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

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Sat 11/18
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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:
$480
(avg. price over the last 2 weeks)
Good Deal:
$346
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

When looking for a cheap flight, consider that 25% of our users selected a flight 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.
Morning departure is around 8% more expensive than an evening flight, on average*.
*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 5h 30m, covering a distance of 2221 miles.
How many flights are there between San Jose Juan Santamaria Intl and Chicago O'Hare International?
There are 3 (nonstop) flights between San Jose Juan Santamaria Intl and Chicago O'Hare International per week, averaging 0 per day.
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 Spirit Airlines ($315), Multiple Airlines ($371) and United ($394).
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, Sunday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Chicago O'Hare International back to San Jose Juan Santamaria Intl, the best deals are generally found on Tuesday, with Saturday being the most expensive.

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

Airports
Origin
San Jose
$315
only
$315
Destination
Chicago
$315
only
$315
Sun, Feb 11
SJO
ORD
9h 05m
Mon, Feb 12
ORD
SJO
6h 33m
Trip: 2 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 50586 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
LGA
FLL
Okay 4.6

Flight was delayed. They charged for carryon bags, they charged for water.

IAH
LAS
Mediocre 3.0

Nothing to like really. Crew gathered in galley area, eating & drinking. Crew did not attend to passengers who were swinging feet & legs out in the aisle, pick up trash or other.

See above.///////////////////////////////////////////

FLL
IAH
Mediocre 3.0

They moved us from the gate to have an "on-time" departure even though we sat on the taxi way for a while. Why do airlines do this? Are on time stats more important than customer comfort and satisfaction. Then they kept the lights on during the entire flight to "sell" their products. Please, give us at least a free glass of water. You are only cheaper than other airlines when you get a $9 fare, which you have to pay to have anyhow. So they are a bare bone airline, but charges are for everything. This airline stinks, I will not be flying them again unless I absolutely have to. I thought United was bad, but they are great compared to Spirit.

LAX
DTW
Excellent 10.0

Excellent experience as always. The young crew were very nice and energetic and helpful, I am always happy flying with Spirit.

Nothing.

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

Sun, Feb 4
SJO
ORD
21h 11m
Sat, Feb 10
ORD
SJO
21h 55m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Dec 23
SJO
ORD
5h 30m
Mon, Jan 8
ORD
SJO
20h 30m
Trip: 17 days
9.8ExcellentShow reviews
Overall 9.8 Excellent
Based on 2 reviews
Overall
7.2
Boarding
7.3
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
FAT
DEN
Excellent 8.0

Heavy Hispanic woman got ill and I was really worried she might pass away because she kept laying forward asleep or passed out on the back of the seat in front of her. Finally they found a doctor who was bilingual and he took great care of her. So bravo for that UA!

Heavy Hispanic woman got ill and I was really worried she might pass away because she kept laying forward asleep or passed out on the back of the seat in front of her. Finally they found a doctor who was bilingual and he took great care of her. So bravo for that UA!

JAX
IAH
Good 7.6

N/A

Seat was really hard and hurt to sit on after the first hour. Even had trouble sleeping it was so bad.

IAD
LAX
Okay 4.0

Had xtra legroom and Wi-Fi

I paid the xtra $99 for the economy plus but my headphone jack didn’t work so I couldn’t watch a movie and my tray table was broken so I had to hold my drink and fumble with my food. The flight attendant tried to fix it but couldn’t. Made my 6 hour flight feel like 12 hours.

SJC
EWR
Mediocre 3.6

Arrived on time

Narrow seat

SJO
ORD
Excellent 10.0

The customer service was very professional and collaborative.

Tue, Mar 27
SJO
ORD
7h 00m
Wed, Apr 4
ORD
SJO
6h 55m
Trip: 9 days
8.0ExcellentShow reviews
Overall 8.0 Excellent
Based on 6464 reviews
Overall
8.1
Boarding
8.1
Comfort
8.1
Crew
8.3
Entertainment
8.0
Food
7.6
SAL
SJO
Excellent 9.3

Nice crew

The food

BOG
IAD
Good 6.3

The audio/video was broken. TVs were fuzzy and audio was horrible. Fuzzy white noise mixed with random sound. Tried personal and Avianca head phones...same result.

SJU
BOG
Good 6.3

avianca change the day off fly and miss hotel and excurcion and nobady refaund noting i lost all

direct fly

LIM
BOG
Mediocre 3.3

They pulled the food and beverage service twice for turbulence that never appeared so the food was cold/disgusting by the time it was served and I was parched. Same outdated plane. Movie was hard to see on the tv screens. Unclear direction from staff on departation form.

SJU
BOG
Excellent 10.0

Everything was perfect

Sat, Nov 18
SJO
ORD
16h 55m
Tue, Nov 21
ORD
SJO
20h 15m
Trip: 4 days
7.3GoodShow reviews
Overall 7.3 Good
Based on 4415 reviews
Overall
7.4
Boarding
7.4
Comfort
7.3
Crew
7.8
Entertainment
7.1
Food
6.9
MEX
IAD
Mediocre 2.0

a crew member was extremely rude and yield at us because we got confused with custom’s paper work and eventhough she saw we were there filling it out again she told her coworker to close the flight with out us and nobody did or tried to help I would never recommend, if I could rate no stars for bording and crew I would do it

SFO
MEX
Mediocre 2.0

No comentes

Nothing's

JFK
MEX
Excellent 9.6

I liked the service and the food that was provided.

My suitcase was ripped on the back

MIA
MEX
Good 7.6

The ticket counter heavy set with black hair, I think her 1st or last name start with "JA" is very very ride and unprofessional. In the middle of taking care of me and my wife he walk away and said., I'm going to the back, let someone else take care of you. Please call me to get the full detail @ 954-501-5998 or email: dave52sinclair@gmail.com

Ticket counter employee at Miami international airport are very rude and unprofessional.

MEX
SFO
Mediocre 2.0

Miss morning fight onAeroméxico ,canceled our return fligh thome Wanted to charge us more to More to book a flight back the fair was the fair was double the price what I paid so I had to book with United Airline

Wed, Jan 24
SJO
ORD
21h 50m
Mon, Jan 29
ORD
SJO
18h 27m
Trip: 6 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 50586 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
TPA
ORD
Excellent 8.0

I liked efective boarding procces. Without delay!

Seats that you can't move on back.

LAX
DTW
Excellent 10.0

Excellent experience as always. The young crew were very nice and energetic and helpful, I am always happy flying with Spirit.

Nothing.

LGA
FLL
Okay 4.6

Flight was delayed. They charged for carryon bags, they charged for water.

LAS
PDX
Mediocre 3.0

Hey, nothing is free. Not even water. So don't buzz through the aisle saying "food & drinks for purchase", no one's buying. Or "you can move up to a roomier seat for $75." instead of marketing that expensive seat, just get this sjow on the road. I just paid $50 to send a carry-on piece of luggage. Nickle-dime ppl to death!

See above!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!////////////////////////

DEN
LAS
Okay 5.0

Baggage policy should be more clearly advertised on the site. I could have booked a more expensive flight with a carry on included for less than what Spirit charges for flight and $50 for carry on.

Sat, Apr 28
SJO
ORD
7h 23m
Sat, May 5
ORD
SJO
8h 48m
Trip: 8 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 50586 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
DEN
LAS
Okay 5.0

Baggage policy should be more clearly advertised on the site. I could have booked a more expensive flight with a carry on included for less than what Spirit charges for flight and $50 for carry on.

FLL
ATL
Good 7.0

The landing was excellent

All the extra fees

TPA
ORD
Excellent 8.0

I liked efective boarding procces. Without delay!

Seats that you can't move on back.

FLL
IAH
Mediocre 3.0

They moved us from the gate to have an "on-time" departure even though we sat on the taxi way for a while. Why do airlines do this? Are on time stats more important than customer comfort and satisfaction. Then they kept the lights on during the entire flight to "sell" their products. Please, give us at least a free glass of water. You are only cheaper than other airlines when you get a $9 fare, which you have to pay to have anyhow. So they are a bare bone airline, but charges are for everything. This airline stinks, I will not be flying them again unless I absolutely have to. I thought United was bad, but they are great compared to Spirit.

LAX
DTW
Excellent 10.0

Excellent experience as always. The young crew were very nice and energetic and helpful, I am always happy flying with Spirit.

Nothing.

Fri, May 18
SJO
ORD
10h 30m
Wed, May 23
ORD
SJO
7h 20m
Trip: 6 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 50586 reviews
Overall
5.6
Boarding
6.0
Comfort
5.3
Crew
6.4
Entertainment
4.5
Food
4.6
TPA
ORD
Excellent 8.0

I liked efective boarding procces. Without delay!

Seats that you can't move on back.

LAS
PDX
Mediocre 3.0

Hey, nothing is free. Not even water. So don't buzz through the aisle saying "food & drinks for purchase", no one's buying. Or "you can move up to a roomier seat for $75." instead of marketing that expensive seat, just get this sjow on the road. I just paid $50 to send a carry-on piece of luggage. Nickle-dime ppl to death!

See above!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!////////////////////////

FLL
ATL
Good 7.0

The landing was excellent

All the extra fees

LAS
CLE
Excellent 10.0

zero problems

all great

MCO
ORD
Excellent 10.0

Flight was on time departing and arrival...

Could not lean back in the seats...but the flight was quick so that negates that.

Fri, Mar 23
SJO
ORD
5h 30m
Sat, Apr 7
ORD
SJO
18h 35m
Trip: 16 days
9.8ExcellentShow reviews
Overall 9.8 Excellent
Based on 2 reviews
Overall
7.2
Boarding
7.3
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
SJO
ORD
Excellent 10.0

The customer service was very professional and collaborative.

EWR
PBI
Okay 4.6

Arrived on time

Distance between gates

FAT
DEN
Excellent 8.0

Heavy Hispanic woman got ill and I was really worried she might pass away because she kept laying forward asleep or passed out on the back of the seat in front of her. Finally they found a doctor who was bilingual and he took great care of her. So bravo for that UA!

Heavy Hispanic woman got ill and I was really worried she might pass away because she kept laying forward asleep or passed out on the back of the seat in front of her. Finally they found a doctor who was bilingual and he took great care of her. So bravo for that UA!

JAX
IAH
Good 7.6

N/A

Seat was really hard and hurt to sit on after the first hour. Even had trouble sleeping it was so bad.

IAD
LAX
Okay 4.0

Had xtra legroom and Wi-Fi

I paid the xtra $99 for the economy plus but my headphone jack didn’t work so I couldn’t watch a movie and my tray table was broken so I had to hold my drink and fumble with my food. The flight attendant tried to fix it but couldn’t. Made my 6 hour flight feel like 12 hours.

Tue, Dec 19
SJO
ORD
16h 46m
Sat, Jan 6
ORD
SJO
5h 15m
Trip: 19 days
9.8ExcellentShow reviews
Overall 9.8 Excellent
Based on 2 reviews
Overall
7.2
Boarding
7.3
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IAH
LAS
Good 7.3

Seat was really hard and hurt to sit on after the first hour. Even had trouble sleeping it was so bad.

IAD
LAX
Okay 4.0

Had xtra legroom and Wi-Fi

I paid the xtra $99 for the economy plus but my headphone jack didn’t work so I couldn’t watch a movie and my tray table was broken so I had to hold my drink and fumble with my food. The flight attendant tried to fix it but couldn’t. Made my 6 hour flight feel like 12 hours.

EWR
PBI
Okay 4.6

Arrived on time

Distance between gates

SJO
ORD
Excellent 10.0

The customer service was very professional and collaborative.

DCA
IAH
Good 7.3

Crew was great and helpful!

Not enough options for people with celiac.

Sat, Mar 24
SJO
ORD
5h 30m
Sat, Mar 31
ORD
SJO
13h 00m
Trip: 8 days
9.8ExcellentShow reviews
Overall 9.8 Excellent
Based on 2 reviews
Overall
7.2
Boarding
7.3
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
IAD
LAX
Okay 4.0

Had xtra legroom and Wi-Fi

I paid the xtra $99 for the economy plus but my headphone jack didn’t work so I couldn’t watch a movie and my tray table was broken so I had to hold my drink and fumble with my food. The flight attendant tried to fix it but couldn’t. Made my 6 hour flight feel like 12 hours.

IAH
LAS
Good 7.3

Seat was really hard and hurt to sit on after the first hour. Even had trouble sleeping it was so bad.

SJC
EWR
Mediocre 3.6

Arrived on time

Narrow seat

NRT
LAX
Excellent 10.0

Service and food were great. Flight was smooth and a lot of leg room. Will definitely fly again.

EWR
NRT
Mediocre 3.6

There was a flight attendant who was a little rude.

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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.