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Did you mean flights from San Juan to Chicago?

Flights from Chicago to San Juan, United States Last modified: Sep 26, 2016 12:58 AM

TIPSave $26 by flying into St Thomas Island instead of San Juan from Chicago

Chicago to San Juan Last modified: Sep 26, 2016 12:58 AM

We've scanned 20,789,023,501 round trip itineraries and found the cheapest flights from Chicago to San Juan. American & JetBlue frequently offer the best deals on Chicago to San Juan flights, or select your preferred carrier below to see the cheapest days to fly.

American
CHISJU
Sun 10/9
nonstop
SJUCHI
Wed 10/12
nonstop
$238
Select
American
CHISJU
Sun 10/9
nonstop
SJUCHI
Sat 10/15
nonstop
$238
Select
American
CHISJU
Wed 10/12
nonstop
SJUCHI
Sat 10/15
nonstop
$238
Select
American
CHISJU
Wed 10/12
nonstop
SJUCHI
Wed 10/19
nonstop
$238
Select
American
CHISJU
Wed 10/12
nonstop
SJUCHI
Thu 10/20
nonstop
$238
Select
JetBlue
CHISJU
Wed 10/12
nonstop
SJUCHI
Wed 10/19
nonstop
$238
Select
JetBlue
CHISJU
Thu 10/13
nonstop
SJUCHI
Mon 10/17
nonstop
$238
Select
JetBlue
CHISJU
Thu 10/13
nonstop
SJUCHI
Tue 10/18
nonstop
$238
Select
JetBlue
CHISJU
Thu 10/13
nonstop
SJUCHI
Thu 10/20
nonstop
$238
Select
JetBlue
CHISJU
Fri 10/14
nonstop
SJUCHI
Mon 10/17
nonstop
$238
Select
United
CHISJU
Sun 10/9
nonstop
SJUCHI
Wed 10/12
nonstop
$238
Select
United
CHISJU
Sun 10/9
nonstop
SJUCHI
Thu 10/13
nonstop
$238
Select
United
CHISJU
Sun 10/9
nonstop
SJUCHI
Fri 10/14
nonstop
$238
Select
United
CHISJU
Wed 10/12
nonstop
SJUCHI
Wed 10/19
nonstop
$238
Select
United
CHISJU
Wed 10/12
nonstop
SJUCHI
Thu 10/20
nonstop
$238
Select
Spirit
CHISJU
Mon 10/3
1 stop
SJUCHI
Tue 10/11
1 stop
$343
Select
Spirit
CHISJU
Tue 10/4
1 stop
SJUCHI
Thu 10/6
1 stop
$343
Select
Spirit
CHISJU
Tue 10/4
1 stop
SJUCHI
Tue 10/11
1 stop
$343
Select
Spirit
CHISJU
Wed 10/5
1 stop
SJUCHI
Thu 10/6
1 stop
$343
Select
Spirit
CHISJU
Wed 10/5
1 stop
SJUCHI
Sat 10/8
1 stop
$343
Select

How Much is a Flight from Chicago to San Juan?

We have collected flight cost data from across the web for travel from Chicago to San Juan, and have found the average flight price for this trip to be $238.

Where To Buy Cheap Flights from Chicago to San Juan?

The best way to find a great deal on airfare is to search multiple sites. When you run a search on FareCompare, we search multiple sites and fare sources all at once so you don't have to - which is why we thinking FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to San Juan based on the day and time that you decide to book your flight. We have collected data from all airlines, and have found that Tuesdays, Wednesdays, and Saturdays are often the best days to book flights. If you'd like to learn more, read our article about the best time to buy airline tickets.

How far in advance should I book tickets from Chicago to San Juan?

The chart below shows up-to-date information regarding how far in advance to book your flight from Chicago to San Juan.

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $278 $281
7-14 days $238 $241
14-21 days $238 $242
21-30 days $238 $241
30-60 days $238 $238
60-90 days $298 $301
90+ days $298 $301

Cheapest Day To Fly from Chicago to San Juan

We've examined 20,795,316,600 itinerary searches that we've seen for departures in the next 90 days and found that the cheapest day to fly from Chicago to San Juan is Sunday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$238 $238 $238 $238 $238 $238 $238

Compare Flight Prices from Chicago to San Juan by Month

Low priced flights are most commonly available by purchasing between one and three months in advance. International or holiday flights may need to be purchased even further in advance. The chart below shows the cheapest flight prices by month for Chicago to San Juan flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
September Chicago San Juan American 9/28/16 10/12/16 0 $331
October Chicago San Juan American 10/9/16 10/12/16 0 $238
November Chicago San Juan American 11/6/16 11/9/16 0 $238
December Chicago San Juan American 12/1/16 12/4/16 0 $298
January Chicago San Juan American 1/18/17 1/25/17 0 $298
February Chicago San Juan American 2/1/17 2/7/17 0 $298
March Chicago San Juan American 3/6/17 3/15/17 0 $298
April Chicago San Juan American 4/11/17 4/19/17 0 $298

Cheap Last Minute Flights from Chicago to San Juan

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to San Juan. The chart below shows the best last minute deals and cheap flights this weekend we could find.

Next 30 Days

SunMonTueWedThuFriSat
25 26 27 28 29 30 1
$351
2 3 4 5 6 7 8
$351 $258
9 10 11 12 13 14 15
$258 $238
16 17 18 19 20 21 22
$238 $238
23 24 25 26 27 28 29
$238 $238
30 31 1 2 3 4 5
$238

Connecting Flights vs Direct Flights from Chicago to San Juan

Flights between some cities may be significantly cheaper if you choose 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 Chicago to San Juan is $274.

The average price for direct flights from Chicago to San Juan is $238.

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

Weekly Direct Flights from Chicago to San Juan - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 1 0 1 1 1 1 1 08:30 08:30
JetBlue 1 1 1 1 1 1 1 11:55 11:55
United 1 1 1 1 1 1 1 07:30 07:30

One Way Flights vs Round Trip Flights from Chicago to San Juan

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 Chicago to San Juan. 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 Chicago to San Juan is $256.

The average price for round trip flights from Chicago to San Juan is $264.

Chicago to San Juan Flight Questions

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

Question: How long is the flight from Chicago to San Juan?
Answer: The average Chicago to San Juan flight time is 4 hours and 42 minutes.
Question: How far is San Juan from Chicago?
Answer: The distance from Chicago to San Juan is 2,072 miles (3,334 kilometers).
Question: How common are direct flights from Chicago to San Juan?
Answer: There are 20 direct flights from Chicago to San Juan.
Question: What are the most popular Chicago airlines for direct flights from Chicago to San Juan?
Answer: JetBlue Airways provides 35% of the non-stop flights between Chicago and San Juan.
Question: What are the most popular connecting cities when flying from Chicago to San Juan?
Answer: Newark, NJ

Airlines in Chicago flying to San Juan Last modified: Sep 26, 2016 12:58 AMNumber of routes searched: 222Number of itineraries searched: 548,187

Wondering which airlines fly out of Chicago to San Juan? We've gathered the average price of Chicago airlines with flights to San Juan. Different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary showing which days of the week individual carriers offer flights for the next 30 days.

Chicago to San Juan
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American MIA
American PHL
American -
American CLT
United IAH
United EWR
American JFK
United IAD
Delta ATL
JetBlue FLL
United CLE
Delta MSP
Delta DTW
Spirit MCO

Chicago to San Juan Airports

These are the major commercial airports we're currently monitoring in Chicago and San Juan. If your route includes a city with multiple airports, you may be able to find substantial savings by choosing an alternate airport.

Farecompare Research Tools

FareCompare's Flight Schedule Search Tool helps you find information about airline schedule filings, including flight numbers, depart times, and travel distance.

More Cheap Flights

FlightsAirlineLowest Price
Flights from Indianapolis to San Juan American, Delta, United $288
Flights from Milwaukee to San Juan American, Delta, United $288
Flights from Grand Rapids to San Juan American, Delta, United $344
Flights from Madison to San Juan American, Delta, United $412
Flights from Peoria to San Juan American, Delta, United $425
Flights from Moline to San Juan American, Delta, United $422
Flights from Green Bay to San Juan American, Delta $478
Flights from Toledo to San Juan American $520
Flights from Bloomington - Normal to San Juan American, Delta $446
Flights from Ft Wayne to San Juan American, Delta, United $372
Flights from Appleton to San Juan Delta Check Dates
Flights from Kalamazoo to San Juan American, Delta, United $478
Flights from South Bend to San Juan Delta, United $435
Flights from Champaign to San Juan American Check Dates
Flights from Springfield to San Juan American, United Check Dates
Flights from Lansing to San Juan American, Delta, United $429
Flights from Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $107
Flights from Chicago to St Thomas Island American, Delta, Spirit, United $317
Flights from Chicago to Punta Cana American, Air Canada, Air France, JetBlue, British Airways, Copa, Delta, Frontier, Spirit, United, WestJet $313
Flights from Chicago to Orlando American, JetBlue, Delta, Frontier, Spirit, United $97
Flights from Chicago to Miami American, Delta, Frontier, United $87
Flights from Chicago to St Croix Island American, Delta, United $331
Flights from Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $117
Flights from Chicago to Las Vegas American, Alaska, Delta, Frontier, Hawaiian, Spirit, United, Virgin America $97
Flights from Chicago to Aguadilla JetBlue, Spirit, United $343
Flights from Chicago to St Maarten American, Air Canada, JetBlue, Delta, United, WestJet $486
Flights from Chicago to Atlanta American, Delta, Spirit, United $86
Flights from Chicago to Washington American, Alaska, JetBlue, Delta, United $87
Flights from Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit $86
Flights from Chicago to ViequesCheck Dates
Cheap Flights from Chicago to San Juan