Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from Chicago to San Juan?

Cheap Flights from San Juan to Chicago, IL, United States - SJU to CHI Last modified: Aug 24, 2016 1:43 AM

Popular flights from San Juan to Chicago Last modified: Aug 24, 2016 1:43 AM

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
SJUCHI
Wed 10/5
nonstop
CHISJU
Sun 10/9
nonstop
$271
Select
American
SJUCHI
Thu 10/6
nonstop
CHISJU
Sun 10/9
nonstop
$271
Select
American
SJUCHI
Fri 10/7
nonstop
CHISJU
Mon 10/10
nonstop
$271
Select
American
SJUCHI
Thu 10/20
nonstop
CHISJU
Wed 10/26
nonstop
$271
Select
United
SJUCHI
Fri 10/7
nonstop
CHISJU
Tue 10/11
nonstop
$271
Select
JetBlue
SJUCHI
Thu 9/8
nonstop
CHISJU
Mon 9/12
nonstop
$274
Select
JetBlue
SJUCHI
Thu 9/8
nonstop
CHISJU
Sat 9/24
nonstop
$274
Select
JetBlue
SJUCHI
Thu 9/8
nonstop
CHISJU
Mon 9/19
nonstop
$274
Select
JetBlue
SJUCHI
Thu 9/8
nonstop
CHISJU
Sat 9/10
nonstop
$274
Select
JetBlue
SJUCHI
Thu 9/8
nonstop
CHISJU
Thu 9/15
nonstop
$274
Select
Spirit
SJUCHI
Fri 10/7
1 stop
CHISJU
Tue 10/11
1 stop
$329
Select

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 $274.

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 $346 $279
7-14 days $274 $279
14-21 days $274 $277
21-30 days $274 $277
30-60 days $271 $274
60-90 days $274 $277
90+ days $338 $333

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
$274 $274 $271 $271 $271 $274 $279

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
August San Juan Chicago American 8/30/16 9/8/16 1 $279
September San Juan Chicago American 9/8/16 9/12/16 0 $274
October San Juan Chicago American 10/5/16 10/9/16 0 $271
November San Juan Chicago Spirit 11/3/16 11/6/16 1 $333
December San Juan Chicago American 12/15/16 1/4/17 2 $332
January San Juan Chicago Spirit 1/10/17 1/16/17 1 $333
February San Juan Chicago Spirit 2/2/17 2/5/17 1 $333
March San Juan Chicago Spirit 3/14/17 3/20/17 1 $333

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
21 22 23 24 25 26 27
$424
28 29 30 31 1 2 3
$424 $274
4 5 6 7 8 9 10
$274 $274
11 12 13 14 15 16 17
$274 $274
18 19 20 21 22 23 24
$274 $274
25 26 27 28 29 30 1
$274

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 $307.

The average price for non-stop flights from San Juan to Chicago is $274.

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 0 1 1 1 1 1 15:03 15:03
JetBlue 1 1 1 1 1 1 1 12:40 12:40
United 1 1 1 1 1 1 1 14:23 14:23

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 20 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 35% 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: 302Last modified: Aug 24, 2016 1:43 AM

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
American MIA X X X X X X X
JetBlue - X X X X X X X
JetBlue JFK X X X X X X X
Delta JFK X X X X X X X
Spirit FLL X X X X X X X
Spirit MCO / DFW X X X X X X X
United - X X X X X X X
United EWR X X X X X X X
Southwest MCO 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 American, Delta, United $334
San Juan to New York American, Alaska, JetBlue, Delta, Spirit, United $209
San Juan to Atlanta American, Alaska, Delta, Spirit, United $303
San Juan to Detroit American, JetBlue, Delta, Spirit, United $274
San Juan to Dallas - Ft Worth American, JetBlue, Delta, Spirit, United $300
San Juan to South Bend Delta, United $698
San Juan to Indianapolis American, Delta, United $328
San Juan to Grand Rapids American, Delta, United $335
San Juan to Madison American, Delta, United $457
San Juan to St Louis American, Delta, United $296
San Juan to Washington American, JetBlue, Delta, United $208
San Juan to Cleveland American, JetBlue, Delta, Spirit, United $305
San Juan to Philadelphia American, JetBlue, Delta, Spirit, United $234

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Aguadilla to Chicago JetBlue, Spirit, United $339
Ponce to Chicago JetBlue Check Dates
Aguadilla to Milwaukee United $453
Aguadilla to New York JetBlue, Spirit $234

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
St Maarten to Chicago American, AeroMexico, JetBlue, Copa, Delta, Spirit, United $450
St Croix Island to Chicago American, JetBlue $345
St Thomas Island to Chicago American, JetBlue, Delta, Spirit, United $385
Punta Cana to Chicago LAN Argentina, American, Air Berlin, Air Canada, Argentinas, Avianca, JetBlue, Copa, Delta, Frontier, Latam Airlines Group, Spirit, United, WestJet $332
La Romana to ChicagoCheck Dates
St Maarten to New York American, AeroMexico, Alitalia, JetBlue, Caribbean, Copa, Delta, Spirit, United, WestJet $346
St Thomas Island to Milwaukee American, Delta $455
St Maarten to MilwaukeeCheck Dates
St Thomas Island to Atlanta American, Delta, Spirit, United $387
Punta Cana to Milwaukee American, Air Canada, Copa, Delta, United Check Dates
St Croix Island to Milwaukee American, Delta Check Dates
Punta Cana to South Bend United Check Dates
St Thomas Island to New York American, JetBlue, Delta, Spirit, United $267
Cheap Flights from San Juan to Chicago, IL, United States, from $271 Round trip from SJU to CHI