-27-2016 08-08-2016 $362
07-27-2016 08-11-2016 $362
07-27-2016 08-12-2016 $362
Spirit Airlines
Departure Date Return Date Lowest Price
06-22-2016 06-28-2016 $333
08-17-2016 08-31-2016 $333
08-23-2016 08-31-2016 $333
08-23-2016 08-30-2016 $333
08-26-2016 09-04-2016 $333
United Airlines
Departure Date Return Date Lowest Price
07-03-2016 07-13-2016 $359
07-03-2016 07-12-2016 $359

How Much Does it Cost to Fly from San Juan to Chicago (SJU to CHI)?

We have collected flight cost data from across the web for travel from San Juan to Chicago, and have found the average flight price for this trip to be $349.

When Can I Buy the Cheapest Flight from San Juan to Chicago (SJU to CHI)?

Airlines can adjust prices for plane tickets from San Juan to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from San Juan to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from San Juan to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $418 $393
7-14 days $399 $363
14-21 days $362 $363
21-30 days $371 $333
30-60 days $368 $358
60-90 days $362 $333
90+ days $362 $330

Cheapest Day To Fly from San Juan to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from San Juan to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$348 $359 $333 $348 $348 $348 $358

Lowest Fares Chart By Month from San Juan to Chicago

The chart below shows the lowest fare by month when flying from San Juan to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May San Juan Chicago American 05-31-16 06-08-16 1 $374
June San Juan Chicago Spirit 06-22-16 06-28-16 1 $333
July San Juan Chicago American 07-03-16 07-13-16 1 $358
August San Juan Chicago Spirit 08-17-16 08-31-16 1 $333
September San Juan Chicago Spirit 09-23-16 09-26-16 1 $330
October San Juan Chicago Spirit 10-03-16 10-07-16 1 $333
November San Juan Chicago Spirit 11-04-16 11-06-16 1 $333
December San Juan Chicago American 12-20-16 01-04-17 0 $362

Cheapest Weekend Non-Stop Flights for the Next 30 Days from San Juan to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from San Juan to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
22 23 24 25 26 27 28
$418
29 30 31 1 2 3 4
$418 $459
5 6 7 8 9 10 11
$459 $362
12 13 14 15 16 17 18
$362 $380
19 20 21 22 23 24 25
$380 $408
26 27 28 29 30 1 2
$408

Non-Stop vs Connecting Flights from San Juan to Chicago (SJU to CHI)

Your San Juan to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from San Juan to Chicago is $363.

The average price for non-stop flights from San Juan to Chicago is $362.

The chart below shows up to date information regarding non-stop flights from San Juan to Chicago.

Nonstop Flight Details from San Juan to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 1 1 1 1 1 1 15:00 15:00
JetBlue 1 1 1 1 1 1 1 12:41 12:41
United 1 1 1 1 1 1 1 14:22 14:22

Round Trip vs One Way Flights from San Juan to Chicago (SJU to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from San Juan to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from San Juan to Chicago is $228.

The average price for round trip flights from San Juan to Chicago is $353.

San Juan to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from San Juan to Chicago?
Answer: The average San Juan to Chicago flight time is 5 hours and 6 minutes.
Question: How many kilometers are there between San Juan and Chicago?
Answer: The distance from San Juan to Chicago is 3334 kilometers.
Question: How common are direct flights from San Juan to Chicago?
Answer: There are 21 direct flights from San Juan to Chicago.
Question: What is the most popular airline for non-stop flights from San Juan to Chicago?
Answer: JetBlue Airways provides 33% of the non-stop flights between San Juan and Chicago.
Question: What are the most popular connecting cities when flying from San Juan to Chicago?
Answer: Atlanta, GA

Airlines Flying from San Juan to Chicago (SJU to CHI) Number of flights searched: 179Last modified: 05-24-2016 01:45 PM

Below are the different airlines that fly from San Juan to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from San Juan to Chicago.

San Juan to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American CLT X X X X X X X
JetBlue - X X X X X X X
JetBlue BOS X X X X X X X
Delta JFK X X X X X X X
Spirit MCO X X X X X X X
United - X X X X X X X
United CLE X X X X X X X

Airports for Your Route

These pages contain information about the major airports in San Juan and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from San Juan - SJU

FlightsAirlineLowest Price
San Juan to Milwaukee Silver, American, JetBlue, Spirit, United $339
San Juan to New York Silver, Cape Air, American, JetBlue, Spirit, Sun Country, United $234
San Juan to Atlanta Silver, Cape Air, American, JetBlue, Spirit, United $313
San Juan to Detroit Silver, American, JetBlue, Spirit, United $254
San Juan to Dallas - Ft Worth American, JetBlue, Frontier, Spirit, Sun Country, United $303
San Juan to South Bend United $702
San Juan to Indianapolis Silver, American, JetBlue, Allegiant, Spirit, United $339
San Juan to Grand Rapids American, United $458
San Juan to Madison American, United $448
San Juan to St Louis American, Alaska, JetBlue, Spirit, United $294
San Juan to Washington Silver, Cape Air, American, JetBlue, Spirit, United $232
San Juan to Cleveland Silver, American, JetBlue, Spirit, United $346
San Juan to Philadelphia Silver, American, Alaska, JetBlue, Spirit, United $235

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Aguadilla to Chicago JetBlue, United $518
Ponce to Chicago JetBlue Check Dates
Aguadilla to Milwaukee United Check Dates
Aguadilla to New York JetBlue, Spirit $269

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
St Maarten to Chicago American, JetBlue, Spirit, United $518
St Croix Island to Chicago American, JetBlue, Seaborne, United $412
St Thomas Island to Chicago Cape Air, American, JetBlue, Seaborne, Spirit, United $328
Punta Cana to Chicago Silver, American, JetBlue, Frontier, Spirit, United $399
La Romana to Chicago American, JetBlue, United Check Dates
St Maarten to New York Silver, American, JetBlue, Spirit, United $381
St Thomas Island to Milwaukee Cape Air, American, Seaborne, United $569
St Maarten to Milwaukee American, United $668
St Thomas Island to Atlanta American, Alaska, Seaborne, Spirit, United $387
Punta Cana to Milwaukee American, Frontier, United Check Dates
St Croix Island to Milwaukee American, Seaborne, United Check Dates
Punta Cana to South Bend United Check Dates
St Thomas Island to New York Cape Air, American, JetBlue, Seaborne, Spirit, United $300
Cheap Flights from San Juan to Chicago, IL, United States, from $333 Round trip from SJU to CHI