Cheap flights from San Jose to Chicago

Travel > North America > United States > San Jose to Chicago flights

Travel tip: It is a great place for Sushi with average prices, so if you like Japanese food, here is a great possibility. You have to make sure you reserved a table before you would dare go there, otherwise you would have to wait a lot, there are a lot of people, which is actually a sign of good cuisine.

Check our current prices for flights from San Jose to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from San Jose to Chicago, you will need to run a search below.

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
TripversFlightnetworkExpediaBookingbuddyDealBaseTripAdvisorTravelgroveTravelocityFareDepot
 
From $311 / RT details

Book your flight now with FlyFar and save!

Cheap Chicago airfares from $311/RT are provided by FlyFar. Outbound flight is leaving on 09/15/2016, 08:40 am from San Jose (SJC) airport and arrives at Chicago Midway (MDW) at 02:40 pm. The flight time is 6 hours and 0 minutes. The Returning flight departes on 09/19/2016, 07:50 pm (other return dates are also available). Date posted: 20 May 2016

Price evolution for flights From San Jose To Chicago

Price overview for flights from San Jose to Chicago

Recent Deals on Flights from San Jose to Chicago:Roundtrip / Oneway

  • $311Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)09/15/201608:40 am
    Chicago, IL (MDW)San Jose, CA (SJC)09/19/201607:50 pm
    flyfar.ca check price
  • $312Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)09/15/201608:40 am
    Chicago, IL (MDW)San Jose, CA (SJC)09/19/201607:50 pm
    flightnetwork.com check price
  • $320Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)12/24/201602:05 pm
    Chicago, IL (MDW)San Jose, CA (SJC)01/04/201708:20 am
    flyfar.ca check price
  • $321Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)12/24/201602:05 pm
    Chicago, IL (MDW)San Jose, CA (SJC)01/04/201708:20 am
    flightnetwork.com check price
  • $374Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)10/26/201611:40 am
    Chicago, IL (MDW)San Jose, CA (SJC)11/09/201606:50 am
    flyfar.ca check price
  • $146Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)09/13/201608:40 am
    flyfar.ca check price
  • $147Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (MDW)09/13/201608:40 am
    flightnetwork.com check price
  • $147United Airlines flight United Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)09/13/201607:57 am
    flighthub.com check price
  • $147Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)09/13/201601:00 pm
    flighthub.com check price
  • $159American Airlines flight American Airlines 
    FromToDepartureTime
    San Jose, CA (SJC)Chicago, IL (ORD)09/13/201601:14 pm
    faredepot.com check price
cheap domestic and international flights

Recently found cheap flight deals

Jetblue AirwaysFort Lauderdale To St. Lucia Jetblue Airways airfares from Fort Lauderdale in September
$695 Depart: 09/24/2016
Return: 10/02/2016

provided by Cheapoair.com

Multiple AirlinesNew York City To Pereira Multiple Airlines airfares from New York City in December
$2077 Depart: 12/24/2016
Return: 01/01/2017

provided by FareDepot

Alaska AirlinesJuneau To Seattle Alaska Airlines airfares from Juneau in September
$348 Depart: 09/22/2016
Return: 09/27/2016

provided by FareDepot

Multiple AirlinesHouston To Providence Multiple Airlines airfares from Houston in September
$410 Depart: 09/16/2016
Return: 09/22/2016

provided by FlyFar

Hawaiian AirlinesLos Angeles To Pago Pago Hawaiian Airlines airfares from Los Angeles in April
$1678 Depart: 04/15/2016
Return: 04/25/2016

provided by FlyFar

Avianca AirlinesPhoenix To Tegucigalpa Avianca Airlines airfares from Phoenix in September
$969 Depart: 09/28/2016
Return: 10/07/2016

provided by FlightHub

Multiple AirlinesNewark To Lihue Multiple Airlines airfares from Newark in December
$2243 Depart: 12/28/2016
Return: 01/03/2017

provided by FlyFar

Jetblue AirwaysDallas To Baltimore Jetblue Airways airfares from Dallas in October
$473 Depart: 10/03/2016
Return: 10/17/2016

provided by FlightHub

Multiple AirlinesCleveland To Skopie Multiple Airlines airfares from Cleveland in June
$2179 Depart: 06/30/2016
Return: 07/05/2016

provided by FlightHub

 

Specify your search details. Browse the cheapest flights from San Jose to Chicago, Chicago hotel rooms and San Jose to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

Know what to do when flying to Chicago?

Chicago Travel Guide Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals. Though [...]
Chicago History The site where Chicago stands had long been considered as an important portage point on the water route linking the Great Lakes with the Mississippi river.  Aside from this important fact, there are a lot of interesting things you need to know [...]
Chicago Sightseeing The rich cultural heritage of Chicago is depicted in its famous sights.  Other tourist attractions in the city can be seen in zoos and parks as well.  If you are thinking about visiting, it will help if you take a look at some of the travel [...]
Chicago Nightlife Chicago is one of the cities blessed with a variety of nightlife options.  Discos, clubs, bars - name it and the place will certainly give you the pleasure you are looking for. You will surely dance the night away as you listen to the music [...]
Chicago Pictures
  • Bean - Chicagoview
  • City Reflections - Chicagoview
  • cool site - Chicagoview
  • Chicago Limousine Bus - Chicagoview

more Chicago travel deals

   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*