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San Jose to Chicago 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 San Jose to Chicago

Departure Arrival Travel dates Round-trip
SJC CHI Thu, Feb 5 - Sun, Feb 8 $246
SJC CHI Sat, Mar 7 - Wed, Mar 11 $246
SJC CHI Thu, Jan 29 - Thu, Feb 5 $259
SJC CHI Tue, Jan 13 - Thu, Jan 15 $276
SJC CHI Fri, Feb 6 - Sun, Feb 8 $362
SJC CHI Fri, Jan 23 - Mon, Jan 26 $544

San Jose and Chicago airports and terminals

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 SJC to CHI

    Terminal Carriers
    Terminal A American Airlines, US Airways
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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 SJC to ORD

    Terminal Carriers
    Terminal 3 American Airlines, US Airways
Back to menu Return to top
Sun Mon Tue Wed Thu Fri Sat
1 2 3
4 5 6 7
$246
8
$246
9
$246
10
11 12
$246
13 14 15
$246
16 17
18 19 20 21 22
$246
23
$246
24
25 26 27 28 29
$246
30
$246
31

Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

Featured Chicago Airport Hotels

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Hilton Chicago O'Hare Airport

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O'Hare International Airport Map

Rate Includes Breakfast

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Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

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Hilton Garden Inn Chicago/Midway Airport

3 stars
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6530 S. Cicero Avenue Map

Complimentary wired and Wi-Fi Internet Access

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Hampton Inn Chicago-Midway Airport

2 stars
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6540 S. Cicero Ave. Map

Free On The HouseT hot breakfast, Wi-Fi

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Chicago Marriott Midway

3 stars
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6520 South Cicero Avenue Map

Rate includes breakfast

Perfect for business travel and weekend getaways, the renovated Marriott Chicago Midway is just two blocks from MDW airport and offers a free 24-hr shuttle.... More

Hotel only $87

Sheraton Chicago O'Hare Airport Hotel

4 stars
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Save 15% on your stay, Breakfast Included

...Complimentary shuttle service to and from O'Hare Airport is available 24 hours a day.... Our all-suite hotel is conveniently located minutes from O'Hare International Airport, Donald E. Stephens... More

January

Cheapest weekend flights in January from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Fri, Jan 9 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Mon, Jan 12 Chicago (ORD) San Jose (SJC) Delta Air Lines

Lowest roundtrip airfare in January from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 7 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Mon, Jan 12 Chicago (ORD) San Jose (SJC) Delta Air Lines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Wed, Jan 7 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Wed, Jan 14 Chicago (ORD) San Jose (SJC) Delta Air Lines
Back to menu Return to top

February

Cheapest weekend flights in February from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 12 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Mon, Feb 16 Chicago (ORD) San Jose (SJC) Delta Air Lines

Lowest roundtrip airfare in February from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 12 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Thu, Feb 19 Chicago (ORD) San Jose (SJC) Delta Air Lines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Feb 12 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Thu, Feb 19 Chicago (ORD) San Jose (SJC) Delta Air Lines
Back to menu Return to top

March

Cheapest weekend flights in March from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Mar 5 San Jose (SJC) Chicago (ORD) US Airways $286
Earn $2.86
Return Sun, Mar 8 Chicago (ORD) San Jose (SJC) US Airways

Lowest roundtrip airfare in March from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Mar 3 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Sat, Mar 7 Chicago (ORD) San Jose (SJC) Delta Air Lines
Back to menu Return to top

Flights to Chicago

San Jose, CA, Airport Information

San Jose, CA, is home to nearly one million people, a large city population that's serviced by its own international airport, providing regular flights from San Jose to international and domestic destinations. The Norman Y. Mineta Memorial San Jose International Airport is only two miles from the downtown area at the intersections of U.S. Route 101, Interstate 880 and State Route 87. The primary airlines operating from the airport are Southwest Airlines and Alaska Airlines. Reservations for you airline ticket on these or other airlines serving the airport can be made through Orbitz.com.

Parking at the Airport

Parking at Mineta San Jose International Airport is available at three hourly and three daily lots, one of which offers economy service. The hourly lots are interspersed around the terminal area for easy access, costing $2 for 30 minutes and $30 per day flat rates. The daily lots offer parking deals with discounted parking fees of $22 a day for the regular daily lots and $15 for the economy lot, which is further away from the terminals. Disabled parking is available in front of both terminals for a $2 rate for 30 minutes and $15 for a daily charge.

Transportation From the Airport

Several methods of travel are available for passengers to make their way from anywhere in the city to the airport. Several hotels in the area offer courtesy shuttle transportation for patrons. Public bus transportation is available from the Valley Transportation Authority, and metered taxi service is also available from anywhere in the area, with the downtown-to-airport fare costing approximately $15 to $18.

Breakfast Before Departing

A quick meal can be eaten at the airport before departure in one of the many restaurants available in the concourse. Only ticketed passengers are allowed in the area containing the restaurants. Coffee and pastries are served at the Euro Café near the baggage claim area, while Starbucks can provide sandwiches as well, to get you quickly to the available flights from San Jose. If you have a bit more time to stop off on the way to the airport, try a sit-down breakfast at Café San Jose on Meridian Ave. or at Bill's Cafe on Willow St.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Interesting facts about flights from San Jose to Chicago

    • 4 direct flights are operating from San Jose to Chicago today.
    • Today's average time for a direct flight is 4h 15m.
    • American Airlines flight 46 (1:25 AM GMT, Boeing 737-800 Passenger) is today's earliest available flight from San Jose to Chicago.
    • American Airlines flight 1530 (8:10 AM GMT, Boeing 737-800 Passenger) is today's latest available flight from San Jose to Chicago.
    • Today's shortest direct flight from San Jose to Chicago (American Airlines flight 46, Boeing 737-800 Passenger) takes 4h 15m.
    • Today's longest direct flight from San Jose to Chicago (American Airlines flight 46, Boeing 737-800 Passenger) takes 4h 15m.
    • Flights from San Jose International Airport (SJC) to Midway Airport (MDW), O'Hare Airport (ORD) are available for this route.

Flight schedule for flights from San Jose to Chicago on Fri, Dec 26, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
American Airlines/United Airlines AA2621/UA1054 SJC 2:45 PM ORD 12:50 AM CRJ/739 8hr 5min
American Airlines/American Airlines AA5402/AA1062 SJC 8:10 PM ORD 5:50 AM CR9/738 7hr 40min
American Airlines/US Airways AA5402/US1062 SJC 8:10 PM ORD 5:50 AM CR9/738 7hr 40min
American Airlines AA46 SJC 7:25 AM ORD 1:40 PM 738 4hr 15min
US Airways US46 SJC 7:25 AM ORD 1:40 PM 738 4hr 15min
Delta Air Lines/Delta Air Lines DL1056/DL1366 SJC 6:39 AM ORD 2:27 PM M90/M90 5hr 48min
American Airlines/US Airways AA460/US593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
American Airlines/American Airlines AA460/AA593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
US Airways/US Airways US460/US593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
US Airways/American Airlines US460/AA593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
Delta Air Lines/Delta Air Lines DL1056/DL3680 SJC 6:39 AM MDW 2:42 PM M90/CRJ 6hr 3min
Delta Air Lines/American Airlines DL1056/AA3012 SJC 6:39 AM ORD 2:45 PM M90/CR7 6hr 6min
Delta Air Lines/US Airways DL1056/US8515 SJC 6:39 AM ORD 2:45 PM M90/CR7 6hr 6min