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Chicago to San Jose Flights

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Selected fares from Chicago to San Jose

Departure Arrival Travel dates Round-trip
CHI SJC Thu, May 29 - Wed, Jun 4 $261
CHI SJC Sat, May 24 - Sat, May 31 $264
CHI SJC Sat, May 24 - Sat, May 31 $270
CHI SJC Sat, May 24 - Sat, May 31 $328
CHI SJC Tue, Apr 22 - Sat, May 3 $332
CHI SJC Sat, May 24 - Tue, May 27 $356
CHI SJC Thu, May 15 - Wed, May 21 $404
CHI SJC Thu, May 15 - Wed, May 21 $462
CHI SJC Sat, Apr 26 - Tue, Apr 29 $764
CHI SJC Sun, May 4 - Mon, May 5 $829

Chicago and San Jose airports and terminals

Airports in Chicago IL, US
map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare Airport (ORD)

    Distance from City Center: 15.1 miles

    Terminals and carriers for flights from ORD to SJC

    Terminal Carriers
    Terminal 3 American Airlines, US Airways
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Airports in San Jose CA, US
map of airports in San Jose
  • 1

    San Jose International Airport (SJC)

    Distance from City Center: 1.6 miles

    Terminals and carriers for flights from CHI to SJC

    Terminal Carriers
    Terminal A American Airlines, US Airways
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Cheap flights from Chicago to San Jose

Sun Mon Tue Wed Thu Fri Sat
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$261
30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured San Jose Airport Hotels

Hotel only $82

Caravelle Inn And Suites

2 stars
2.0 / 5 7 reviews

1310 N First Street Map

...San Jose airport hotel with shuttle service and popular Park.... More

Hotel only $99

The BEST WESTERN Airport Plaza is a boutique-style property with a homey atmosphere.... More

Hotel only $77

Holiday Inn SAN JOSE - AIRPORT

1350 North First Street Map

...Located in the thick of San Jose's business district, the Holiday Inn San Jose - Airport offers stunning views of the Silicon Valley skyline.... More

Vagabond Inn San Jose

2 stars
2.5 / 5 8 reviews

1488 N First Street Map

Vagabond Inn San Jose Airport (SJC) is located in San Jose, CA, the heart of the Silicon Valley, off the 101 and 880 Freeways.... More

Hotel only $95

Courtyard by Marriott San Jose Airport

3 stars
3.8 / 5 12 reviews

1727 Technology Drive Map

Rate includes breakfast

The stylishly-appointed Courtyard San Jose Airport Hotel is a departure from the same old business travel.... More

Hotel only $78

Wyndham Garden San Jose Airport

3 stars
2.5 / 5 4 reviews

1355 North 4th Street Map

...This Wyndham Garden San Jose Airport hotel provides business and leisure travelers with comfort and convenience in the heart of Silicon Valley.... Complimentary shuttle service lets you make... More

May

Cheapest weekend flights in May from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 8 Chicago (ORD) San Jose (SJC) Virgin America $452
Earn $4.52
Return Sun, May 11 San Jose (SJC) Chicago (ORD) Virgin America

Lowest roundtrip airfare in May from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, May 29 Chicago (ORD) San Jose (SJC) United Airlines $261
Earn $2.61
Return Wed, Jun 4 San Jose (SJC) Chicago (ORD) United Airlines

Best one-week trip in May from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, May 24 Chicago (ORD) San Jose (SJC) US Airways $264
Earn $2.64
Return Sat, May 31 San Jose (SJC) Chicago (ORD) US Airways
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June

Cheapest weekend flights in June from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 13 Chicago (ORD) San Jose (SJC) American Airlines $402
Earn $4.02
Return Sun, Jun 15 San Jose (SJC) Chicago (ORD) American Airlines

Lowest roundtrip airfare in June from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Mon, Jun 9 Chicago (ORD) San Jose (SJC) American Airlines $402
Earn $4.02
Return Thu, Jun 12 San Jose (SJC) Chicago (ORD) American Airlines

Best one-week trip in June from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jun 20 Chicago (ORD) San Jose (SJC) American Airlines $448
Earn $4.48
Return Fri, Jun 27 San Jose (SJC) Chicago (ORD) American Airlines
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July

Cheapest weekend flights in July from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 10 Chicago (ORD) San Jose (SJC) American Airlines $393
Earn $3.93
Return Sun, Jul 13 San Jose (SJC) Chicago (ORD) American Airlines

Lowest roundtrip airfare in July from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jul 1 Chicago (ORD) San Jose (SJC) United Airlines $332
Earn $3.32
Return Tue, Jul 15 San Jose (SJC) Chicago (ORD) United Airlines

Best one-week trip in July from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jul 2 Chicago (ORD) San Jose (SJC) Alaska Airlines $560
Earn $5.60
Return Wed, Jul 9 San Jose (SJC) Chicago (ORD) Alaska Airlines
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Flights to San Jose

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

San Jose Airport Information

Get low-budget tickets for flights to San Jose with the help of Orbitz.com. San Jose International Airport serves San Jose City and is located two miles northwest of the downtown area. The airport is in proximity to the intersections of State Route 87, US Route 102 and Interstate 880; the major carriers at its two terminals are Southwest Airlines, Alaska Airlines, Horizon Air, American Eagle, Delta, JetBlue, United Express and US Airways.

Transportation From San Jose Airport

A free shuttle service is provided by the Route 10 Airport Flyer bus. You can also arrange for transportation from the airport by taxi, rental car or limousine through Orbitz.com. Parking will cost $15 at Economy Lot 1. Hourly lots 2, 3 and 5 each cost $2 per half hour, with a daily maximum of $30. For a more flexible budget, daily lots 4 and 6 will suffice, charging $22 a day.

San Jose Weather Information

January is quite cool, with an average temperature of 42º F. July is the hottest month, with an average temperature of 82º F. The city experiences an average of 257 sunny days per year.

San Jose's Major Attractions

For interactive adventures for children, visit Children's Discovery Museum, which is just under a mile from the city center. Other popular sites include St. Joseph Cathedral, the Happy Hollow Park and Zoo, the Municipal Rose Garden, Los Gatos Creek Trail, the Tech Museum, Alum Rock Park and the San Jose Museum of Art. Spring and fall are the best times to visit, as the weather is pleasant and resorts offer reasonable rates. You can easily find affordable flights to San Jose with the help of Orbitz.com.

Interesting facts about flights from Chicago to San Jose

    • 2 direct flights are operating from Chicago to San Jose today.
    • Today's average time for a direct flight is 4h 40m.
    • American Airlines flight 2403 (2:20 PM GMT, Boeing 737-800 Passenger) is today's earliest available flight from Chicago to San Jose.
    • American Airlines flight 2403 (2:20 PM GMT, Boeing 737-800 Passenger) is today's latest available flight from Chicago to San Jose.
    • Today's shortest direct flight from Chicago to San Jose (American Airlines flight 2403, Boeing 737-800 Passenger) takes 4h 40m.
    • Today's longest direct flight from Chicago to San Jose (American Airlines flight 2403, Boeing 737-800 Passenger) takes 4h 40m.
    • Flights from Midway Airport (MDW), O'Hare Airport (ORD) to San Jose International Airport (SJC) are available for this route.

Aircraft options between Chicago and San Jose

Equipment Carrier
Boeing 737-800 Passenger American Airlines, US Airways

Flight schedule for flights from Chicago to San Jose on Mon, Apr 21, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
United Airlines/United Airlines UA707/UA5578 ORD 6:00 AM SJC 10:46 AM 752/CR7 6hr 46min
American Airlines/American Airlines AA2301/AA1184 ORD 6:00 AM SJC 11:15 AM M80/M80 7hr 15min
Delta Air Lines/Delta Air Lines DL5716/DL2175 MDW 6:45 AM SJC 11:27 AM E75/M90 6hr 42min
Delta Air Lines/Delta Air Lines DL3517/DL2175 ORD 6:00 AM SJC 11:27 AM CR9/M90 7hr 27min
Delta Air Lines/Delta Air Lines DL2217/DL2175 ORD 6:55 AM SJC 11:27 AM 320/M90 6hr 32min
United Airlines/Delta Air Lines UA530/DL2175 ORD 6:00 AM SJC 11:27 AM 319/M90 7hr 27min
United Airlines/Delta Air Lines UA3501/DL2175 ORD 7:00 AM SJC 11:27 AM E70/M90 6hr 27min
US Airways/US Airways US424/US595 ORD 7:18 AM SJC 11:45 AM 321/319 6hr 27min
American Airlines/American Airlines AA1047/AA3615 ORD 6:50 AM SJC 12:10 PM M83/CR7 7hr 20min
United Airlines/American Airlines UA544/AA3615 ORD 6:30 AM SJC 12:10 PM 319/CR7 7hr 40min
American Airlines/Alaska Airlines AA1047/AS5469 ORD 6:50 AM SJC 12:20 PM M83/CR9 7hr 30min
American Airlines/Delta Air Lines AA1047/DL4516 ORD 6:50 AM SJC 12:20 PM M83/CR9 7hr 30min
United Airlines/Alaska Airlines UA544/AS5469 ORD 6:30 AM SJC 12:20 PM 319/CR9 7hr 50min