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Cheap flights from Chicago (CHI) to San José (SJO) from $77

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — SJO
May 12 — May 191
From?
To?
Sun 5/12
Sun 5/19
1 adult, Economy
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The best prices from Chicago to San José Juan Santamaria Intl are usually found in August or September, booked 33 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to San José

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 7, 2024.

Popular in

December

Cheapest in

August

Round-trip from

$392

One-way from

$77
High demand for flights, 28% potential price rise
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Best time to find cheap flights, 22% potential price drop
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From Chicago (CHI) to San José Juan Santamaria Intl
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One-way flight from Chicago (CHI) to San José Juan Santamaria Intl
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What is the cheapest day to fly round-trip from Chicago to San José, San José Province?

Users have found that leaving on a Tuesday can be a cost-effective option. It’s possible to save up to 36% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Chicago to San José, San José Province?

To save up to 29% on this flight, we recommend booking at least 34 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to San José, San José Province from $349 1-2 weeks out and tickets from $584 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to San José, San José Province?

The best pricing can be found in the month of August. Prices to San José, San José Province from Chicago average $539. You can even find prices in August for less than $539, as users have found deals to San José, San José Province from as low as $287. The month of December appears to be one of the more expensive times to travel to San José, San José Province from Chicago. Flying in the targeted month can save you up to 38%.

When is the cheapest time to fly from Chicago to San José, San José Province (CHI - SJO)?

One of the essential ways to save on airfare from Chicago to San José, San José Province is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 22% on airfare.

Cheap Spirit Airlines flights from Chicago to San José

Explore cheap flight options specifically provided by Spirit Airlines for the route between Chicago and San José. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Peruse some of the lowest-priced Spirit Airlines flights we've found from Chicago to San José. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$195
Tue 5/285:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Wed 6/512:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/7$198
Thu 5/3010:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$204
Wed 6/56:40 pmORD - SJO
1 stop17h 57mSpirit Airlines
Wed 6/1212:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/6$205
Wed 5/295:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Thu 6/612:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Deal found 5/6$206
Sat 5/183:35 pmORD - SJO
2 stops18h 11mSpirit Airlines
Tue 5/2112:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$207
Thu 5/3010:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:32 pmSJO - ORD
2 stops33h 38mSpirit Airlines
Deal found 5/6$208
Tue 5/287:08 amORD - SJO
1 stop26h 38mSpirit Airlines
Mon 6/312:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/6$210
Wed 6/511:01 amORD - SJO
3 stops14h 08mSpirit Airlines
Tue 6/1112:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/6$211

Cheap Frontier flights from Chicago to San José

Explore cheap flight options specifically provided by Frontier for the route between Chicago and San José. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Browse through some of the cheapest Frontier flights traveling from Chicago to San José. Deals frequently update to provide users with more options.
Wed 6/51:43 pmMDW - SJO
1 stop19h 23mFrontier
Sun 6/99:23 amSJO - MDW
1 stop28h 11mFrontier
Deal found 5/6$336
Wed 8/147:27 amMDW - SJO
1 stop25h 58mFrontier
Sun 8/189:40 amSJO - MDW
1 stop24h 15mFrontier
Deal found 5/6$342
Wed 9/119:44 pmMDW - SJO
1 stop11h 41mFrontier
Sun 9/159:40 amSJO - MDW
1 stop10h 09mFrontier
Deal found 5/6$363
Wed 7/317:27 amMDW - SJO
1 stop25h 58mFrontier
Sun 8/49:40 amSJO - MDW
1 stop24h 15mFrontier
Deal found 5/6$374
Fri 8/93:28 pmMDW - SJO
2 stops41h 57mFrontier
Sun 8/189:40 amSJO - MDW
1 stop24h 15mFrontier
Deal found 5/6$380
Wed 9/1112:15 pmMDW - SJO
2 stops21h 10mFrontier
Sun 9/159:40 amSJO - MDW
1 stop10h 09mFrontier
Deal found 5/6$386
Sat 5/257:53 amMDW - SJO
1 stop25h 13mFrontier
Sun 6/29:40 amSJO - MDW
1 stop10h 17mFrontier
Deal found 5/5$400
Wed 5/297:53 amMDW - SJO
1 stop25h 23mFrontier
Thu 6/69:19 amSJO - MDW
1 stop28h 15mFrontier
Deal found 5/6$403
Wed 8/77:27 amMDW - SJO
1 stop25h 58mFrontier
Sun 8/119:40 amSJO - MDW
1 stop10h 09mFrontier
Deal found 5/6$405

Cheap Chicago to San José flights in May & June 2024

Find cheap flight options from Chicago to San José specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 7, 2024.
The lowest fares we've come across on flights traveling from Chicago to San José in May and June 2024. Check back in a little while for more flight options.
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$195
Tue 5/285:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Wed 6/512:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/7$198
Thu 5/3010:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$204
Wed 6/56:40 pmORD - SJO
1 stop17h 57mSpirit Airlines
Wed 6/1212:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/6$205
Wed 5/295:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Thu 6/612:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Deal found 5/6$206
Sat 5/183:35 pmORD - SJO
2 stops18h 11mSpirit Airlines
Tue 5/2112:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$207
Thu 5/3010:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:32 pmSJO - ORD
2 stops33h 38mSpirit Airlines
Deal found 5/6$208
Tue 5/287:08 amORD - SJO
1 stop26h 38mSpirit Airlines
Tue 6/412:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$210
Wed 6/511:01 amORD - SJO
3 stops14h 08mSpirit Airlines
Tue 6/1112:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/6$211

Chicago to San José 2024 flight deals

Discover exclusive flight deals for travel between Chicago and San José in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
The lowest fares we've come across on flights traveling from Chicago to San José in May and June 2024. Check back in a little while for more flight options.
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$195
Tue 5/285:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Wed 6/512:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/7$198
Thu 5/3010:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$204
Wed 6/56:40 pmORD - SJO
1 stop17h 57mSpirit Airlines
Wed 6/1212:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/6$205
Wed 5/295:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Thu 6/612:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Deal found 5/6$206
Sat 5/183:35 pmORD - SJO
2 stops18h 11mSpirit Airlines
Tue 5/2112:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 5/6$207
Thu 5/3010:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:32 pmSJO - ORD
2 stops33h 38mSpirit Airlines
Deal found 5/6$208
Tue 5/287:08 amORD - SJO
1 stop26h 38mSpirit Airlines
Mon 6/312:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/6$210
Wed 6/511:01 amORD - SJO
3 stops14h 08mSpirit Airlines
Tue 6/1112:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/6$211

Non-stop flights to San José from Chicago

Discover non-stop flight options from Chicago to San José. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Consider booking one of these non-stop flights heading from Chicago to San José. Search for alternative flights from Chicago to San José by utilizing the search form above.
Wed 6/54:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 6/125:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$326
Wed 6/54:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 6/125:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$331
Wed 6/264:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 7/175:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/7$373
Wed 6/54:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 6/125:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$382
Wed 7/244:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 7/285:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$387
Wed 6/54:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 6/95:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$396
Wed 6/54:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 6/95:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$401
Fri 6/74:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 6/125:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/7$417
Wed 6/124:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 6/235:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/6$429

Chicago to San José flights leaving soon

Find last-minute flight options from Chicago to San José for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Have a look at some of the last-minute flights available departing from Chicago to San José. It's wise to confirm all flight details are correct before booking.
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$195
Tue 5/147:08 amORD - SJO
2 stops27h 13mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$227
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$229
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Fri 5/2412:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/6$235
Tue 5/1410:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Sat 5/259:36 amSJO - ORD
3 stops35h 10mSpirit Airlines
Deal found 5/6$238
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Fri 5/2412:59 amSJO - ORD
2 stops13h 12mSpirit Airlines
Deal found 5/6$243
Tue 5/147:08 amORD - SJO
2 stops27h 13mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$249
Tue 5/145:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Fri 5/2412:59 amSJO - ORD
1 stop7h 56mSpirit Airlines
Deal found 5/6$253
Tue 5/146:40 pmORD - SJO
3 stops39h 06mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/6$258

One-way flights to San José from Chicago

Search for one-way flight options from Chicago to San José. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
If you're seeking multiple options on one-way flights from Chicago to San José, be sure to check out these deals, which are updated often. Users needing a return flight from Chicago to San José should utilize the search form above.
Wed 5/157:00 amMDW - SJO
1 stop26h 16mFrontier
Deal found 5/5$77
Wed 5/156:00 amORD - SJO
1 stop27h 16mFrontier
Deal found 5/5$77
Wed 6/56:40 pmORD - SJO
1 stop17h 57mSpirit Airlines
Deal found 5/6$79
Tue 5/216:40 pmORD - SJO
1 stop17h 52mSpirit Airlines
Deal found 5/6$80
Sat 5/186:40 pmORD - SJO
1 stop17h 52mSpirit Airlines
Deal found 5/6$85
Wed 6/511:01 amORD - SJO
3 stops14h 08mSpirit Airlines
Deal found 5/6$87
Tue 5/219:35 amORD - SJO
2 stops15h 29mSpirit Airlines
Deal found 5/6$89
Sat 5/183:35 pmORD - SJO
2 stops18h 11mSpirit Airlines
Deal found 5/6$93
Tue 5/216:40 pmORD - SJO
1 stop17h 52mSpirit Airlines
Deal found 5/6$94

Find flights from Chicago to San José within your budget

Customize your flight search to find flights from Chicago to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$198 - $336

Route

Depart

Return

Price

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 5/28

1 stop7h 32m

San José Juan Santamaria Intl

Wed 6/5

1 stop9h 21m

$198

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/30

1 stop14h 06m

San José Juan Santamaria Intl

Mon 6/3

1 stop28h 08m

$204

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/5

1 stop17h 57m

San José Juan Santamaria Intl

Wed 6/12

1 stop9h 21m

$205

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/29

1 stop7h 23m

San José Juan Santamaria Intl

Thu 6/6

1 stop11h 23m

$206

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/18

2 stops18h 11m

San José Juan Santamaria Intl

Tue 5/21

1 stop28h 08m

$207

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 6/4

1 stop7h 32m

San José Juan Santamaria Intl

Mon 6/10

3 stops24h 25m

$248

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

Tue 5/21

1 stop26h 11m

San José Juan Santamaria Intl

Tue 5/28

1 stop16h 12m

$258

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/5

Nonstop6h 45m

San José Juan Santamaria Intl

Wed 6/12

Nonstop7h 55m

$326

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

Wed 6/5

1 stop19h 23m

San José Juan Santamaria Intl

Sun 6/9

1 stop28h 11m

$336

Flights are sorted by cheapest first

Deals found on 5/7

When is the best time to book a flight from Chicago to San José, San José Province?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to San José. Price data was last updated on May 3, 2024.
The best time to book flights from Chicago to San José, San José Province is 33 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Search Deals

When is the cheapest time to fly from Chicago to San José, San José Province?

Use this chart to determine the cheapest time to fly round-trip from Chicago to San José. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to San José, San José Province flight should consider departing on Wednesday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to San José by month

Plan your trip from Chicago to San José by taking into account the cheapest months to travel. The average price of a one-way flight from Chicago to San José is currently $85 while a round-trip flight costs $243. Price data was last updated on April 28, 2024.

Currently, September is the cheapest month in which you can book a flight from Chicago to San José, San José Province (average of $392). Flying from Chicago to San José, San José Province in July is currently the most expensive (average of $534). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

January

$427

February

$449

March

$497

April

$415

May

$409

June

$505

July

$534

August

$437

September

$392

October

$406

November

$479

December

$485

Temperature and rainfall in San José by month

Plan your trip to San José by taking into account the average temperature and rainfall totals by month.

SJO

Temperature

64.4 - 69.8 °F

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated May 7, 2024.
See what other customers who have flown with Spirit Airlines, Frontier and Delta from Chicago to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,810 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,810 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

JetBlue
7.6
Good
4,530 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Aeromexico
7.6
Good
2,575 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

LATAM Airlines
7.6
Good
2,452 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Avianca
7.5
Good
3,835 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Entertainment

8.0

Boarding

8.2

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Chicago to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San José from Chicago?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl is the airport most travelers will use when flying to San José from Chicago. Booking flights from Chicago to Juan Santamaria Intl (SJO) should be relatively easy as there are 0 daily inbound flights from Chicago from 10 different airlines.

  • Can I find flights from Chicago to San José, San José Province for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago to San José, San José Province for under $200. The cheapest flight booked recently is on Spirit Airlines for just $198, but on average you can expect to pay $213.

  • Are there nonstop flights from Chicago to San José, San José Province for under $400 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to San José, San José Province under $400. A good price for a nonstop flight from Chicago to San José, San José Province is less than $445.

  • Are there last-minute flights available from Chicago to San José, San José Province for under $200?

    There are currently 20+ open flights from Chicago to San José, San José Province within the next 7 days for less than $200.

  • What is the cheapest airline to fly from Chicago to San José, San José Province round-trip?

    Currently priced at $198, Spirit Airlines will fly you from Chicago to San José, San José Province and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Spirit Airlines is currently priced 63% below the average price you’ll pay for this route.

  • What are the most popular airlines that fly from Chicago to San José, San José Province?

    Consider American Airlines, Air Canada or Aeromexico when booking your flight. These represent the most popular airlines when flying from Chicago to San José, San José Province.

  • What are the cheapest flights from Chicago to San José, San José Province?

    The cheapest flight price from Chicago to San José, San José Province is $102. On average you can expect to pay $453. The most popular route, (Chicago O'Hare Intl - San José Juan Santamaria Intl), can usually be booked for $195.

  • What does ORD to SJO mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and San José Juan Santamaria Intl Airport (SJO). Codes like San José Juan Santamaria Intl Airport are often used to just call airports uniquely. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Where are the most common layover locations when flying from Chicago to San José, San José Province?

    Most of the time, Chicago to San José, San José Province flights that have layovers will stop in Fort Lauderdale. Orlando follows Fort Lauderdale in terms of the most common layover location on Chicago to San José, San José Province flights.

  • What are some popular things to do or see while on a layover in Fort Lauderdale?

    Most Fort Lauderdale visitors opt to spend their time experiencing Las Olas Beach, Port Everglades, and Fort Lauderdale Beach Park. Las Olas Beach, Port Everglades and Fort Lauderdale Beach Park are located about 4.1 mi, 2.1 mi, and 4.2 mi, respectively from Fort Lauderdale if you are interested in checking them out. Those looking to explore during their layover in Fort Lauderdale can rent a car from Fort Lauderdale for about $32 per day.

  • What are some popular points of interest to see during a layover in Orlando?

    The majority of Orlando visitors spend their time at Walt Disney World Resort, Universal Orlando Resort, and International Drive. Those on a layover in Orlando interested in visiting Walt Disney World Resort, Universal Orlando Resort, or International Drive can do so by traveling 16.2 mi, 10.3 mi, and 9.9 mi, respectively from Orlando. Those looking to explore during their layover in Orlando can rent a car from Orlando for about $32 per day.

  • Where are the least popular layover locations for Chicago to San José, San José Province flights?

    Chicago to San José, San José Province flights have a layover in Panama City the least frequently.

  • Can I find deals for flights from Chicago to San José that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to San José flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to San José with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to San José flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to San José that include hotel bookings?

    Yes. In addition to deals on Chicago to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San José.

  • Can I find deals for business class flights from Chicago to San José?

    Yes. Cheapflights offers flight deals from Chicago to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to San José that allow pets onboard?

    Many airlines flying from Chicago to San José offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to San José?

    Yes, you can often find last-minute deals on Chicago to San José flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to San José, San José Province flight deals updated?

    The Chicago to San José, San José Province flight deals you see on this page were last updated on 5/7.

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Alternative routes for Chicago to San José
See prices for flight routes from nearby airports that may be better suited for you.

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Top 10 airlines flying from Chicago to San José

Discover the top 10 airlines that operate flights from Chicago to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$205Average$224FlexibilityNo cancel feeOn-time62%
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AviancaCheapest$225Average$365FlexibilityNo cancel feeOn-time71%
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Spirit AirlinesCheapest$234Average$400FlexibilityNo cancel feeOn-time65%
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JetBlueCheapest$382Average$493FlexibilityNo cancel feeOn-time62%
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Copa AirlinesCheapest$414Average$639FlexibilityNo cancel feeOn-time70%
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American AirlinesCheapest$567Average$749FlexibilityNo cancel feeOn-time71%
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United AirlinesCheapest$575Average$879FlexibilityNo cancel feeOn-time69%
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AeromexicoCheapest$615Average$688FlexibilityNo cancel feeOn-timeN/A
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DeltaCheapest$628Average$851FlexibilityNo cancel feeOn-timeN/A
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Air CanadaCheapest$928Average$1,528FlexibilityNo cancel feeOn-time67%
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Weekly flight availability from Chicago to San José

Explore weekly flight availability from Chicago to San José. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 7, 2024.
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Need flexible booking options for your flight to San José from Chicago? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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