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Chicago to San Jose Flights

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 SJO Thu, Feb 19 - Fri, Feb 20 $373
CHI SJO Tue, Feb 24 - Thu, Feb 26 $462
CHI SJO Sun, Feb 8 - Sun, Feb 15 $517
CHI SJO Fri, Jan 30 - Fri, Feb 6 $532
CHI SJO Thu, Jan 22 - Thu, Jan 29 $561
CHI SJO Sun, Feb 15 - Tue, Feb 24 $564
CHI SJO Thu, Jan 29 - Wed, Feb 4 $603
CHI SJO Thu, Jan 15 - Thu, Jan 22 $608
CHI SJO Sun, Apr 19 - Sun, Apr 26 $789
CHI SJO Thu, Jan 15 - Thu, Jan 22 $7,292

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 SJO

    Terminal Carriers
    Terminal 1 United Airlines
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Airports in San Jose , CR
map of airports in San Jose
  • 1

    Juan Santamaria Intl (SJO)

    Distance from City Center: 10 miles

    Terminals and carriers for flights from CHI to SJO

    Terminal Carriers
    Terminal M United Airlines
Back to menu Return to top
Sun Mon Tue Wed Thu Fri Sat
1 2 3
4 5 6 7 8 9 10
11 12 13 14 15 16 17
18 19 20
$400
21
$400
22 23 24
25 26 27 28 29 30 31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured San Jose Airport Hotels

Hotel only $80

Courtyard Marriott San Jose Airport Alajuela

3 stars
4.1 / 5 38 reviews

Radial Francisco J. Orlich,Plaza Los Mangos Map

Rate includes breakfast for 1 adult

...Located just 4 minutes from the Juan Santamaria International Airport Costa Rica, this LEED-constructed Alajuela hotel features a modern lobby with 24-hour Market and GoBoard information center,... More

Hotel only $77

Holiday Inn Express SAN JOSE COSTA RICA AIRPORT

3 stars
4.1 / 5 50 reviews

1 Km Al Este Del Aeropuerto,Internacional Juan San Map

...Airport-adjacent hotel with a free breakfast buffet and 24-hour shuttle The Holiday Inn Express San Jose Costa Rica Airport sits just one mile from the international airport and only 10 miles... More

Hotel only $66

El Rodeo Estancia Boutique Hotel and Steakhouse

3 stars
3.6 / 5 8 reviews

49-4005 Map

Special Offer for a Limited Time

El rodeo is a four-star hotel located only 10 minutes away from the Juan Santamaria International Airport, and in the heart of the latest bustling business and commercial district Lindora Santa... More

Hotel only $49

Hotel Catedral Casa Cornejo

3 stars
Not yet reviewed

Avenue 1 Street 1 Northeast Corner of Cathedral Map

Special Rate! - Book Now and Save

...Located less than 5 minutes away from the International Airport Juan Santamaria.... More

Hotel only $78

Hampton Inn & Suites by Hilton San Jose-Airport

2 stars
4.1 / 5 29 reviews

Hwy 1 Airport Blvd Map

Free On The HouseT hot breakfast, Wi-Fi

...San Jose hotel near the airport with free breakfast and a pool The Hampton Inn & Suites Airport-San Jose hotel sits just minutes from the international airport and downtown San Jose, making it... More

Hotel only $66

Hotel Aeropuerto

3 stars
3.1 / 5 10 reviews

2.2 Miles west from SJO International Airport Map

Limited Time Special Sale!!

Hotel Aeropuerto is a nice a quiet costarrican Boutique Hotel, located 5 minutes from Juan Santamaria Internatinal Airport.... More

January

Cheapest weekend flights in January from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jan 29 Chicago (ORD) San Jose (SJO) Spirit Airlines $430
Earn $4.30
Return Sun, Feb 1 San Jose (SJO) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in January from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Jan 20 Chicago (ORD) San Jose (SJO) Spirit Airlines $400
Earn $4.00
Return Mon, Jan 26 San Jose (SJO) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jan 16 Chicago (ORD) San Jose (SJO) Spirit Airlines $410
Earn $4.10
Return Fri, Jan 23 San Jose (SJO) Chicago (ORD) Spirit Airlines
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February

Cheapest weekend flights in February from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Feb 20 Chicago (ORD) San Jose (SJO) Spirit Airlines $460
Earn $4.60
Return Mon, Feb 23 San Jose (SJO) Chicago (ORD) Spirit Airlines

Lowest roundtrip airfare in February from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 19 Chicago (ORD) San Jose (SJO) Spirit Airlines $373
Earn $3.73
Return Fri, Feb 20 San Jose (SJO) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 19 Chicago (ORD) San Jose (SJO) Spirit Airlines $400
Earn $4.00
Return Thu, Feb 26 San Jose (SJO) Chicago (ORD) Spirit Airlines
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March

Lowest roundtrip airfare in March from Chicago to San Jose

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Mar 31 Chicago (ORD) San Jose (SJO) Spirit Airlines $400
Earn $4.00
Return Thu, Apr 9 San Jose (SJO) Chicago (ORD) Spirit Airlines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Mar 11 Chicago (ORD) San Jose (SJO) Spirit Airlines $400
Earn $4.00
Return Wed, Mar 18 San Jose (SJO) Chicago (ORD) Spirit Airlines
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Find Cheap Flights from Chicago 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

When you use Orbitz.com to purchase your air ticket, you will have a variety of cheap flights to San Jose to choose from. There are nine air passenger carriers that service the Mineta San José International Airport. American Airlines, Delta, Hawaiian Airlines, JetBlue, United, US Airways and Volaris use Terminal A, while Southwest and Alaska Airlines use Terminal B. The airport offers easy access to the city, as it is less than five miles northwest of downtown San Jose.

Ground Transportation in San Jose

If you hop on the VTA Airport Flyer, you will be able to access the Amtrak, the Metro Light Rail and Caltrain railways, Greyhound buses and the Bay Area Rapid Transit (BART). The Monterey Airbus and Santa Cruz Airport Flyer also make scheduled stops at the airport. There are several cab companies that service the airport, with fares between $15 and $20 for transportation into downtown San Jose. Book your flight with Orbitz.com, and you can also find deals on hotels that offer free airport shuttle service, or you can simply rent a car so that you can get around during your stay.

San Jose Weather Information

San Jose gets very little rainfall, and the year-round temperatures are rather moderate. You can expect the winter months to be in the low 40s to high 50s, and the summer months rarely venture higher than the low 80s. Nights can be cool in San Jose, so make sure you pack a light jacket or layer your clothes to accommodate the change in temperature.

What to Do in San Jose

If you're traveling with children, be sure to visit the Raging Waters water park, the Happy Hollow Park and Zoo and the Children's Discovery Museum of San Jose. Adults might prefer to visit one of the many museums, art galleries and theaters in San Jose. Whatever you decide to do while you're there, don't forget to come back to Orbitz.com to book cheap flights to San Jose for your next trip.

Flight schedule for flights from Chicago to San Jose on Tue, Dec 30, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
Spirit Airlines/Spirit Airlines NK425/NK335 ORD 5:30 PM SJO 1:25 AM 319/320 7hr 55min
American Airlines/American Airlines AA1342/AA2364 ORD 5:00 AM SJO 11:44 AM 738/757 6hr 44min
American Airlines/US Airways AA1342/US2364 ORD 5:00 AM SJO 11:44 AM 738/757 6hr 44min
US Airways/American Airlines US1342/AA2364 ORD 5:00 AM SJO 11:44 AM 738/757 6hr 44min
US Airways/US Airways US1342/US2364 ORD 5:00 AM SJO 11:44 AM 738/757 6hr 44min
United Airlines/United Airlines UA1500/UA1096 ORD 5:10 AM SJO 12:41 PM 739/738 7hr 31min
Delta Air Lines/Delta Air Lines DL2030/DL900 MDW 6:00 AM SJO 12:45 PM 320/757 6hr 45min
Spirit Airlines/Spirit Airlines NK409/NK755 ORD 5:30 AM SJO 12:48 PM 319/321 7hr 18min
American Airlines/American Airlines AA1342/AA1317 ORD 5:00 AM SJO 1:04 PM 738/738 8hr 4min
American Airlines/US Airways AA1342/US1317 ORD 5:00 AM SJO 1:04 PM 738/738 8hr 4min
American Airlines/American Airlines AA1078/AA1317 ORD 6:00 AM SJO 1:04 PM 738/738 7hr 4min
American Airlines/US Airways AA1078/US1317 ORD 6:00 AM SJO 1:04 PM 738/738 7hr 4min
Frontier Airlines/US Airways F91256/US1317 ORD 6:00 AM SJO 1:04 PM 320/738 7hr 4min