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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 Wed, Mar 4 - Wed, Mar 11 $246
SJC CHI Thu, Jan 22 - Mon, Jan 26 $259
SJC CHI Thu, Jan 22 - Mon, Jan 26 $276
SJC CHI Fri, Jan 30 - Mon, Feb 2 $362
SJC CHI Fri, Jan 23 - Sun, Jan 25 $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 8
$246
9
$246
10
$246
11 12
$246
13 14 15
$246
16
$246
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)

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O'Hare International Airport Map

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Hilton Garden Inn Chicago/Midway Airport

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6530 S. Cicero Avenue Map

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Hampton Inn Chicago-Midway Airport

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Chicago Marriott Midway

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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 Mon, Jan 12 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Sat, Jan 24 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 Thu, Jan 15 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Thu, Jan 22 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 Sat, Feb 7 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Tue, Feb 10 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 Tue, Feb 3 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Tue, Feb 10 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 Sat, Mar 7 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Mon, Mar 9 Chicago (ORD) San Jose (SJC) Delta Air Lines

Lowest roundtrip airfare in March from San Jose to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Sat, Mar 7 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Wed, Mar 11 Chicago (ORD) San Jose (SJC) Delta Air Lines

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

Travel dates Departure Arrival Stops: Round-trip
Leave Tue, Mar 10 San Jose (SJC) Chicago (ORD) Delta Air Lines $246
Earn $2.46
Return Tue, Mar 17 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.

Flight schedule for flights from San Jose to Chicago on Sat, Dec 27, 2014

Carrier Flight # Departing Arriving Aircraft Flight time
Airport Time Airport Time
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/American Airlines AA406/AA593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
American Airlines/US Airways AA406/US593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
US Airways/American Airlines US406/AA593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
US Airways/US Airways US406/US593 SJC 6:20 AM ORD 2:41 PM 320/321 6hr 21min
American Airlines/Frontier Airlines AA406/F91060 SJC 6:20 AM ORD 2:55 PM 320/320 6hr 35min
US Airways/Frontier Airlines US406/F91060 SJC 6:20 AM ORD 2:55 PM 320/320 6hr 35min
American Airlines/American Airlines AA406/AA1444 SJC 6:20 AM ORD 4:12 PM 320/738 7hr 52min
American Airlines/US Airways AA406/US1444 SJC 6:20 AM ORD 4:12 PM 320/738 7hr 52min
US Airways/American Airlines US406/AA1444 SJC 6:20 AM ORD 4:12 PM 320/738 7hr 52min
US Airways/US Airways US406/US1444 SJC 6:20 AM ORD 4:12 PM 320/738 7hr 52min