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CHI - SJC

$60 Find cheap flights from Chicago to San Jose

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Jose departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
dv. 5/24
dv. 5/31

Search hundreds of travel sites at once for deals on flights to San Jose

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Jose.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Jose.
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

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Cheap flight deals from Chicago to San Jose (CHI-SJC)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to San Jose that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
7:52 pm - 9:16 amORD-SJC
15h 24m1 stop
4:40 pm - 6:30 amSJC-ORD
11h 50m1 stop
$160Spirit Airlines
Find Deal
dv., maig 10 - dt., maig 14
9:34 pm - 8:41 amORD-SJC
13h 07m1 stop
4:40 pm - 6:30 amSJC-ORD
11h 50m1 stop
$190Spirit Airlines
Find Deal
dt., maig 7 - dt., maig 14
7:00 am - 4:55 pmORD-SJC
11h 55m1 stop
5:45 pm - 8:13 amSJC-ORD
12h 28m1 stop
$192Spirit Airlines
Find Deal
dc., maig 8 - dc., maig 29
10:52 pm - 8:41 amORD-SJC
11h 49m1 stop
4:40 pm - 6:40 amSJC-ORD
12h 00m1 stop
$194Spirit Airlines
Find Deal
dt., maig 28 - dl., juny 3
9:34 pm - 8:41 amORD-SJC
13h 07m1 stop
5:45 pm - 8:13 amSJC-ORD
12h 28m1 stop
$195Spirit Airlines
Find Deal
dt., maig 7 - dc., maig 29
8:00 pm - 9:16 amORD-SJC
15h 16m2 stops
9:28 pm - 6:40 amSJC-ORD
7h 12m1 stop
dv., maig 10 - dl., maig 13
7:26 am - 8:01 pmORD-SJC
14h 35m1 stop
6:00 am - 5:43 pmSJC-ORD
9h 43m1 stop
$284Delta
Find Deal
ds., oct.. 19 - dt., oct.. 29
7:30 pm - 11:44 pmORD-SJC
6h 14m1 stop
10:15 am - 8:58 pmSJC-ORD
8h 43m2 stops
$303Delta
Find Deal
dc., juny 5 - dt., juny 11
7:30 am - 1:44 pmORD-SJC
8h 14m1 stop
2:34 pm - 11:54 pmSJC-ORD
7h 20m1 stop
$309Delta
Find Deal
dj., ag. 22 - dt., ag. 27
3:35 pm - 9:43 pmORD-SJC
8h 08m1 stop
6:00 am - 11:58 pmSJC-ORD
15h 58m1 stop
$311Delta
Find Deal
dj., oct.. 17 - dc., oct.. 30

Flights from Chicago to San Jose - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to San Jose to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to San Jose flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to San Jose.
Our data shows that the cheapest route for a one-way flight from Chicago to San Jose cost $157 and was between Chicago O'Hare Intl Airport and San Jose. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $282.

What’s the cheapest day of the week to fly from Chicago to San Jose?

The average price of all flights from Chicago to San Jose clicked on KAYAK for each day over the last 12 months.
When flying from Chicago to San Jose, you should consider leaving on a Friday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Chicago to San Jose?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to San Jose, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to San Jose is September, where tickets cost $341 on average. On the other hand, the most expensive months are November and December, where the average cost of tickets is $529 and $475 respectively.

How far in advance should I book a flight from Chicago to San Jose?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to San Jose, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to San Jose, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 75 days before departure.

Which airlines provide the cheapest flights from Chicago to San Jose?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Spirit Airlines offered the best one-way deal for that route, at $60. KAYAK users also found Chicago to San Jose round-trip flights on Spirit Airlines from $160 and on Delta from $284.

Which airlines fly non-stop between Chicago and San Jose?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago to San Jose.
There are 2 airlines that fly nonstop from Chicago to San Jose. They are Southwest and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $245. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Chicago and San Jose per day?

Each day, there are between 3 and 4 nonstop flights that take off from Chicago and land in San Jose, with an average flight time of 4h 39m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 25 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Sunday.

Which cabin class options are there for flights between Chicago and San Jose?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago to San Jose take?

Direct flights take on average 4h 40m to travel the 1,838 miles between Chicago and San Jose.

What’s the earliest departure time from Chicago to San Jose?

Early birds can take the earliest flight from Chicago at 9:10 am and will be landing in San Jose at 11:53 am.

What’s the latest departure time from Chicago to San Jose?

If you prefer to fly at night, the latest flight from Chicago to San Jose jets off at 7:57 pm and lands at 10:48 pm.

Good to know

Low season

January

High season

November

Cheapest flight

$60
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Chicago O'Hare Airport to San Jose

When to book flights from Chicago to San Jose

Are your dates flexible? Find out the best times to travel from Chicago to San Jose based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to San Jose

  • Are SJC and SJO the same airport?

    No. SJC is located in San Jose, California, in Silicon Valley. SJO is also a San Jose airport, but in Central America. SJO is the code for the Juan Santamaría International Airport located in San Jose, the capitol city of Costa Rica. These two airports are very easy to confuse when you are booking your ticket, so be extra careful.

  • Do both Chicago airports (CHI) airports have a direct flight to San Jose?

    Yes. United Airlines, American Airlines, and Alaska Airlines are among the carriers that fly nonstop from ORD to SJC. Southwest flies nonstop from MDW to SJC. United, American, Delta, Alaska, and Spirit Airlines all operate one-stop and two-stop flights from ORD to SJC with layovers and cities such as Minneapolis (MSP), Los Angeles (LAX) and Phoenix (PHX). Delta and primarily Southwest fly one and two-stop flights to from MDW to SJC with layovers and cities such as Minneapolis (MSP), Denver (DEN), and Las Vegas (LAS).

  • Do both Chicago airports (CHI) have a USO?

    Yes. ORD has two USO lounges, and MDW has one. The lounges at ORD are located landside in Terminal 2 an airside in Terminal 3. The USO at Midway is post-security on Concourse C. Active-duty members of the US military and their families can enjoy the benefits of these lounges free of charge. Amenities include devices for connectivity and entertainment, comfy and relaxing furniture, refreshments, information, and more.

  • Does either ORD or MDW have a hotel at the airport?

    Yes, the Hilton Chicago O'Hare Airport hotel is across from Terminal 2 and connected to all the different terminals by way of an underground walkway. Amenities include an indoor pool, room service, a business center, wheelchair accessibility, and much more.

  • What is the cheapest flight from Chicago to San Jose?

    In the last 3 days, the lowest price for a flight from Chicago to San Jose was $60 for a one-way ticket and $160 for a round-trip.

  • Do I need a passport to fly between Chicago and San Jose?

    No, a passport isn't needed to fly from Chicago to San Jose. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago to San Jose?

    On your way to San Jose, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at San Jose.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to San Jose?

    Alaska Airlines, and American Airlines offer inflight Wi-Fi service on the Chicago to San Jose flight route.

  • Which aircraft models fly most regularly from Chicago to San Jose?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Chicago to San Jose flight route.

  • Which airline alliances offer flights from Chicago to San Jose?

    Star Alliance is the only airline alliance operating flights between Chicago and San Jose.

  • On which days can I fly direct from Chicago to San Jose?

    There are nonstop flights from Chicago to San Jose on a daily basis.

  • Which is the best airline for flights from Chicago to San Jose, Delta or Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to San Jose are Delta and Alaska Airlines. With an average price for the route of $388 and an overall rating of 8.0, Delta is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $298 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago to San Jose?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San Jose.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Jose?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to San Jose?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Jose with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Jose?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Jose from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Chicago to San Jose

  • Looking for a cheap flight? 25% of our users found flights on this route for $204 or less one-way and $372 or less round-trip.
  • A hub for United Airlines in American Airlines, the Chicago O'Hare International Airport (ORD) is the primary airport for the Chicago metropolitan area. The Midway International Airport (MDW) also serves Chicago and is a hub for Southwest Airlines and a focus city for Frontier Airlines. The Norman Y. Mineta San Jose International Airport (SJC) is a focus city for Alaska Airlines.
  • If you need to reboot or get ready for a business meeting when you land at SJC, you can gain access to one of the exclusive lounges Club SJC, located at Gate 8 and Gate 15. The entry fee is about $50 and AAA members are likely to get a discount. The Gate 15 Club SJC features shower facilities.
  • If you don't want your muscles you tighten up on your flight to California, you can stretch out in the Yoga Room, which is located in both ORD and MDW. You can enjoy a low-key session of stretching by following the poses that play on wall-mounted TVs. Open daily 6 am to 10 pm, these rooms do not have changing rooms.
  • If you are a traveling mom who needs to pump or wants to breastfeed in privacy before your flight to California, you can use the facilities provided by both ORD and MDW. ORD has lactation suites and a Mother's Room in each terminal of the airport. MDW has installed a freestanding lactation suite on Concourse A and has a Mother's Room on the C Concourse.
  • At SJC has an Inter-Faith Meditation Room in Terminal B at Gate 18. ORD has an Inter-Faith Chapel in Terminal 2 and MDW has an Inter-Faith Chapel on Concourse C. These quiet places of sanctuary and reflection welcome all.
See more tips

Prefer to fly non-stop from Chicago to San Jose?

Find which airlines fly direct from Chicago to San Jose, which days they fly and book direct flights.

Nonstop departures

Chicago to San Jose

Monday

Southwest, United Airlines

Southwest, United Airlines

Tuesday

Southwest, United Airlines

Southwest, United Airlines

Wednesday

Southwest, United Airlines

Southwest, United Airlines

Thursday

Southwest, United Airlines

Southwest, United Airlines

Friday

Southwest, United Airlines

Southwest, United Airlines

Saturday

Southwest, United Airlines

Southwest, United Airlines

Sunday

Southwest, United Airlines

Southwest, United Airlines

See more direct flights

Nonstop returns

San Jose to Chicago

Monday

Southwest, United Airlines

Southwest, United Airlines

Tuesday

Southwest, United Airlines

Southwest, United Airlines

Wednesday

Southwest, United Airlines

Southwest, United Airlines

Thursday

Southwest, United Airlines

Southwest, United Airlines

Friday

Southwest, United Airlines

Southwest, United Airlines

Saturday

Southwest, United Airlines

Southwest, United Airlines

Sunday

Southwest, United Airlines

Southwest, United Airlines

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to San Jose

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Jose. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to San Jose? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11004 reviews
8.0entertainment
7.9comfort
8.2boarding
8.6crew
7.5food
Airline reviews

There was a loud squeaky sound the whole time we were flying.

6.0 GoodEliza, Apr 2024SAN - LAX
Read more about Delta reviews

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Great experience overall. Check in at Austin was congested as they only have about 6 check in kiosks, one was broken, and there was a lot of Spring Break travelers.

Bag drop off was slow and annoying. Only 2 agents at the entire delta desk, and no one directing traffic for what line to be in, many confused people slowed down the process. Boarding was fine. Seats in Delta comfort plus were fine. Snacks were great! Definitely a bonus. The entertainment system was awful — old, slow, not responsive, and completely unable to play games due to some kind of error. But on the other hand, thank you to Delta for the free WiFi. That made it better.

Everything was very good other than I had selected a specific seat when I booked the flight and they changed it once I checked-in the day before my flight. I was still in first class but lost my aisle seat for a window seat. Being tall, the aisle offers more comfort so I always select an aisle seat.

Flight diverted in SD. Later take off in Seattle by 1.3hrs

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Crew was not friendly when I went to request a seat change.

Really impressive staff at airport and on plane, especially given how busy it was

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Unfortunately our flight was delayed by 45 minutes due to Kate arriving aircraft. Once we stated everything was great.

For some strange reason I was put in zone 5 for boarding even though I had paid premium price for a premium seat right behind business class. This must have been a flaw because everyone else around me in the same zone (row) had been placed in zone 3.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

The agent at the check in desk was absolutely rude. The rest of the team after that was good, but the check in process at LAS was miserable. The woman at the desk spoke like we were stupid and was rude throughout the process.

Its so random that they only allow 40 pounds on checked bags when all airlines take 55. They then charge you for each 10 extra pounds, so my checked suitcase was $130 and the flight $30 ... its like whattt, im for sure not traveling with Spirit again

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

So bad. The check in process was laborious and the check in agent didn't seem to know how to manage the process efficiently and was confused about how to check in my son's sports equipment. The baggage fees were outrageous and so expensive. $90 for a carry on bag? And $200 additional for 2 check ins. The security lines were insanely long and the terminal was not very nice in the Spirit area. $5 for a water on board. It was my first and last time flying Spirit - I tried to save $ by flying them due to the accommodating schedule but I should have paid for Southwest, because it would've actually ended up less expensive due to the free bags with Southwest. There were no charging ports on the airplane, no wifi and really uncomfortable seating. The flight crew were great though, courteous and efficient in their boarding. Flight was delayed 1 hour, but we made up 15 minutes in flight.

My experience was better than expected. What I did find not so great was the seats. Very little room, they did not recline and the tray table was the size of a post card. There was no food to try, just standard snacks that you had to pay for and I don’t know of any entertainment. I would fly again even though everything was an upcharge. Flight was on time with little disturbance

thy don't even ofer water we have to buy it for $4.49 and paid for our cary on bags $100 each we never will fly in this company again.

Super cool and laid back, three lovely ladies. Couldn’t ask for better service.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

The boarding time. I was in Section 1 the lady in charge just let people in section 3 without see us. Make a line , I have to step out and ask her. We were in the line and she just take my ticket and that’s it, so if I don’t ask her she could leave us at the end! We paid more for that privilege and. She doesn’t care….

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

See my previous comment which is mostly about our flight from Phoenix to SFO

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

The check in at the airport was awful. Told I need to pay for a bag. The item was taken at screening. I went back to get my $ back and they gave me a coupon with a QR code that doesn’t work. Worst costumer service ever!!!!!

4 hour delay because they used our aircraft to fly a different segment (per the captain)

Book cheap flights from Chicago to San Jose

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Jose found on KAYAK in the last 72 hours.
5/14dt.
1 stopSpirit Airlines
11h 55mORD-SJC
$60
5/28dt.
1 stopSpirit Airlines
11h 49mORD-SJC
$72
5/14dt.
1 stopAlaska Airlines
7h 39mORD-SJC
$140
6/11dt.
1 stopDelta
8h 13mMDW-SJC
$149
6/4dt.
1 stopDelta
6h 43mORD-SJC
$149
6/26dc.
nonstopUnited Airlines
4h 43mORD-SJC
$157
5/21dt.
nonstopUnited Airlines
4h 51mORD-SJC
$160
5/14dt.
2 stopsAlaska Airlines
9h 10mORD-SJC
$166
8/5dl.
1 stopAmerican Airlines
5h 59mORD-SJC
$219
5/1dc.
2 stopsAmerican Airlines
9h 26mORD-SJC
$401

Search by stops

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Last minute flights from Chicago to San Jose

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to San Jose that are departing in the next 10 days.
4/29dl.
multi-stopSpirit Airlines
13h 23mORD-SJC
5/30dj.
multi-stopSpirit Airlines
6h 44mSJC-ORD
$254
4/29dl.
multi-stopSpirit Airlines
13h 23mORD-SJC
5/29dc.
multi-stopSpirit Airlines
12h 28mSJC-ORD
$265
4/29dl.
multi-stopAmerican Airlines
7h 03mORD-SJC
5/2dj.
multi-stopAmerican Airlines
6h 47mSJC-ORD
$740
4/29dl.
nonstopUnited Airlines
4h 51mORD-SJC
5/2dj.
nonstopUnited Airlines
4h 16mSJC-ORD
$806
4/29dl.
multi-stopAlaska Airlines
13h 04mORD-SJC
5/1dc.
multi-stopAlaska Airlines
7h 55mSJC-ORD
$808
4/29dl.
multi-stopAlaska Airlines
13h 04mORD-SJC
5/1dc.
multi-stopAlaska Airlines
13h 48mSJC-ORD
$809
4/26dv.
multi-stopAmerican Airlines
9h 03mORD-SJC
5/1dc.
multi-stopAmerican Airlines
6h 47mSJC-ORD
$832
4/27ds.
multi-stopDelta
13h 37mMDW-SJC
5/7dt.
multi-stopDelta
7h 13mSJC-MDW
$843
4/27ds.
multi-stopDelta
13h 37mMDW-SJC
5/7dt.
multi-stopDelta
12h 55mSJC-MDW
$848
4/28dg.
nonstopUnited Airlines
4h 51mORD-SJC
5/1dc.
nonstopUnited Airlines
4h 16mSJC-ORD
$905

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Flights to San Jose

Destination:

San Jose (SJC)United States

Return flight deals:

San Jose - Chicago

Cabin classes:

$812
$972
$1,149
$282