$180 Find Cheap Flights from San José to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San José to Illinois departing on 4/19. 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
1 adult, Economy, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Illinois.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Illinois.
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Cheap Flights from San José to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicago1 stop$316
St. Louis
St. Louis1 stop$349
Chicago
Chicago1 stop$316
St. Louis
St. Louis1 stop$349

Book Cheap San José to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José to Illinois 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San José to Illinois

Thu, Apr 16 - Thu, Apr 23
Spirit Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
Spirit Airlines Logo
11:28 am - 11:33 am
ORD
-
SJO
25h 05m
2 stops
$316Spirit Airlines
Mon, Apr 13 - Sat, Apr 18
Spirit Airlines Logo
12:19 pm - 9:50 am
SJO
-
ORD
20h 31m
1 stop
Spirit Airlines Logo
7:15 pm - 11:33 am
ORD
-
SJO
17h 18m
1 stop
$319Spirit Airlines
Thu, Apr 23 - Thu, Apr 30
Multiple Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
Multiple Airlines Logo
1:27 pm - 11:33 am
ORD
-
SJO
23h 06m
1 stop
$321Multiple Airlines
Mon, Apr 13 - Sat, Apr 18
Spirit Airlines Logo
11:38 am - 11:17 am
SJO
-
ORD
22h 39m
2 stops
Spirit Airlines Logo
7:15 pm - 11:33 am
ORD
-
SJO
17h 18m
1 stop
$323Spirit Airlines
Mon, Apr 20 - Sat, Apr 25
Multiple Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
Multiple Airlines Logo
9:44 pm - 11:33 am
ORD
-
SJO
38h 49m
2 stops
$324Multiple Airlines
Thu, May 14 - Wed, Jun 3
United Airlines Logo
7:55 am - 8:39 am
SJO
-
STL
23h 44m
2 stops
United Airlines Logo
1:13 pm - 10:11 am
STL
-
SJO
21h 58m
2 stops
$413United Airlines
Wed, May 13 - Tue, Jun 2
United Airlines Logo
1:25 pm - 9:13 pm
SJO
-
STL
30h 48m
2 stops
United Airlines Logo
9:23 am - 10:11 am
STL
-
SJO
25h 48m
2 stops
$426United Airlines
Mon, Jun 22 - Fri, Jun 26
American Airlines Logo
1:59 pm - 8:33 am
SJO
-
STL
17h 34m
1 stop
American Airlines Logo
5:15 am - 7:24 pm
STL
-
SJO
15h 09m
1 stop
$449American Airlines
Wed, Sep 9 - Mon, Sep 14
Southwest Logo
1:40 pm - 11:10 pm
SJO
-
MDW
8h 30m
1 stop
Southwest Logo
10:05 am - 6:40 pm
MDW
-
SJO
9h 35m
2 stops
$468Southwest
Fri, Sep 11 - Tue, Sep 15
Southwest Logo
9:00 am - 9:00 pm
SJO
-
MDW
11h 00m
2 stops
Southwest Logo
6:15 am - 12:45 pm
MDW
-
SJO
7h 30m
1 stop
$473Southwest
Booking Insights

KAYAK's insights & trends for San José to Illinois flights

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

How much is a round-trip flight from San José to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San José to Illinois departing in April.

What is the cheapest San José to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from San José found in the last 72 hours was to Chicago, at $269 round-trip. The most popular route is from San José (SJO) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $269.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from San José to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $464 on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $469.

What is the cheapest month to fly from San José to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José to Illinois, 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 San José to Illinois is January, when tickets cost $369 (return) on average. On the other hand, the most expensive months are March and July, when the average cost of round-trip tickets is $515 and $469 respectively.

What’s the cheapest day of the week to fly from San José to Illinois?

The average price of all round-trip flights from San José to Illinois clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Illinois on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from San José to Illinois. For your return ticket, we recommend flying on a Tuesday and avoiding Saturdays for the best deals.

How far in advance should I book a flight from San José to Illinois?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San José to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San José to Illinois, you should book around 2 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$180
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 18% lower on average.
Flight from San José to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from San José to Illinois?

    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 San José to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San José to Illinois 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 San José to Illinois?

    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 from San José to Illinois with an airline and back with another airline.

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

    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 from San José to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from San José to Illinois

 
See real verified KAYAK customer reviews for airlines flying from San José to Illinois. 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 San José to Illinois? 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.
7.5
Copa AirlinesOverall score based on 1577 reviews
6.8Food
7.7Boarding
7.4Comfort
8.1Crew
6.8Entertainment
Airline reviews

Avoid at all costs. My wife had to stay back on a connecting flight as her parents flight was delayed. 10 days later on the way back they cancelled all our flights. We had to rebook all four of us on the next days flight.

2.0 MediocreDaniel, Mar 2026
DAV - PTY
Read more Copa Airlines reviews

Avoid at all costs. My wife had to stay back on a connecting flight as her parents flight was delayed. 10 days later on the way back they cancelled all our flights. We had to rebook all four of us on the next days flight.

The food is terrible I ask for water never got transport my mother we’re late and my sister from Lima was the worst waiting to long for wheelchair

Do not book it’s a scam! They stole $1200 from me

Flight got delayed; had to go through security three times.

A lot things happened in this trip.The fly should be less stress.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

Some of the Air hostesses are not that friendly. Need improvement

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

Boarding was late due to the company’s that cleaned the aircraft (very poorly done) and the catering company. The entertainment system was not working for this six hour flight, uncomfortable seats in business (barely any cushion or recline). The airline staff is very good but the planes are horrible and not well maintained.

Last seat of Bussines Class it does recline but passenger seating behind kept pushing since they did not have space once my seat was reclined

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

Not even water is offered on the flight. You cannot lean back on the seats and the seats are so narrow you can’t avoid rubbing elbows with the person next to you.

6 hour flight and have to pay for everything 100 dollars to add a carry-on bag is insane

Did not fly with Pakistan International Airlines. Have never flown with Pakistan International Airlines.

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

Nothing. We didn’t even have a pilot until one hour after our flight was set to depart and now we are waiting for a gate on a very hot packed aircraft. Spirit has lost its goddamn minds and we will never fly again. On the way down the delay went from 5 minutes to 6 hours to cancelled.

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

Had to pay for my bag a mini weekender bag 100 dollar fee

The flight was delayed for unknown reasons while other airlines weren’t. It was very frustrating.

Everything you need to know for your flight from San José to Illinois

Information on your arrival and departure airports