4.9
4.6Journey information
Overview: San Jose, CA to Chicago, IL flight
USAUSA
Distance 1837 miles (2957 km) |
Average flight duration 4h 54m |
Cheapest ticket price $69 (€56) |
Flights per day 50 |
Direct flights 1 |
Fastest flight 4h 25m |
Cheapest month to travel April |
First flight 05:00 |
Last flight 23:33 |
Key Takeaways
Train Ticket Prices
- Budget Options: Train tickets from San Jose, CA to Chicago, IL start from as low as $69 (€56) if booked well in advance.
- Standard Fares: Typically, trains cost $367 (€299) depending on the train type and class.
The cheapest and fastest flights from San Jose, CA to Chicago, IL
Cheapest price
$197
Average price
$402
Fastest journey
9 h 49 m
Average duration
10 h 45 m
Flights per day
2
Distance
2957 km
The best way to find a cheap flight ticket from San Jose, CA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from San Jose, CA to Chicago, IL will cost around $402 if you buy it on the day, but the cheapest tickets can be found for only $197.
Of the 2 flights that leave San Jose, CA for Chicago, IL onFri, Nov 07, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Nov 07 the direct flights cover the 2957 km distance in an average of 10 h 45 m but if you time it right, some flights will get you there in just 9 h 49 m .
On Fri, Nov 07 the longest flights will take 11 h 41 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
Travel Information
Compare train, bus, and flight for San Jose, CA to Chicago, IL
Omio recommends booking the train as it is the most popular option from San Jose, CA to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €103. For those with little time consider booking a flight which can get you there in 4h 54m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.9 - 2.7kg. The ticket price range depends on the travel mode: a bus costs an average of €103, and a flight costs an average of €56.
Distance: 1837 miles (2957 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
€299 Average price | €266 Average price | €252 Average price Cheapest |
7h 54m Average total duration Fastest 4h 54m Onboard + 3h 0m Additional time* | 57h 30m Average total duration 57h 0m Onboard + 30m Additional time* | 63h 16m Average total duration 62h 46m Onboard + 30m Additional time* |
8.9 - 17.7kg CO2 emissions | 0.9 - 2.7kg CO2 emissions Lowest | 3.0 - 7.4kg CO2 emissions |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
San Jose, CA to Chicago, IL flight times
The table below shows live departures for San Jose, CA to Chicago, IL flights for today, Thursday, November 6. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 6:40 PM San Jose, CA | 7h52 | 2:32 AM Chicago, IL | 0 transfersDirect | |
| 8:07 PM San Jose, CA | 8h36 | 4:43 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets San Jose, CA to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 07
Nov 08
Nov 09
Nov 10
Nov 11
Nov 12
Nov 13
Airlines: United from San Jose, CA to Chicago, ILFind the best flights between San Jose, CA to Chicago, IL with Omio's travel partners United from $69 (€56). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
FAQs: San Jose, CA to Chicago, IL Flight
Find answers to the most common questions about traveling from San Jose, CA to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.
- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
popular airports
Popular airports from San Jose, CA to Chicago, IL
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rental
- Free Wi-Fi available throughout the airport.
- Shops are located in both terminals, including duty-free and tech shops like InMotion.
- Parking available in the hourly garage, approximately 2.8€ ($3) per hour.
- Restaurants are located in both terminals, including American and Mexican cuisine, with highlights like Gordon Biersch and Peet's Coffee.
- Available outside the terminal.
- Elevators, ramps
- Available throughout the airport, near gates and baggage claim areas.
- Hotels are located within walking distance, including the DoubleTree by Hilton.
- Showers are available in some lounges, but access may require a lounge pass or membership.
- Lounges available, including The Club at SJC in terminal A.
- Lost and Found located in terminal B, near baggage claim.
- Car rental services are available on-site, with companies like Hertz and Avis.
- VTA Route 60, Metro/Airport Station, 4 miles
WifiShoppingParkingDiningATMTaxisAccessibilityWCHotelShowerLoungeLost and Found OfficeCar Rental- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
Most popular flights from San Jose, CA
More options for your journey from San Jose, CA to Chicago, IL
Here are some other resources that might have the information you need
Most popular flights to and from Chicago, IL and San Jose, CA
The Omio App Makes Travel Planning Easy
We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.
