Cheap Flights from San Jose, CA to Chicago, IL from $107

Return flight: Chicago – San Jose

On Cheapflightsplus.com you will find 5 connecting flights from San Jose to Chicago. You can compare airfare deals from 1 airlines and multiple travel sites from $107, book and save on cheap plane tickets and last minute offers. Also check out SJC-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip San Jose to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $107 (one-way), $183 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from San Jose to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
06:10 — 14:21
06:10 — 08:10 AA761 American Airlines
San Jose — Phoenix
26m stop
08:36 — 14:21 AA739 American Airlines
Phoenix — Chicago
6h 11m
including layover
Find flight
from$107
09:50 — 19:55
09:50 — 11:45 AA2105 American Airlines
San Jose — Phoenix
2h 28m stop
14:13 — 19:55 AA883 American Airlines
Phoenix — Chicago
8h 5m
including layover
Find flight
from$108
13:16 — 22:58
13:16 — 18:55 AA352 American Airlines
San Jose — Dallas
1h 35m stop
20:30 — 22:58 AA1294 American Airlines
Dallas — Chicago
7h 42m
including layover
Find flight
from$108
16:08 — 00:46
+1 day
16:08 — 18:06 AA470 American Airlines
San Jose — Phoenix
1h 13m stop
19:19 — 00:46 AA630 American Airlines
Phoenix — Chicago
6h 38m
including layover
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from$107
19:24 — 06:13
+1 day
19:24 — 21:19 AA536 American Airlines
San Jose — Phoenix
3h 27m stop
00:46 — 06:13 AA447 American Airlines
Phoenix — Chicago
8h 49m
including layover
Find flight
from$108
*Departure and arrival times - local. Updated on April 23, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from San Jose to Chicago depends on and how to choose the most interesting flight option for you.

Distance between San Jose and Chicago is 2960 miles. Time difference between the cities is 2h. Airplanes depart 06:10 to 19:24 from 2 San Jose airports and arrive 06:10 to 19:24 to 7 Chicago airports. Average flight time is 7h 42m.

  • The fastest flight 6h 11m
  • Average flight time 7h 42m
  • The earliest flight 06:10
  • The latest flight 19:24
  • Distance 1840 ml

What is the lowest airfare San Jose to Chicago?

The cheapest plane ticket found by our users is $107. This airfare is for economy class on one-way AA761 flight by American Airlines for July 25, 2020 which leaves San Jose Municipal in San Jose at 06:10 am and arrives at Chicago O'Hare International at 14:21.

Economy class
$107
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Business class
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Popular Airlines on the Route

The flight San Jose — Chicago is served by 1 regular airline . Most of the flights on this route are operated by American Airlines - 5 departures per week at the price of from $ 107 . And the most expensive tickets are offered by American Airlines airline - from $ 108.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 5 flights with layovers on the route. The fastest connecting flight is AA761 by American Airlines takes 6h 11m and the cheapest is AA761 by American Airlines for $107.

  • AA - American Airlines
    from $107
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Airports

You can fly from San Jose to Chicago from 2 airports (San Jose Municipal, Reid-Hillview).

San Jose airports

  • San Jose Municipal-SJC
    from $107
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  • Reid-Hillview-RHV
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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