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Did you mean flights from San Jose Cabo to Chicago?

Flights from Chicago to San Jose Cabo, Mexico

Chicago to San Jose Cabo Last modified: Jun 22, 2017 0:58 -04:00Prices shown were found by travelers like you over the past 30 days

We've scanned 28,678,540,742 round trip itineraries and found the cheapest flights to San Jose Cabo. AeroMexico & American frequently offer the best deals to San Jose Cabo flights, or select your preferred carrier below to see the cheapest days to fly.

AeroMexico
CHISJD
Thu 9/28
2 stops
SJDCHI
Wed 10/4
2 stops
$312
American
CHISJD
Thu 6/29
1 stop
SJDCHI
Sun 7/2
1 stop
$322
United
CHISJD
Mon 8/28
1 stop
SJDCHI
Thu 9/7
1 stop
$332
Interjet
CHISJD
Sat 9/30
2 stops
SJDCHI
Fri 10/6
2 stops
$369
Alaska
CHISJD
Sat 8/26
1 stop
SJDCHI
Wed 8/30
1 stop
$460
Virgin America
CHISJD
Sat 8/26
1 stop
SJDCHI
Wed 8/30
1 stop
$492

How Much is a Flight from Chicago to San Jose Cabo? Prices shown were found by travelers like you over the past 30 days

We have collected flight cost data from across the web for travel from Chicago to San Jose Cabo, and have found the average flight price for this trip to be $322.

Where To Buy Cheap Flights from Chicago to San Jose Cabo?

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 think FareCompare is the best place to find cheap tickets. Airlines can adjust prices for tickets from Chicago to San Jose Cabo 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 Jose Cabo? Prices shown were found by travelers like you over the past 30 days

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

Non Stop versus Connecting
Advanced PurchaseNon StopConnecting
< 7 days $440 $332
7-14 days $578 $322
14-21 days $477 $332
21-30 days $498 $332
30-60 days $421 $318
60-90 days $393 $319
90+ days $318 $312

Cheapest Day To Fly from Chicago to San Jose Cabo Prices shown were found by travelers like you over the past 30 days

We've examined 28,690,450,059 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 Jose Cabo is Friday. See the chart below to compare prices for other days of the week.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$319$324$319$322$318$332$319

Compare Flight Prices from Chicago to San Jose Cabo by Month Prices shown were found by travelers like you over the past 30 days

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 Jose Cabo flights.

Month Origin Destination Carrier Depart Date Return Date Stops Price
June Chicago San Jose Cabo American 6/29/17 7/2/17 1 $322
July Chicago San Jose Cabo American 7/6/17 7/11/17 1 $332
August Chicago San Jose Cabo AeroMexico 8/11/17 8/17/17 2 $318
September Chicago San Jose Cabo AeroMexico 9/28/17 10/4/17 2 $312
October Chicago San Jose Cabo United 10/30/17 11/2/17 0 $318
November Chicago San Jose Cabo United 11/6/17 11/9/17 0 $318
December Chicago San Jose Cabo American 12/11/17 12/13/17 0 $318
January Chicago San Jose Cabo American 1/7/18 1/12/18 0 $318

Cheap Last Minute Flights from Chicago to San Jose Cabo Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to San Jose Cabo. 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
$322
2 3 4 5 6 7 8
$322 $332
9 10 11 12 13 14 15
$332 $391
16 17 18 19 20 21 22
$391 $358
23 24 25 26 27 28 29
$358 $362
30 31 1 2 3 4 5
$362

Connecting Flights vs Direct Flights from Chicago to San Jose Cabo Prices shown were found by travelers like you over the past 30 days

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 Jose Cabo is $320.

The average price for direct flights from Chicago to San Jose Cabo is $368.

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

Weekly Direct Flights from Chicago to San Jose Cabo - By Carrier
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 0 0 0 0 0 1 1 08:40 08:40
United 0 0 0 0 0 1 0 09:05 09:05

One Way Flights vs Round Trip Flights from Chicago to San Jose Cabo Prices shown were found by travelers like you over the past 30 days

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 Jose Cabo. 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 Jose Cabo is not available.

The average price for round trip flights from Chicago to San Jose Cabo is $319.

Chicago to San Jose Cabo Flight Questions

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

Question: How long is the flight from Chicago to San Jose Cabo?
Answer: The average Chicago to San Jose Cabo flight time is 4 hours and 22 minutes.
Question: How far is San Jose Cabo from Chicago?
Answer: The distance from Chicago to San Jose Cabo is 1,806 miles (2,906 kilometers).
Question: How common are direct flights from Chicago to San Jose Cabo?
Answer: There are 3 direct flights from Chicago to San Jose Cabo.
Question: What are the most popular Chicago airlines for direct flights from Chicago to San Jose Cabo?
Answer: American Airlines provides 66% of the non-stop flights between Chicago and San Jose Cabo.
Question: What are the most popular connecting cities when flying from Chicago to San Jose Cabo?
Answer: Los Angeles, CA

Airlines in Chicago flying to San Jose Cabo Last modified: Jun 22, 2017 0:58 -04:00Number of routes searched: 173Number of itineraries searched: 227,314

Wondering which airlines fly out of Chicago to San Jose Cabo? We've gathered the average price of Chicago airlines with flights to San Jose Cabo. 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 Jose Cabo
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
United -
Interjet MEX
American CLT
American DFW
American LAX
American PHX
Air Canada YVR
Air Canada YYC
Air Canada YYZ
AeroMexico MEX
Alaska LAX
Alaska PDX
Alaska SAN
Alaska SEA
Alaska SFO
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines JFK
Major Airlines SLC
Spirit DFW
United DEN
United EWR
United IAD
United IAH
Virgin America SFO
WestJet YYC

Chicago to San Jose Cabo Airports

These are the major commercial airports we're currently monitoring in Chicago and San Jose Cabo. 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.

Cheap International Flights from Chicago - CHI Last modified: Jun 22, 2017 0:58 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap Flights from Chicago to San Jose Cabo