Cheap Flight Deals From San Jose (SJO) to Chicago (CHI) Starting at $101

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This Weekend's Flight Deals from San Jose to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $101 One Way, $180 Round Trip from San Jose to Chicago

Prices starting at $180 for return flights and $101 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

Hyatt Lodge
Holiday Inn O'Hare, an IHG Hotel
Hyatt Regency Schaumburg Chicago
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More About Flying To Chicago from San Jose

Route Information for Flights from San Jose to Chicago

Origin Airport IATA Code SJO
Destination Airport IATA Code CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival
Feb 3, 2020

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San Jose to Chicago · United

Cheap Flights from San Jose to Chicago

Norman Y. Mineta San Jose International Airport

Orbitz.com finds flights from San Jose to any international or domestic destination. The San Jose International Airport is located at 1701 Airport Boulevard, approximately six miles from downtown San Jose. The airport has hubs for nine airlines, including United Airlines, US Airways, jetBlue and Hawaiian Airlines. If you're looking for a low-cost air ticket, you can find a flight in minutes using Orbitz.com.

Parking and Transportation

The airport has three long-term parking lots. The cheapest is Economy Lot 1, which charges $15 per day. Daily Lot 4 and Daily Lot 6 both charge $22 per day; however, passengers who depart from Terminal A do not want to park in Daily Lot 6. The shuttle for this lot only runs to Terminal B. You can also take a taxicab to the airport. If you're coming from the downtown area, cab fare costs between $15 and $18. The VTA Airport Flyer also runs from the Metro Station at N 1st Street and Metro to the airport every 30 minutes. It costs $2 per person to ride the VTA Airport Flyer. If you need a rental car when you arrive at your destination, you can make reservations using Orbitz.com.

Dining at the Airport

The airport has a variety of dining options to choose from if you're hungry before your flight. You can grab a full meal at Sora, an authentic Japanese restaurant, or at Sonoma Chicken. If you just want a snack, stop by Starbucks or the Euro Café. When you use Orbitz.com to find flights from San Jose, you are free to relax and enjoy a good meal before you board your plane.

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.

Frequently asked questions

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.