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Flight Deals from Chicago O Hare Airport to San Jose from $124

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Stops

  • Nonstop
    from $466
  • Up to 1 stop
    $271
  • Up to 2 stops
    $282

Airlines

  • Aeromexico
    $914
  • Air Canada
    $626
  • Alaska Airlines
    $869
  • American Airlines
    $445
  • AVIANCA
    $350
  • COPA Airlines
    $447
  • Delta Air Lines
    $685
  • Frontier Airlines
    $411
  • JetBlue
    $440
  • Southwest Airlines
    $571
  • Spirit Airlines
    $271
  • TACA
    $345
  • United Airlines
    $516

Cabin Class

  • Economy
    $271

Departure Airports

  • Chicago O Hare Airport
    $271

Arrival Airports

  • Juan Santamaria International Airport
    $271

Layover Airports

  • Charlotte Douglas International Airport
    $449
  • Dallas Fort Worth International Airport
    $445
  • Dallas Love Field
    $582
  • Denver International Airport
    $573
  • Detroit Metropolitan Airport
    $1797
  • Don Miguel Hidalgo Y Costilla International Airport
    $914
  • El Dorado International Airport
    $565
  • Fort Lauderdale Hollywood International Airport
    $282
  • General Edward Lawrence Logan International Airport
    $456
  • George Bush Intercontinental Houston Airport
    $282
  • Hartsfield Jackson Atlanta International Airport
    $388
  • La Aurora Airport
    $345
  • Licenciado Benito Juarez International Airport
    $914
  • Los Angeles International Airport
    $573
  • Miami International Airport
    $445
  • Monseñor Óscar Arnulfo Romero International Airport
    $347
  • Montreal Trudeau Airport
    $659
  • Nashville International Airport
    $571
  • New York John F Kennedy Airport
    $440
  • New York LaGuardia Airport
    $745
  • Newark Liberty Airport
    $535
  • Orlando International Airport
    $271
  • Ottawa Macdonald-Cartier International Airport
    $1250
  • Reagan Washington National Airport
    $561
  • San Francisco International Airport
    $869
  • Tocumen International Airport
    $447
  • Toronto Pearson Airport
    $626
  • William P Hobby Airport
    $582

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Spirit Airlines Logo
Spirit Airlines

06/11/25

ORD
27h
MCO

06/12/25

SJO
Spirit Airlines Logo
Spirit Airlines

06/17/25

SJO
31h 12m
MCO

06/18/25

ORD
$271
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/10/25

ORD
38h 5m
IAH
FLL

06/12/25

SJO
Spirit Airlines Logo
Spirit Airlines

06/17/25

SJO
31h 12m
MCO

06/18/25

ORD
$282
Free cancellation within 83 hours of booking
TACA Logo
TACA

06/11/25

ORD
17h 35m
GUA

06/12/25

SJO
TACA Logo
TACA

06/17/25

SJO
22h 5m
GUA

06/18/25

ORD
$345
Free cancellation within 83 hours of booking
TACA Logo
TACA

06/11/25

ORD
16h 55m
GUA
SAL

06/12/25

SJO
TACA Logo
TACA

06/17/25

SJO
22h 5m
GUA

06/18/25

ORD
$347
Free cancellation within 83 hours of booking
AVIANCA Logo
AVIANCA

06/10/25

ORD
6h 10m
SAL

06/10/25

SJO
AVIANCA Logo
AVIANCA

06/17/25

SJO
22h 5m
GUA

06/18/25

ORD
$350
Free cancellation within 83 hours of booking
Spirit Airlines Logo
Spirit Airlines

06/12/25

ORD
24h 6m
ATL
MCO

06/13/25

SJO
Spirit Airlines Logo
Spirit Airlines

06/16/25

SJO
21h 54m
MCO
ATL

06/17/25

ORD
$388
Free cancellation within 83 hours of booking
Frontier Airlines Logo
Frontier Airlines

06/07/25

ORD
7h 30m
ATL

06/07/25

SJO
Frontier Airlines Logo
Frontier Airlines

06/14/25

SJO
10h 27m
ATL

06/15/25

ORD
$411
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/27/25

ORD
29h 40m
JFK
FLL

05/28/25

SJO
JetBlue Logo
JetBlue

06/02/25

SJO
24h 54m
JFK

06/03/25

ORD
$440
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/11/25

ORD
14h 9m
MIA

06/11/25

SJO
American Airlines Logo
American Airlines

06/17/25

SJO
10h 11m
DFW

06/18/25

ORD
$445
Free cancellation within 83 hours of booking
COPA Airlines Logo
COPA Airlines

05/27/25

ORD
13h 59m
PTY

05/27/25

SJO
COPA Airlines Logo
COPA Airlines

06/03/25

SJO
18h 42m
PTY

06/04/25

ORD
$447
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/11/25

ORD
14h 9m
MIA

06/11/25

SJO
American Airlines Logo
American Airlines

06/17/25

SJO
11h 25m
MIA
CLT

06/17/25

ORD
$449
Free cancellation within 83 hours of booking
JetBlue Logo
JetBlue

05/27/25

ORD
29h 40m
JFK
FLL

05/28/25

SJO
JetBlue Logo
JetBlue

06/02/25

SJO
28h 26m
JFK
BOS

06/03/25

ORD
$456
Free cancellation within 83 hours of booking
AVIANCA Logo
AVIANCA

06/01/25

ORD
6h 5m
Direct

06/01/25

SJO
AVIANCA Logo
AVIANCA

06/15/25

SJO
8h 40m
Direct

06/15/25

ORD
$466
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/10/25

ORD
13h 41m
IAH

06/11/25

SJO
United Airlines Logo
United Airlines

06/17/25

SJO
13h
IAH

06/18/25

ORD
$516
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

05/28/25

ORD
13h 53m
EWR

05/29/25

SJO
United Airlines Logo
United Airlines

06/11/25

SJO
13h
IAH

06/12/25

ORD
$535
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/10/25

ORD
8h 29m
DCA
MIA

06/10/25

SJO
American Airlines Logo
American Airlines

06/17/25

SJO
10h 41m
MIA

06/17/25

ORD
$561
Free cancellation within 83 hours of booking
AVIANCA Logo
AVIANCA

05/30/25

ORD
8h 55m
BOG

05/30/25

SJO
AVIANCA Logo
AVIANCA

06/03/25

SJO
22h 5m
GUA

06/04/25

ORD
$565
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

06/11/25

ORD
20h 45m
BNA
MCO

06/12/25

SJO
Southwest Airlines Logo
Southwest Airlines

06/17/25

SJO
9h 10m
MCO

06/17/25

ORD
$571
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/01/25

ORD
12h 31m
IAH

06/02/25

SJO
United Airlines Logo
United Airlines

06/15/25

SJO
17h 50m
DEN

06/16/25

ORD
$573
Free cancellation within 83 hours of booking
United Airlines Logo
United Airlines

06/06/25

ORD
13h 55m
LAX

06/07/25

SJO
United Airlines Logo
United Airlines

06/09/25

SJO
12h
IAH

06/09/25

ORD
$573
Free cancellation within 83 hours of booking
Southwest Airlines Logo
Southwest Airlines

06/13/25

ORD
12h 10m
DAL
HOU

06/13/25

SJO
Southwest Airlines Logo
Southwest Airlines

06/16/25

SJO
28h 20m
MCO

06/17/25

ORD
$582
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/29/25

ORD
13h 15m
YYZ

05/29/25

SJO
Air Canada Logo
Air Canada

06/25/25

SJO
28h 54m
YYZ

06/26/25

ORD
$626
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

05/28/25

ORD
13h 6m
YUL

05/28/25

SJO
Air Canada Logo
Air Canada

06/11/25

SJO
25h 9m
YYZ

06/12/25

ORD
$659
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/11/25

ORD
6h 25m
ATL

06/11/25

SJO
Delta Air Lines Logo
Delta Air Lines

06/17/25

SJO
10h 32m
ATL

06/17/25

ORD
$685
Free cancellation within 83 hours of booking
American Airlines Logo
American Airlines

06/18/25

ORD
25h 14m
MIA

06/19/25

SJO
American Airlines Logo
American Airlines

06/22/25

SJO
25h 45m
MIA
LGA

06/23/25

ORD
$745
Free cancellation within 83 hours of booking
Alaska Airlines Logo
Alaska Airlines

06/11/25

ORD
27h 31m
SFO
LAX

06/12/25

SJO
Alaska Airlines Logo
Alaska Airlines

06/14/25

SJO
17h 28m
LAX
SFO

06/14/25

ORD
$869
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

06/13/25

ORD
10h 8m
MEX

06/13/25

SJO
Aeromexico Logo
Aeromexico

06/22/25

SJO
22h 12m
MEX
GDL

06/23/25

ORD
$914
Free cancellation within 83 hours of booking
Aeromexico Logo
Aeromexico

06/13/25

ORD
10h 8m
MEX

06/13/25

SJO
Aeromexico Logo
Aeromexico

06/20/25

SJO
10h 23m
MEX

06/20/25

ORD
$914
Free cancellation within 83 hours of booking
Air Canada Logo
Air Canada

06/13/25

ORD
9h 45m
YUL

06/13/25

SJO
Air Canada Logo
Air Canada

06/16/25

SJO
28h 1m
YUL
YOW

06/17/25

ORD
$1250
Free cancellation within 83 hours of booking
Delta Air Lines Logo
Delta Air Lines

06/22/25

ORD
17h
DTW
ATL

06/23/25

SJO
Delta Air Lines Logo
Delta Air Lines

06/30/25

SJO
19h 16m
ATL
DTW

07/01/25

ORD
$1797
Free cancellation within 83 hours of booking

Top Deals on flights from Chicago O Hare Airport to San Jose

Chicago, US (CHI) - San Jose, CR (SJO)

Spirit Airlines Logo
Spirit Airlines

May 28

ORD
26h 40m
MCO

May 29

SJO

as low as

$124

Chicago, US (CHI) - San Jose, CR (SJO)

Spirit Airlines Logo
Spirit Airlines

May 31

ORD
6h 28m
FLL

May 31

SJO

as low as

$152

Chicago, US (CHI) - San Jose, CR (SJO)

Spirit Airlines Logo
Spirit Airlines

Jun 13

ORD
24h 31m
MCO
FLL

Jun 14

SJO

as low as

$167

Chicago, US (CHI) - San Jose, CR (SJO)

Frontier Airlines Logo
Frontier Airlines

Jun 7

ORD
7h 30m
ATL

Jun 7

SJO

as low as

$174

Chicago, US (CHI) - San Jose, CR (SJO)

American Airlines Logo
American Airlines

Jun 11

ORD
15h 9m
MIA

Jun 11

SJO

as low as

$206

Chicago, US (CHI) - San Jose, CR (SJO)

American Airlines Logo
American Airlines

Jun 13

ORD
17h 4m
DFW

Jun 13

SJO

as low as

$206

Chicago, US (CHI) - San Jose, CR (SJO)

JetBlue Logo
JetBlue

May 27

ORD
30h 34m
JFK

May 28

SJO

as low as

$221

Chicago, US (CHI) - San Jose, CR (SJO)

COPA Airlines Logo
COPA Airlines

May 16

ORD
6h 46m
PTY

May 16

SJO

as low as

$225

Chicago, US (CHI) - San Jose, CR (SJO)

United Airlines Logo
United Airlines

Jun 10

ORD
13h 41m
IAH

Jun 11

SJO

as low as

$241

Chicago, US (CHI) - San Jose, CR (SJO)

United Airlines Logo
United Airlines

May 25

ORD
4h 14m
Direct

May 25

SJO

as low as

$245

Chicago, US (CHI) - San Jose, CR (SJO)

United Airlines Logo
United Airlines

May 17

ORD
16h 10m
DEN

May 17

SJO

as low as

$249

Chicago, US (CHI) - San Jose, CR (SJO)

AVIANCA Logo
AVIANCA

Jun 6

ORD
6h 5m
Direct

Jun 6

SJO

as low as

$251

Frequently Asked Questions

What is the typical flight duration from Chicago O Hare Airport to San Jose?
Direct flights from Chicago O Hare Airport to San Jose generally take between 4 to 5 hours, depending on wind conditions and specific routing. For journeys including layovers or connecting flights, total travel time may extend to 6 to 8 hours. It is wise to check schedules with your airline as minor delays or varying flight paths could affect the duration. Planning ahead with updated timings and transfer information will help you better manage your itinerary and make your journey as smooth as possible.
Are there any direct flights from Chicago O Hare Airport to San Jose?
Yes, there are direct flights available from Chicago O Hare Airport to San Jose. These non-stop services typically operate multiple times daily, although availability can change with seasonal demand. Direct routes generally cut down travel time and simplify the journey, making it less stressful. It is recommended that you compare flight schedules and book early, as direct itineraries usually offer a more efficient travel experience with fewer layover hassles, ensuring a smoother transition from departure to arrival.
What are the best transportation options from San Jose airport to downtown or popular tourist attractions?
Travelers arriving at San Jose airport have several transportation choices to reach downtown or nearby attractions. Taxis and ride-sharing services like Uber and Lyft offer door-to-door convenience, with fares typically ranging from $25 to $40 for a short 15–20 minute trip. Additionally, airport shuttles and public transit buses provide economical alternatives, generally costing between $2 and $15 per ride. Renting a car is another option that affords flexibility. Each method comes with its own benefits, so select the one that best suits your schedule and budget.
What are the must-see attractions in San Jose for travelers arriving from Chicago O Hare Airport?
When visiting San Jose, travelers should not miss landmarks that highlight the city’s unique blend of history and innovation. Top attractions include The Tech Interactive, known for its hands-on exhibits, the fascinating Winchester Mystery House, and the Rosicrucian Egyptian Museum which offers an intriguing historical perspective. Exploring vibrant areas like the downtown market centers also provides cultural insights alongside excellent dining and shopping opportunities. These attractions collectively create a memorable experience by blending modern technology with rich historical narratives.
What local dishes should travelers from Chicago O Hare Airport try when visiting San Jose?
Travelers should sample a variety of local dishes that capture the region’s culinary diversity. San Jose’s food scene blends Californian freshness with authentic Mexican influences. Be sure to try a mission-style burrito, renowned for its generous fillings, or savor seafood served in sourdough bread bowls. Numerous eateries also feature innovative fusion dishes and seasonal farm-to-table menus. Prices per entrée can range from $10 to $30, making this array of options both memorable and accessible to those looking to experience the local flavors.
Are there any family-friendly activities in San Jose for visitors from Chicago O Hare Airport?
Yes, San Jose offers a multitude of family-friendly activities that cater to all ages. Attractions such as the Children’s Discovery Museum, interactive exhibits at The Tech Interactive, and several well-maintained parks provide educational and entertaining experiences for children and adults alike. Additionally, local theaters and community centers host engaging family shows and events. Admission fees for these venues generally range from $10 to $30 per person, making it feasible to plan a day filled with both fun and learning opportunities for the entire family.
What are the best accommodations in San Jose for travelers from Chicago O Hare Airport?
San Jose provides a wide range of accommodations from luxury hotels to budget-friendly inns. Downtown options often include upscale hotels with amenities like pools, fitness centers, and complimentary breakfasts, with rates typically between $150 and $300 per night. Boutique hotels and cozy bed & breakfasts offer unique local charm at rates ranging from $100 to $200. Budget travelers can find reliable chain hotels or Airbnb listings costing between $70 and $150 per night. Booking well in advance can help secure the best pricing and ensure your lodging meets your preferences.
What safety tips should travelers from Chicago O Hare Airport keep in mind when visiting San Jose?
Travelers should remain vigilant and informed to ensure a safe visit. Always secure personal belongings, especially in crowded places and on public transit. Use reputable transportation services and avoid isolated or less-lit areas after dark. It is also advisable to stay updated with local news or weather alerts, and to have emergency contact information handy. Utilizing travel apps that offer real-time maps and safety updates can add an extra layer of security. Following these practices while exploring helps in making your journey comfortable and secure.
What are the top shopping areas for souvenirs in San Jose for travelers from Chicago O Hare Airport?
San Jose features diverse shopping venues where visitors can find unique souvenirs and local handicrafts. Vibrant districts around downtown, as well as specialty markets like those at San Pedro Square, offer artisanal goods, vintage finds, and locally made items. From handcrafted jewelry to regional artwork, you can discover treasures that reflect local craftsmanship. Prices generally range from $10 to $100, depending on the item and its uniqueness. Exploring these shopping areas gives you a direct connection with the local culture and offers ideal keepsakes from your visit.
Is there a specific time of year when San Jose is best visited by travelers from Chicago O Hare Airport?
The most favorable time to visit San Jose is typically during the spring and early fall months. During these periods, the weather is mild with temperatures generally ranging from 60°F to 80°F, which is ideal for outdoor activities and sightseeing. Additionally, these seasons provide vibrant opportunities to enjoy local festivals, outdoor markets, and recreational events. Hotel rates are often more competitive during these times. Planning your visit in these shoulder seasons can offer a comfortable climate and an enriching blend of cultural and outdoor experiences.
What are the customs requirements for travelers flying from Chicago O Hare Airport to San Jose?
Since both Chicago O Hare Airport and San Jose are located within the United States, there are no customs or immigration procedures for domestic flights. However, it is essential to carry a valid government-issued photo ID for security purposes. Be sure to adhere to TSA guidelines regarding personal belongings, liquids, and carry-on items. If your travel plans later include international connections, check the respective countries' customs regulations ahead of time. Staying informed about current security protocols can help ensure a smooth departure and arrival experience.
Are there any seasonal events in San Jose that travelers from Chicago O Hare Airport should not miss?
San Jose hosts numerous seasonal events that showcase its vibrant cultural scene. In summer, events such as the San Jose Jazz Summer Fest bring exceptional musical performances and local flavors to the forefront. During the fall, local food and wine festivals, as well as art and technology expos, offer unique regional insights. Winter markets and holiday celebrations add a festive atmosphere to the city. These events generally appeal to diverse interests and are ideal for travelers looking to immerse themselves in local traditions and community spirit, making your visit even more memorable.
What are the best budget-friendly dining options in San Jose for travelers from Chicago O Hare Airport?
San Jose boasts a dynamic culinary scene where budget-friendly dining is a highlight. Many local diners, food trucks, and casual eateries offer meals ranging from $8 to $15, making it easy to explore authentic local flavors without overspending. Options include hearty mission-style burritos, traditional Mexican street fare, and fusion dishes that blend local ingredients with international flavors. In addition, neighborhood cafes and local markets often feature daily specials and affordable menus. These dining spots provide a genuine taste of the local cuisine and an excellent way to experience the city’s gastronomic diversity.
What unique cultural experiences can travelers from Chicago O Hare Airport enjoy in San Jose?
In San Jose, cultural enthusiasts can immerse themselves in a variety of enriching experiences. Visit interactive museums that showcase technological and historical achievements, explore local art galleries, or attend community festivals that highlight diverse traditions. Engaging in neighborhood walking tours offers firsthand insights into the city’s rich heritage and modern evolution. Additionally, sampling regional cuisines in culturally significant eateries further deepens the travel experience. These activities not only enhance your understanding of local history and contemporary trends but also provide opportunities to connect with the city’s vibrant cultural scene.
What are the best outdoor activities in San Jose for visitors arriving from Chicago O Hare Airport?
Outdoor enthusiasts can take advantage of San Jose’s numerous recreational opportunities. Popular activities include hiking scenic trails in nearby parks and nature reserves, cycling along designated urban paths, or enjoying a relaxing picnic in one of the well-maintained city parks. Many guided tours and outdoor excursions offer experiences such as bird watching, local wildlife spotting, and even water sports if you venture to nearby bodies of water during warmer months. With many activities costing from free up to around $20 per person, there are plenty of options for staying active and exploring the natural beauty.

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