Find Cheap Flights from San Jose Juan Santamaria Intl to Chicago O'Hare International (SJO - ORD)

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Good to Know

Low Season:
February
Best time to beat the crowds
3%
expected price decrease
High Season:
July
Most popular time to fly
15%
expected price increase
Average Price:
$482
(avg. price over the last 2 weeks)
Good Deal:
$347
or less (round trip)

When to Book Flights from San Jose Juan Santamaria Intl to Chicago O'Hare International

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $346 or less.
The cheapest flight from San Jose Juan Santamaria Intl to Chicago O'Hare International was found 90 days before departure, on average.
Book at least 5 weeks before departure in order to get a below-average price.
High season is considered to be June, July and August. The cheapest month to fly is February.
On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking San Jose Juan Santamaria Intl to Chicago O'Hare International Flights

How long does a flight from San Jose Juan Santamaria Intl to Chicago O'Hare International take?
An average nonstop flight takes 8h 54m, covering a distance of 2221 miles.
How many flights are there between San Jose Juan Santamaria Intl and Chicago O'Hare International?
There is 1 (nonstop) flight between San Jose Juan Santamaria Intl and Chicago O'Hare International per week.
Which airlines provide the cheapest flights from San Jose Juan Santamaria Intl to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on Interjet ($304), American Airlines ($307) and Spirit Airlines ($337).
Do I need a passport to fly between San Jose Juan Santamaria Intl and Chicago O'Hare International?
Yes.
Which airlines fly most frequently between San Jose Juan Santamaria Intl and Chicago O'Hare International?
United (0 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly San Jose Juan Santamaria Intl to Chicago O'Hare International?
For San Jose Juan Santamaria Intl to Chicago O'Hare International, Thursday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago O'Hare International back to San Jose Juan Santamaria Intl, the best deals are generally found on Wednesday, with Sunday being the most expensive.

Book cheap flights from San Jose Juan Santamaria Intl to Chicago O'Hare International (round-trip)

Airports
Origin
San Jose
$304
only
$304
Destination
Chicago
$304
only
$304
Thu, Apr 12
SJO
ORD
16h 25m
Tue, Apr 17
ORD
SJO
11h 55m
Trip: 6 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 1350 reviews
Overall
7.6
Boarding
7.6
Comfort
7.9
Crew
8.0
Entertainment
6.4
Food
6.9
MEX
MIA
Excellent 8.6

Ofrecen bebida a tu elección

Que no tiene pantalla personal

CUN
MEX
Excellent 10.0

Attentive staff, modem airplane, larger leg space than usual, flight was on time.

JFK
MEX
Okay 4.0

plane is new

they delayed from 04:45pm to like 11:15pm, the worst part is, they never tell you when the flight is gonna take off. so we just waited without knowing if we can leave nyc or not. Landed on mexico city airport around 4am local time, and took another hour to finally get out of the gate. btw, the entire mexico city airport is so smelly at that time. first time here, really really bad experience.

BJX
TIJ
Excellent 9.3

They certainly upped their food service. The seats are comfortable.

The air conditioning could have been cooler and stronger... several of us were actually breaking a sweat.

MEX
TIJ
Mediocre 2.0

Nothing, wise service ever

For the airline to be more reasonable with circumstances that can not be predict.

Thu, May 3
SJO
ORD
17h 19m
Sat, May 5
ORD
SJO
12h 20m
Trip: 3 days
7.2GoodShow reviews
Overall 7.2 Good
Based on 27489 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
SAN
PHX
Excellent 9.0

The friendly and attentive flight staff.

PHX
EWR
Good 6.0

Bought a sandwich which was old ...

CLT
LAX
Good 6.0

Staff was friendly and genuine

They didn’t load enough “for purchase” food. This was a six hour flight! They has no options left excepthummus and chips. This is second flight on American this year where they don’t supply the plane appropriately.

DFW
DCA
Excellent 10.0

Fast and efficient service

Not applicable

MIA
SJU
Good 6.0

Last minute cancellation and reschedule if original flight with 20 people hounding the gate for standby status. Craziness. These last minute revisions mist stop

Tue, Feb 6
SJO
ORD
10h 06m
Tue, Feb 13
ORD
SJO
7h 37m
Trip: 8 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
BOS
MSY
Okay 5.3

Airport waiting area was very nice with lots of different seating options. The boarding went very quickly, but that was because the flight was mostly empty. Can't believe how expensive the luggage was. I guess that is why the ticket is less expensive.

The seats were hard and the tray table was almost non-existent.

BWI
FLL
Good 6.0

There was no entertainments during this flight. Again seats are very uncomfortable. But the crew was awesome!

BWI
FLL
Good 6.3

I would rather pay more for a flight that includes baggage. My carry on cost more then my tickets.

DTW
LGA
Excellent 10.0

Overall

Nothing

DTW
TPA
Okay 4.0

I got from point A to point B in one piece and on time

It should be illegal to deny a person water when they are captive in a plane and have cash but no credit card . It’s hard to rate the crew because if you’re not buying extra things you basically don’t interact with them at all

Wed, Mar 28
SJO
ORD
10h 01m
Sun, Apr 1
ORD
SJO
13h 23m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jun 1
SJO
ORD
16h 25m
Mon, Jun 4
ORD
SJO
11h 55m
Trip: 4 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 1350 reviews
Overall
7.6
Boarding
7.6
Comfort
7.9
Crew
8.0
Entertainment
6.4
Food
6.9
CUN
JFK
Mediocre 2.0

Nothing

Interjet refused to cancel a flight to JFK on January 4th 2018, JFK was closed that day until the next morning because of a Hurricane Blizzard in NYC. All flights to JFK were cancelled that day, nontheless Interjet maintained that our flight was "On Time" even though this was clearly impossible. They obviously refused to cancel the flight so they could run out the clock on their customers, refuse to re-book anyone, force everyone to sleep in the airport overnight til they could sort out their flights home. We were forced to purchase new flights home on a different airline, at great expense. This is a desperate and criminal manipulation of airline regulations, and we do not accept this behavior.

MEX
MTY
Excellent 8.0

Short and fast flight

NA

JFK
MEX
Mediocre 2.3

Very poor policy alerting and supporting customers when my flight was camcelled due to a snowstorm at JFK. No notice. No meaningful communication as to next flight. Had to visit the airport 3 additional times in person before I was accepted on subsequent flights. Phone customer service offered no help accept to assign a useless ticket for 4 days later. Once on board everything was what you'd expect from a budget flight. Nothing more. Seats were basically metal frames with some fabric attached. Poorer then the usual coach class but nothing I'd really complain about. Also if you order through Kayak, interjet treats you differently then direct customers with 1-2 hour hold times on the phone. You become second class. Kayak does zero advocacy and puts all the work of rescheduling and fighting for a seat on the next plane completely on you. Be aware.

JFK
MEX
Mediocre 2.0

I was flying to Mexico City on the second day after the snow storm in NY, I couldn't check-in online in advance as its web page said that I had to check in at the desk 3 hrs in advance. When I got to the airport, the line was not very long at the check in desk at first, but moved very very slowly. When I finally got there, I was told my flight had been cancelled and they moved me to a flight 5 days later. While I understand that it is tough for airlines since quite a lot of flights were cancelled the previous day due to the storm, but moving my flight to 5 days later without any email/text communications is totally unacceptable. Or even if they had allowed me to check-in in advance, I could have know the status better before heading to the airport.

MEX
MIA
Excellent 8.6

Ofrecen bebida a tu elección

Que no tiene pantalla personal

Mon, Mar 5
SJO
ORD
8h 54m
Tue, Mar 20
ORD
SJO
7h 37m
Trip: 15 days
5.5OkayShow reviews
Overall 5.5 Okay
Based on 52189 reviews
Overall
5.7
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
BOS
MSY
Okay 5.3

Airport waiting area was very nice with lots of different seating options. The boarding went very quickly, but that was because the flight was mostly empty. Can't believe how expensive the luggage was. I guess that is why the ticket is less expensive.

The seats were hard and the tray table was almost non-existent.

ATL
TPA
Mediocre 2.0

Nothing

Everything

LGA
FLL
Excellent 8.0

I liked that it left on time

It’s not airlines fault but flight was full of crying babies. It was very noisy. As for the flight everything was good but seats are not too comfortable

BWI
FLL
Good 6.3

I would rather pay more for a flight that includes baggage. My carry on cost more then my tickets.

BWI
MCO
Mediocre 2.0

Price looks great but the service is very bad Fight attendance are good . Plane crew are very helpful and dedicated .

Fees are too expensive for languages and to change your reservation Had to get a new ticket with American airlines to get to my destination Spirit did not have time to work with us . We were a group of 9 involving kids .

Tue, Apr 10
SJO
ORD
10h 05m
Mon, Apr 16
ORD
SJO
11h 55m
Trip: 7 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 1350 reviews
Overall
7.6
Boarding
7.6
Comfort
7.9
Crew
8.0
Entertainment
6.4
Food
6.9
JFK
MEX
Mediocre 2.3

Very poor policy alerting and supporting customers when my flight was camcelled due to a snowstorm at JFK. No notice. No meaningful communication as to next flight. Had to visit the airport 3 additional times in person before I was accepted on subsequent flights. Phone customer service offered no help accept to assign a useless ticket for 4 days later. Once on board everything was what you'd expect from a budget flight. Nothing more. Seats were basically metal frames with some fabric attached. Poorer then the usual coach class but nothing I'd really complain about. Also if you order through Kayak, interjet treats you differently then direct customers with 1-2 hour hold times on the phone. You become second class. Kayak does zero advocacy and puts all the work of rescheduling and fighting for a seat on the next plane completely on you. Be aware.

CUN
MEX
Excellent 10.0

Attentive staff, modem airplane, larger leg space than usual, flight was on time.

MEX
MIA
Excellent 8.6

Ofrecen bebida a tu elección

Que no tiene pantalla personal

BJX
TIJ
Excellent 9.3

They certainly upped their food service. The seats are comfortable.

The air conditioning could have been cooler and stronger... several of us were actually breaking a sweat.

YVR
CUN
Excellent 10.0

The whole experience! Customer service was excellent and the staff were very polite, helpful and curtious. We were apprehensive (because it is a new company) we are so happy we decided to book with Interjet. We will be sure to fly with Interjet again!!

We wish you had more destinations. We would have booked our return flight but we are flying out of Merida Mexico. We are considering taking a bus back to Cancun so we can fly back to Vancouver BC Canada but we will wait and see. The check in baggage price seemed high but we take that back as we were both allowed our carry-on without a fee, so $34.00 was more than fair! Thank you for such great service! Sincerely, Donald Dale Meier and Cindy Erskine

Tue, Jul 31
SJO
ORD
10h 05m
Mon, Aug 6
ORD
SJO
9h 55m
Trip: 7 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 1350 reviews
Overall
7.6
Boarding
7.6
Comfort
7.9
Crew
8.0
Entertainment
6.4
Food
6.9
JFK
MEX
Okay 4.0

plane is new

they delayed from 04:45pm to like 11:15pm, the worst part is, they never tell you when the flight is gonna take off. so we just waited without knowing if we can leave nyc or not. Landed on mexico city airport around 4am local time, and took another hour to finally get out of the gate. btw, the entire mexico city airport is so smelly at that time. first time here, really really bad experience.

JFK
MEX
Mediocre 2.3

Very poor policy alerting and supporting customers when my flight was camcelled due to a snowstorm at JFK. No notice. No meaningful communication as to next flight. Had to visit the airport 3 additional times in person before I was accepted on subsequent flights. Phone customer service offered no help accept to assign a useless ticket for 4 days later. Once on board everything was what you'd expect from a budget flight. Nothing more. Seats were basically metal frames with some fabric attached. Poorer then the usual coach class but nothing I'd really complain about. Also if you order through Kayak, interjet treats you differently then direct customers with 1-2 hour hold times on the phone. You become second class. Kayak does zero advocacy and puts all the work of rescheduling and fighting for a seat on the next plane completely on you. Be aware.

JFK
MEX
Mediocre 2.0

I was flying to Mexico City on the second day after the snow storm in NY, I couldn't check-in online in advance as its web page said that I had to check in at the desk 3 hrs in advance. When I got to the airport, the line was not very long at the check in desk at first, but moved very very slowly. When I finally got there, I was told my flight had been cancelled and they moved me to a flight 5 days later. While I understand that it is tough for airlines since quite a lot of flights were cancelled the previous day due to the storm, but moving my flight to 5 days later without any email/text communications is totally unacceptable. Or even if they had allowed me to check-in in advance, I could have know the status better before heading to the airport.

CUN
JFK
Mediocre 2.0

Nothing

Interjet refused to cancel a flight to JFK on January 4th 2018, JFK was closed that day until the next morning because of a Hurricane Blizzard in NYC. All flights to JFK were cancelled that day, nontheless Interjet maintained that our flight was "On Time" even though this was clearly impossible. They obviously refused to cancel the flight so they could run out the clock on their customers, refuse to re-book anyone, force everyone to sleep in the airport overnight til they could sort out their flights home. We were forced to purchase new flights home on a different airline, at great expense. This is a desperate and criminal manipulation of airline regulations, and we do not accept this behavior.

MEX
LAX
Excellent 9.6

Excellent service and comfortable seats, this is my best airline to travel.

Fri, Jun 29
SJO
ORD
16h 25m
Fri, Jul 6
ORD
SJO
13h 50m
Trip: 8 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 1350 reviews
Overall
7.6
Boarding
7.6
Comfort
7.9
Crew
8.0
Entertainment
6.4
Food
6.9
YVR
CUN
Excellent 10.0

The whole experience! Customer service was excellent and the staff were very polite, helpful and curtious. We were apprehensive (because it is a new company) we are so happy we decided to book with Interjet. We will be sure to fly with Interjet again!!

We wish you had more destinations. We would have booked our return flight but we are flying out of Merida Mexico. We are considering taking a bus back to Cancun so we can fly back to Vancouver BC Canada but we will wait and see. The check in baggage price seemed high but we take that back as we were both allowed our carry-on without a fee, so $34.00 was more than fair! Thank you for such great service! Sincerely, Donald Dale Meier and Cindy Erskine

MEX
MTY
Excellent 8.0

Short and fast flight

NA

BJX
TIJ
Excellent 9.3

They certainly upped their food service. The seats are comfortable.

The air conditioning could have been cooler and stronger... several of us were actually breaking a sweat.

JFK
MEX
Okay 4.0

plane is new

they delayed from 04:45pm to like 11:15pm, the worst part is, they never tell you when the flight is gonna take off. so we just waited without knowing if we can leave nyc or not. Landed on mexico city airport around 4am local time, and took another hour to finally get out of the gate. btw, the entire mexico city airport is so smelly at that time. first time here, really really bad experience.

JFK
MEX
Mediocre 2.0

I was flying to Mexico City on the second day after the snow storm in NY, I couldn't check-in online in advance as its web page said that I had to check in at the desk 3 hrs in advance. When I got to the airport, the line was not very long at the check in desk at first, but moved very very slowly. When I finally got there, I was told my flight had been cancelled and they moved me to a flight 5 days later. While I understand that it is tough for airlines since quite a lot of flights were cancelled the previous day due to the storm, but moving my flight to 5 days later without any email/text communications is totally unacceptable. Or even if they had allowed me to check-in in advance, I could have know the status better before heading to the airport.

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San Jose Juan Santamaria Intl to Chicago O'Hare International Flight Information

Flights Arrive in Chicago O'Hare International
Flights Depart from San Jose Juan Santamaria Intl
Flight Price $304
Distance 2221 miles
Airlines Interjet, American Airlines, Spirit Airlines
*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.