SJC - ORD

$96 Find Cheap Flights from San Jose to Chicago O'Hare Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$317
Typical prices: $349-$585
Delta
Mon 12/24Thu 1/4
SJC - ORD • 1 stop
Cheapest non-stop
$344
Typical prices: $395-$655
United Airlines
Fri 11/16Sun 11/18
SJC - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines. Average duration is 4h 20m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 18 weeks in advance save around 68% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 13% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $329 (round-trip)
Shortest trip • 6h 28m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from San Jose to O'Hare Intl (SJC-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Jose to O'Hare Intl

Thu, Dec 24 - Mon, Jan 4
Delta Logo
1:59 pm - 10:14 pmSJC  San Jose-ORD Chicago O'Hare Intl
6h 15m1 stop Los Angeles
Delta Logo
6:00 am - 1:31 pmORD  Chicago O'Hare Intl-SJC San Jose
9h 31m1 stop Seattle/Tacoma Intl
$317Delta
Fri, Jan 1 - Sat, Jan 9
Delta Logo
5:55 am - 1:52 pmSJC  San Jose-ORD Chicago O'Hare Intl
5h 57m1 stop Salt Lake City
Delta Logo
4:00 pm - 10:22 pmORD  Chicago O'Hare Intl-SJC San Jose
8h 22m1 stop Salt Lake City
$317Delta
Sun, Nov 22 - Tue, Nov 24
Frontier Logo
3:10 pm - 6:14 amSJC  San Jose-ORD Chicago O'Hare Intl
13h 04m1 stop Los Angeles
Frontier Logo
5:15 am - 3:30 pmORD  Chicago O'Hare Intl-SJC San Jose
12h 15m1 stop Las Vegas Harry Reid Intl
$319Frontier
Sun, Nov 22 - Wed, Nov 25
Frontier Logo
3:10 pm - 6:14 amSJC  San Jose-ORD Chicago O'Hare Intl
13h 04m1 stop Los Angeles
Frontier Logo
5:15 am - 3:30 pmORD  Chicago O'Hare Intl-SJC San Jose
12h 15m1 stop Las Vegas Harry Reid Intl
$319Frontier
Sun, Nov 15 - Fri, Nov 20
Alaska Airlines Logo
3:11 pm - 11:49 pmSJC  San Jose-ORD Chicago O'Hare Intl
6h 38m1 stop San Diego
Alaska Airlines Logo
7:26 am - 1:50 pmORD  Chicago O'Hare Intl-SJC San Jose
8h 24m1 stop San Diego
$320Alaska Airlines
Fri, Dec 11 - Sun, Dec 13
Alaska Airlines Logo
3:23 pm - 11:59 pmSJC  San Jose-ORD Chicago O'Hare Intl
6h 36m1 stop San Diego
Alaska Airlines Logo
2:08 pm - 7:48 pmORD  Chicago O'Hare Intl-SJC San Jose
7h 40m1 stop Portland
$320Alaska Airlines
Fri, Dec 18 - Sun, Dec 20
Multiple Airlines Logo
7:20 am - 6:54 pmSJC  San Jose-ORD Chicago O'Hare Intl
9h 34m1 stop San Diego
Multiple Airlines Logo
7:35 am - 1:43 pmORD  Chicago O'Hare Intl-SJC San Jose
8h 08m1 stop Las Vegas Harry Reid Intl
$338Multiple Airlines
Fri, Dec 11 - Mon, Dec 14
United Airlines Logo
2:11 pm - 8:30 pmSJC  San Jose-ORD Chicago O'Hare Intl
4h 19mnonstop
United Airlines Logo
10:55 am - 3:07 pmORD  Chicago O'Hare Intl-SJC San Jose
6h 12m1 stop Denver Intl
$342United Airlines
Wed, Nov 25 - Mon, Nov 30
Multiple Airlines Logo
3:10 pm - 6:14 amSJC  San Jose-ORD Chicago O'Hare Intl
13h 04m1 stop Los Angeles
Multiple Airlines Logo
9:01 pm - 11:11 amORD  Chicago O'Hare Intl-SJC San Jose
16h 10m1 stop San Diego
$343Multiple Airlines
Mon, Nov 16 - Wed, Nov 18
United Airlines Logo
2:14 pm - 8:32 pmSJC  San Jose-ORD Chicago O'Hare Intl
4h 18mnonstop
United Airlines Logo
8:12 pm - 10:59 pmORD  Chicago O'Hare Intl-SJC San Jose
4h 47mnonstop
$344United Airlines
Booking Insights

Price, demand and travel trends for San Jose to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from San Jose to Chicago O'Hare Intl Airport?

Round-trip flights from San Jose to Chicago O'Hare Intl Airport typically range from $349 to $585. The lowest price found in the past 5 days was $317, on Delta.

What's the cheapest day of the week to fly from San Jose to Chicago O'Hare Intl Airport?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from San Jose to Chicago O'Hare Intl Airport. It’s 18% cheaper than the average day, while Sunday is the most expensive, with prices 51% higher.

What’s the cheapest month to fly from San Jose to Chicago O'Hare Intl Airport?

•April is the cheapest month to fly from San Jose to Chicago O'Hare Intl Airport at $392 round-trip.
•June ($567) and November ($526) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 44% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from San Jose to Chicago O'Hare Intl Airport the cheapest?

Flights from San Jose to Chicago O'Hare Intl Airport are cheapest 18 weeks before departure. Booking in this window typically costs about 68% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from San Jose to O'Hare Intl

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Bill Fink

Bill Fink

Expert on SJC

Bill is an award-winning travel writer with extensive credits covering airlines and the aviation industry for publications including AARP, AFAR, The Points Guy and Yahoo. Based in Portland, Oregon, Bill has traveled to more than 75 countries - and been late for his flight in most of them. He once achieved top-level frequent flier status for all of American, Delta and United Airlines during a single year.

Key details for San Jose to Chicago O'Hare Intl Airport flights

Low season

January

Cheapest flight

$96
Beat the crowds with an average 61% drop in travelers.
The most popular month to fly with an average 46% increase in travelers.
One-way flight from San Jose to Chicago O'Hare Intl Airport

When to book flights from San Jose to O'Hare Intl

Are your dates flexible? Find out the best times to travel from San Jose to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your San Jose to Chicago O'Hare Intl Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from San Jose to Chicago O'Hare Intl Airport?

    These are the earliest and latest flight times available from San Jose to Chicago O'Hare Intl Airport:

    • Earliest: departs at 6:30 am and lands at 10:50 am
    • Latest: departs at 11:00 pm and lands at 3:20 am.

    The flight takes about 4h 20m.

  • What cabin classes can I book on flights from San Jose to Chicago O'Hare Intl Airport?

    Three cabin classes are available on flights from San Jose to Chicago O'Hare Intl Airport:

    • Economy Class
    • Premium Economy Class
    • First Class

  • How long is a flight from San Jose to Chicago O'Hare Intl Airport?

    A nonstop flight from San Jose to Chicago O'Hare Intl Airport takes 4h 20m, covering 1,824 miles.

  • Do I need a passport to fly from San Jose to Chicago O'Hare Intl Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a San Jose to Chicago O'Hare Intl Airport flight?

    Round-trip flights from San Jose to Chicago O'Hare Intl Airport range from $349 to $585, with an average of $452 over the past 12 months. Anything below $349 counts as a good deal.

  • How expensive are last-minute San Jose to Chicago O'Hare Intl Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 60% above the $452 route average. Book 18 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from San Jose to Chicago O'Hare Intl Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $329 round-trip via Seattle/Tacoma Intl (SEA), compared to $514 for nonstop.

  • What is the standard checked-bag allowance on flights from San Jose to Chicago O'Hare Intl Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$80 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from San Jose to Chicago O'Hare Intl Airport?

    The Boeing 737-800 family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

  • How are flight departures from San Jose to Chicago O'Hare Intl Airport spread across the day?

    Afternoon is the busiest departure period on San Jose to Chicago O'Hare Intl Airport flights, with 100% of flights leaving in that window. Morning departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from San Jose to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $317 to $1,455. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from San Jose to Chicago O'Hare Intl Airport looking right now?

    One-way fares from San Jose to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $119, which is 50% below the typical average for this route.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates averaging $64 for economy cars. Top options include:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

  • Which airports can I use when flying from San Jose to Chicago O'Hare Intl Airport?

    Flights from San Jose to Chicago O'Hare Intl Airport usually depart from San Jose (SJC) and arrive at Chicago O'Hare Intl (ORD).

  • Which airports do connecting flights from San Jose to Chicago O'Hare Intl Airport pass through?

    One-stop flights from San Jose to Chicago O'Hare Intl Airport most commonly connect through:

    • San Diego (SAN) - 55% of one-stop connections
    • Las Vegas Harry Reid Intl (LAS) - 14% of one-stop connections
    • Salt Lake City (SLC) - 13% of one-stop connections
    • Denver Intl (DEN) - 5% of one-stop connections

  • Can I save money by using flexible dates for flights from San Jose to Chicago O'Hare Intl Airport?

    Yes. Flexible dates can save you up to 46% on flights from San Jose to Chicago O'Hare Intl Airport. Tuesday is the cheapest departure day at $372 round-trip on average, while Sunday is the most expensive at $686, a difference of $314.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from San Jose to Chicago O'Hare Intl Airport?

    Only United Airlines operates flights between San Jose and Chicago O'Hare Intl Airport.

  • How much time can I save by choosing a different layover airport from San Jose to Chicago O'Hare Intl Airport?

    Flying via Salt Lake City (SLC) gives the shortest average 1-stop total travel time at 6h 28m, compared with 6h 30m via Minneapolis St Paul (MSP) and 7h 04m via Denver Intl (DEN).

  • What is the time difference between San Jose and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 2 hours ahead of San Jose (Central Time vs Pacific Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on San Jose to Chicago O'Hare Intl Airport flights?

    Among airlines operating San Jose to Chicago O'Hare Intl Airport flights:

    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on San Jose to Chicago O'Hare Intl Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking San Jose to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $372, about $314 less than Sunday fares (46% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 18 weeks before you fly. On this route, that window historically saves about 68% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your San Jose to Chicago O'Hare Intl Airport trip for April. Fares historically average $392 round-trip in that month - typically $175 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Seattle/Tacoma Intl Airport (SEA) can be cheaper than flying direct. The cheapest layover option averages $329 round-trip on this route - about $184 less than direct flights (based on the last 12 months).

Prefer to fly direct from San Jose to Chicago O'Hare Airport?

 
Find which airlines fly direct from San Jose Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

San Jose to Chicago O'Hare Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to San Jose

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

More options for your flight from San Jose to O'Hare Intl

Complete your trip to Chicago with a hotel stay or car rental