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Cheap flights from Chicago (CHI) to San José (SJO) from $110

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 6/11. 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 17 — May 241
From?
To?
Fri 5/17
Fri 5/24
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 12, 2024.

Popular in

December

Cheapest in

August

Round-trip from

$389

One-way from

$125
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 $540. You can even find prices in August for less than $540, as users have found deals to San José, San José Province from as low as $288. 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 in the afternoon could potentially save you up to 21% 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 2,659,571 searches. Data last updated May 12, 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.
Sat 5/185:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/10$241
Wed 5/295:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Wed 6/1212:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Deal found 5/12$250
Wed 5/297:20 amORD - SJO
2 stops17h 44mSpirit Airlines
Wed 6/512:59 amSJO - ORD
2 stops10h 01mSpirit Airlines
Deal found 5/11$251
Wed 5/297:20 amORD - SJO
2 stops17h 44mSpirit Airlines
Tue 6/1112:59 amSJO - ORD
2 stops14h 08mSpirit Airlines
Deal found 5/12$253
Wed 5/297:20 amORD - SJO
2 stops17h 44mSpirit Airlines
Mon 6/1012:59 amSJO - ORD
2 stops18h 48mSpirit Airlines
Deal found 5/12$254
Thu 5/302:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Wed 6/512:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/11$255
Tue 5/287:08 amORD - SJO
2 stops27h 13mSpirit Airlines
Fri 5/3112:59 amSJO - ORD
2 stops16h 24mSpirit Airlines
Deal found 5/11$257
Sat 6/12:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Fri 6/712:59 amSJO - ORD
1 stop14h 29mSpirit Airlines
Deal found 5/12$262
Sat 6/16:40 pmORD - SJO
1 stop17h 52mSpirit Airlines
Fri 6/71:42 pmSJO - ORD
2 stops22h 58mSpirit Airlines
Deal found 5/11$263

Cheap Avianca flights from Chicago to San José

Explore cheap flight options specifically provided by Avianca 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 2,659,571 searches. Data last updated May 12, 2024.
Browse through some of the cheapest Avianca flights traveling from Chicago to San José. Deals frequently update to provide users with more options.
Sun 6/24:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 6/95:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$359
Sun 6/24:00 pmORD - SJO
1 stop7h 50mAvianca
Sun 6/95:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/12$361
Wed 7/244:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 7/285:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$401
Wed 7/244:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 7/286:10 amSJO - ORD
1 stop7h 30mAvianca
Deal found 5/11$403

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 2,659,571 searches. Prices were last updated on May 12, 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.
Sun 5/265:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Tue 5/2812:59 amSJO - ORD
1 stop7h 56mSpirit Airlines
Deal found 5/12$222
Wed 5/295:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Thu 6/612:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Deal found 5/11$223
Tue 5/282:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Wed 6/512:32 pmSJO - ORD
1 stop20h 29mSpirit Airlines
Deal found 5/11$225
Tue 5/282:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Fri 5/3112:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/11$229
Tue 5/285:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 6/112:32 pmSJO - ORD
1 stop9h 57mSpirit Airlines
Deal found 5/11$231
Sun 5/2612:34 pmORD - SJO
1 stop21h 12mSpirit Airlines
Wed 5/299:36 amSJO - ORD
1 stop12h 53mSpirit Airlines
Deal found 5/11$232
Wed 5/297:20 amORD - SJO
2 stops17h 44mSpirit Airlines
Mon 6/1012:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/12$236
Sat 5/185:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/10$241
Tue 5/289:35 amORD - SJO
2 stops15h 29mSpirit Airlines
Wed 6/512:32 pmSJO - ORD
1 stop26h 56mSpirit Airlines
Deal found 5/11$242

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 2,659,571 searches. Data last updated May 12, 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.
Wed 9/185:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Wed 10/212:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Deal found 5/12$213
Sun 5/265:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Tue 5/2812:59 amSJO - ORD
1 stop7h 56mSpirit Airlines
Deal found 5/12$222
Wed 5/295:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Thu 6/612:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Deal found 5/11$223
Tue 5/282:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Wed 6/512:32 pmSJO - ORD
1 stop20h 29mSpirit Airlines
Deal found 5/11$225
Tue 5/282:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Fri 5/3112:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/11$229
Tue 5/285:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 6/112:32 pmSJO - ORD
1 stop9h 57mSpirit Airlines
Deal found 5/11$231
Sun 5/2612:34 pmORD - SJO
1 stop21h 12mSpirit Airlines
Wed 5/299:36 amSJO - ORD
1 stop12h 53mSpirit Airlines
Deal found 5/11$232
Wed 5/297:20 amORD - SJO
2 stops17h 44mSpirit Airlines
Mon 6/1012:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Deal found 5/12$236
Sat 9/145:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Sat 9/2112:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Deal found 5/11$239

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 2,659,571 searches. Data last updated May 12, 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 5/11$354
Sun 6/24:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 6/95:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$359
Wed 6/264:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 7/175:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$373
Sun 7/284:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 8/215:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/12$382
Sun 6/94:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 6/125:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/12$387
Wed 7/244:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 7/285:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$401
Fri 6/74:00 pmORD - SJO
Nonstop6h 45mAvianca
Fri 6/145:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/12$422
Wed 6/124:00 pmORD - SJO
Nonstop6h 45mAvianca
Wed 6/195:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$429
Sun 7/284:00 pmORD - SJO
Nonstop6h 45mAvianca
Sun 8/45:45 amSJO - ORD
Nonstop7h 55mAvianca
Deal found 5/11$457

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 2,659,571 searches. Data last updated May 12, 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.
Sat 5/185:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/10$241
Sat 5/186:00 amORD - SJO
1 stop27h 46mMultiple Airlines
Tue 5/211:42 pmSJO - ORD
1 stop10h 26mMultiple Airlines
Deal found 5/11$251
Tue 5/2110:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Mon 6/312:59 amSJO - ORD
1 stop7h 56mSpirit Airlines
Deal found 5/11$280
Tue 5/215:41 pmORD - SJO
1 stop7h 23mSpirit Airlines
Mon 6/312:59 amSJO - ORD
2 stops21h 11mSpirit Airlines
Deal found 5/11$288
Sat 5/187:13 pmORD - SJO
2 stops15h 08mSpirit Airlines
Sat 5/259:36 amSJO - ORD
1 stop13h 56mSpirit Airlines
Deal found 5/10$296
Tue 5/219:35 amORD - SJO
2 stops15h 29mSpirit Airlines
Tue 6/412:32 pmSJO - ORD
1 stop9h 57mSpirit Airlines
Deal found 5/11$301
Sat 5/186:00 amORD - SJO
1 stop27h 46mMultiple Airlines
Mon 5/2012:59 amSJO - ORD
1 stop7h 56mMultiple Airlines
Deal found 5/11$302
Sat 5/182:56 pmORD - SJO
1 stop18h 50mSpirit Airlines
Fri 5/2412:59 amSJO - ORD
1 stop14h 36mSpirit Airlines
Deal found 5/10$316
Sat 5/184:00 pmORD - SJO
2 stops17h 46mMultiple Airlines
Tue 5/211:42 pmSJO - ORD
1 stop10h 26mMultiple Airlines
Deal found 5/11$318

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 2,659,571 searches. Data last updated May 12, 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.
Tue 6/116:40 pmORD - SJO
1 stop30h 29mSpirit Airlines
Deal found 5/10$110
Sat 6/85:18 pmORD - SJO
1 stop7h 51mSpirit Airlines
Deal found 5/10$117
Tue 5/2110:58 amORD - SJO
1 stop14h 06mSpirit Airlines
Deal found 5/11$121
Tue 6/119:37 pmORD - SJO
2 stops27h 32mSpirit Airlines
Deal found 5/10$122
Sat 6/811:08 amORD - SJO
2 stops14h 01mSpirit Airlines
Deal found 5/10$123
Wed 5/157:00 amMDW - SJO
1 stop26h 16mFrontier
Deal found 5/11$125
Wed 5/156:00 amORD - SJO
1 stop27h 16mFrontier
Deal found 5/11$125
Wed 6/511:01 amORD - SJO
3 stops14h 08mSpirit Airlines
Deal found 5/10$127
Sat 6/811:08 amORD - SJO
2 stops14h 01mSpirit Airlines
Deal found 5/10$131

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 2,659,571 searches. Data last updated May 12, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$250 - $399

Route

Depart

Return

Price

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

Wed 6/12

1 stop9h 21m

$250

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/29

2 stops17h 44m

San José Juan Santamaria Intl

Wed 6/5

2 stops10h 01m

$251

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/29

2 stops17h 44m

San José Juan Santamaria Intl

Tue 6/11

2 stops14h 08m

$253

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/29

2 stops17h 44m

San José Juan Santamaria Intl

Mon 6/10

2 stops18h 48m

$254

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 7/31

1 stop21h 48m

San José Juan Santamaria Intl

Tue 8/27

1 stop10h 28m

$266

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 6/1

2 stops17h 25m

San José Juan Santamaria Intl

Sun 6/9

1 stop7h 55m

$295

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 6/10

3 stops29h 47m

San José Juan Santamaria Intl

Mon 6/17

3 stops23h 39m

$298

Chicago O'Hare IntlSan José Juan Santamaria Intl

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 6/2

Nonstop6h 45m

San José Juan Santamaria Intl

Sun 6/9

Nonstop7h 55m

$359

Chicago MidwaySan José Juan Santamaria Intl

MDW - SJO

MDWSJO

Chicago Midway

Sat 6/1

1 stop25h 23m

San José Juan Santamaria Intl

Sun 6/9

1 stop28h 11m

$399

Flights are sorted by cheapest first

Deals found on 5/12

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 10, 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 $122 while a round-trip flight costs $292. Price data was last updated on May 5, 2024.

Currently, September is the cheapest month in which you can book a flight from Chicago to San José, San José Province (average of $389). Flying from Chicago to San José, San José Province in July is currently the most expensive (average of $532). 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

$414

May

$409

June

$502

July

$532

August

$435

September

$389

October

$404

November

$478

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 12, 2024.
See what other customers who have flown with Spirit Airlines, Avianca and Frontier 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
8.0
Very good
10,745 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

7.9

Entertainment

8.0

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
8.0
Very good
10,745 reviews
Delta
8.0
Very good
10,745 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

7.9

Entertainment

8.0

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
2,549 reviews
Delta
8.0
Very good
10,745 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

7.9

Entertainment

8.0

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
3,792 reviews
Delta
8.0
Very good
10,745 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

7.9

Entertainment

8.0

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.

Turkish Airlines
7.4
Good
3,716 reviews
Delta
8.0
Very good
10,745 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

7.9

Entertainment

8.0

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.

United Airlines
7.4
Good
10,981 reviews
Delta
8.0
Very good
10,745 reviews
Check prices

Food

7.4

Boarding

8.2

Crew

8.6

Overall

8.0

Comfort

7.9

Entertainment

8.0

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 $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to San José, San José Province for under $300. The cheapest flight booked recently is on Spirit Airlines for just $250, but on average you can expect to pay $265.

  • 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 $486.

  • Are there last-minute flights available from Chicago to San José, San José Province for under $300?

    There are currently 20+ open flights from Chicago to San José, San José Province within the next 7 days for less than $300.

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

    Currently priced at $250, 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 53% 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 $213.

  • 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 $30 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 5/12.

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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 2,659,571 searches. Data last updated May 12, 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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Search flights from Chicago to San José by cabin class

Find flights from Chicago to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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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 12, 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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Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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