HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from San José (SJO) to Chicago (CHI) from $147

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. 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.
SJO — CHI
Jun 10 — Jun 171
From?
To?
Mon 6/10
Mon 6/17
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

The best prices from San José Juan Santamaria Intl to Chicago are usually found in August or February, booked 26 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from San José to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 5, 2024.

Popular in

March

Cheapest in

August

Round-trip from

$223

One-way from

$180
High demand for flights, 20% potential price rise
Search Deals
Best time to find cheap flights, 34% potential price drop
Search Deals
From San José Juan Santamaria Intl to Chicago (CHI)
Search Deals
One-way flight from San José Juan Santamaria Intl to Chicago (CHI)
Search Deals

What is the cheapest day to fly round-trip from San José, San José Province to Chicago?

Leaving on a Monday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 54% on the overall cost on flights from San José, San José Province to Chicago.

How far in advance should I book a flight from San José, San José Province to Chicago?

To save on the cost of your flight from San José, San José Province to Chicago, book at least 27 days before your planned departure. Booking around this time can save you about 81% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $420 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $534.

What is the cheapest month to fly from San José, San José Province to Chicago?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, August can be a great choice for travel to Chicago. Flights to Chicago from San José, San José Province in August are about $414 on average during August, but can be found for as low as $269.

What is the cheapest time of day to fly from SJO to CHI?

One of the essential ways to save on airfare from San José, San José Province to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 35% on airfare.

Cheap San José to Chicago flights in June & July 2024

Find cheap flight options from San José to Chicago specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 5, 2024.
These are some of the most attractive deals on flights from San José to Chicago in 2024. Check back soon for alternative fares.
Mon 6/1712:59 amSJO - ORD
1 stop15h 41mSpirit Airlines
Wed 7/175:37 pmORD - SJO
1 stop7h 28mSpirit Airlines
Deal found 6/5$270
Mon 7/812:59 amSJO - ORD
1 stop8h 02mSpirit Airlines
Tue 7/1610:16 amORD - SJO
1 stop14h 49mSpirit Airlines
Deal found 6/5$272
Sun 7/1412:55 amSJO - ORD
1 stop7h 19mSpirit Airlines
Tue 7/163:39 pmORD - SJO
1 stop9h 26mSpirit Airlines
Deal found 6/4$290
Tue 6/1812:32 pmSJO - ORD
1 stop8h 26mSpirit Airlines
Wed 7/175:37 pmORD - SJO
1 stop7h 28mSpirit Airlines
Deal found 6/5$294
Wed 6/1212:59 amSJO - ORD
1 stop14h 29mSpirit Airlines
Thu 6/275:05 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 6/4$296
Sun 7/1412:55 amSJO - ORD
1 stop7h 19mSpirit Airlines
Tue 7/165:20 amORD - SJO
2 stops19h 45mSpirit Airlines
Deal found 6/4$298
Tue 7/912:32 pmSJO - ORD
1 stop8h 26mSpirit Airlines
Tue 7/163:39 pmORD - SJO
1 stop9h 26mSpirit Airlines
Deal found 6/5$301
Sat 7/2012:55 amSJO - ORD
1 stop7h 19mSpirit Airlines
Wed 7/245:37 pmORD - SJO
1 stop7h 28mSpirit Airlines
Deal found 6/4$307
Tue 7/91:42 pmSJO - ORD
3 stops28h 43mSpirit Airlines
Tue 7/1610:16 amORD - SJO
1 stop14h 49mSpirit Airlines
Deal found 6/5$311

San José to Chicago 2024 flight deals

Discover exclusive flight deals for travel between San José and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
These are some of the most attractive deals on flights from San José to Chicago in 2024. Check back soon for alternative fares.
Fri 8/2312:55 amSJO - ORD
1 stop12h 56mSpirit Airlines
Tue 8/2712:53 pmORD - SJO
2 stops12h 12mSpirit Airlines
Deal found 6/4$232
Fri 8/231:41 pmSJO - ORD
2 stops21h 22mSpirit Airlines
Tue 8/278:30 amORD - SJO
1 stop16h 35mSpirit Airlines
Deal found 6/5$237
Fri 8/231:41 pmSJO - ORD
2 stops21h 22mSpirit Airlines
Tue 8/278:18 pmORD - SJO
2 stops17h 22mSpirit Airlines
Deal found 6/5$239
Fri 9/61:45 pmSJO - ORD
1 stop8h 25mSpirit Airlines
Tue 9/175:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 6/3$240
Sat 9/712:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Tue 9/105:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 6/4$244
Fri 8/231:41 pmSJO - ORD
1 stop9h 40mSpirit Airlines
Tue 8/2712:53 pmORD - SJO
2 stops12h 12mSpirit Airlines
Deal found 6/4$247
Fri 8/231:41 pmSJO - ORD
1 stop9h 40mSpirit Airlines
Tue 8/275:19 pmORD - SJO
1 stop7h 46mSpirit Airlines
Deal found 6/5$250
Thu 9/512:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Mon 9/165:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 6/4$251
Thu 9/1212:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Mon 9/235:00 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 6/4$252

San José to Chicago flights leaving soon

Find last-minute flight options from San José to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Consider one of these great deals we found on last-minute flights from San José to Chicago. It's wise to confirm all flight details are correct before booking.
Wed 6/1212:59 amSJO - ORD
1 stop14h 29mSpirit Airlines
Thu 6/275:05 amORD - SJO
1 stop7h 32mSpirit Airlines
Deal found 6/4$296
Wed 6/1212:59 amSJO - ORD
2 stops17h 27mSpirit Airlines
Tue 6/189:19 amORD - SJO
2 stops15h 50mSpirit Airlines
Deal found 6/4$324
Wed 6/125:45 amSJO - ORD
1 stop7h 55mMultiple Airlines
Mon 6/175:21 amORD - SJO
1 stop8h 24mMultiple Airlines
Deal found 6/4$330
Wed 6/1212:32 pmSJO - ORD
1 stop9h 21mSpirit Airlines
Mon 6/178:57 pmORD - SJO
2 stops15h 40mSpirit Airlines
Deal found 6/4$332
Wed 6/125:45 amSJO - ORD
1 stop7h 55mMultiple Airlines
Mon 6/177:05 amORD - SJO
3 stops29h 32mMultiple Airlines
Deal found 6/4$339
Wed 6/1212:59 amSJO - ORD
2 stops17h 27mSpirit Airlines
Tue 6/185:39 amORD - SJO
1 stop8h 06mSpirit Airlines
Deal found 6/4$345
Thu 6/1312:32 pmSJO - ORD
2 stops33h 49mSpirit Airlines
Tue 6/189:19 amORD - SJO
2 stops15h 50mSpirit Airlines
Deal found 6/5$347
Thu 6/1312:32 pmSJO - ORD
1 stop11h 23mSpirit Airlines
Tue 6/189:19 amORD - SJO
2 stops15h 50mSpirit Airlines
Deal found 6/4$348
Wed 6/1212:59 amSJO - ORD
1 stop22h 56mSpirit Airlines
Tue 6/189:19 amORD - SJO
2 stops15h 50mSpirit Airlines
Deal found 6/5$351

One-way flights to Chicago from San José

Search for one-way flight options from San José to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
If you're seeking multiple options on one-way flights from San José to Chicago, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from San José to Chicago instead should update the search form at the top of page.
Mon 8/261:41 pmSJO - ORD
2 stops21h 22mSpirit Airlines
Deal found 6/4$147
Thu 9/512:32 pmSJO - ORD
1 stop10h 28mSpirit Airlines
Deal found 6/5$153
Sun 8/251:41 pmSJO - ORD
2 stops33h 24mSpirit Airlines
Deal found 6/4$169
Tue 6/1812:32 pmSJO - ORD
2 stops26h 35mSpirit Airlines
Deal found 6/4$175
Mon 7/2212:55 amSJO - ORD
1 stop15h 51mSpirit Airlines
Deal found 6/4$176
Fri 7/121:40 pmSJO - ORD
1 stop10h 19mMultiple Airlines
Deal found 6/5$180
Sat 6/2912:59 amSJO - ORD
1 stop8h 02mSpirit Airlines
Deal found 6/4$183
Mon 7/2212:55 amSJO - ORD
2 stops19h 03mSpirit Airlines
Deal found 6/4$184
Wed 7/312:32 pmSJO - ORD
1 stop28h 08mSpirit Airlines
Deal found 6/4$185

Find flights from San José to Chicago within your budget

Customize your flight search to find flights from San José to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$211 - $400

Route

Depart

Return

Price

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 8/23

1 stop14h 02m

Chicago O'Hare Intl

Tue 8/27

1 stop7h 46m

$211

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 8/23

1 stop9h 40m

Chicago O'Hare Intl

Tue 8/27

1 stop13h 35m

$226

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 8/23

2 stops21h 22m

Chicago O'Hare Intl

Tue 8/27

1 stop16h 35m

$228

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 9/11

1 stop27h 17m

Chicago O'Hare Intl

Mon 9/23

1 stop28h 03m

$229

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 9/12

1 stop10h 28m

Chicago O'Hare Intl

Tue 9/24

1 stop7h 32m

$231

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 8/20

1 stop8h 00m

Chicago O'Hare Intl

Fri 8/30

1 stop6h 45m

$277

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 8/21

2 stops22h 34m

Chicago O'Hare Intl

Fri 8/30

1 stop6h 45m

$284

San José Juan Santamaria IntlChicago O'Hare Intl

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 8/21

1 stop20h 26m

Chicago O'Hare Intl

Fri 8/30

1 stop6h 45m

$287

San José Juan Santamaria IntlChicago Midway

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Sun 9/22

1 stop10h 09m

Chicago Midway

Sat 9/28

1 stop11h 41m

$400

Flights are sorted by cheapest first

Deals found on 6/4

How far ahead should I book a flight from San José, San José Province to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from San José to Chicago. Price data was last updated on May 31, 2024.
The price you pay for your flight from San José, San José Province to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 26 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

What is the cheapest day to fly from San José, San José Province to Chicago?

Use this chart to determine the cheapest time to fly round-trip from San José to Chicago. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their San José, San José Province to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from San José to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from San José with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated June 5, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Avianca and Delta from San José to Chicago to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
9,222 reviews

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Crew

8.6

Food

7.3

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Alaska Airlines
8.1
Very good
9,222 reviews
Alaska Airlines
8.1
Very good
9,222 reviews

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Crew

8.6

Food

7.3

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Delta
8.0
Very good
10,368 reviews
Alaska Airlines
8.1
Very good
9,222 reviews

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Crew

8.6

Food

7.3

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Copa Airlines
8.0
Very good
2,568 reviews
Alaska Airlines
8.1
Very good
9,222 reviews

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Crew

8.6

Food

7.3

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Aeromexico
7.6
Good
2,447 reviews
Alaska Airlines
8.1
Very good
9,222 reviews

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Crew

8.6

Food

7.3

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Avianca
7.5
Good
3,599 reviews
Alaska Airlines
8.1
Very good
9,222 reviews

Boarding

8.2

Comfort

7.9

Overall

8.1

Entertainment

7.3

Crew

8.6

Food

7.3

Reviews

1 / 10

Crew and airport staff were excellent. They accommodated my needs and were super professional and kind.

Related info for your journey

Find useful and relevant information for your journey from San José to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San José to Chicago?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl is the airport most travelers will use when flying to Chicago from San José. Booking flights from Juan Santamaria Intl (SJO) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 7 different airlines.

  • Can I find flights from San José, San José Province to Chicago for under $300 on Cheapflights?

    Yes, there are multiple flights from San José, San José Province to Chicago for under $300. The cheapest flight booked recently is on Spirit Airlines for just $211, but on average you can expect to pay $243.

  • Are there nonstop flights from San José, San José Province to Chicago for under $600 on Cheapflights?

    Cheapflights has at least 18 direct flights from San José, San José Province to Chicago under $600. A good price for a nonstop flight from San José, San José Province to Chicago is less than $908.

  • Are there last-minute flights available from San José, San José Province to Chicago for under $300?

    There are currently 20+ open flights from San José, San José Province to Chicago within the next 7 days for less than $300.

  • What is the cheapest airline to fly from San José, San José Province to Chicago round-trip?

    Cheapflights users have booked flights from San José, San José Province to Chicago round-trip from $211. Spirit Airlines is 48% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from San José, San José Province to Chicago?

    On average you can expect to pay $364 for a flight from San José, San José Province to Chicago. The cheapest flight overall is $195 while the most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl) is currently priced at $224.

  • What does SJO to ORD mean?

    Great question - SJO to ORD just means San José Juan Santamaria Intl Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from San José to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your San José to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from San José to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter San José to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from San José to Chicago that include hotel bookings?

    Yes. In addition to deals on San José to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San José to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José to Chicago.

  • Can I find deals for business class flights from San José to Chicago?

    Yes. Cheapflights offers flight deals from San José to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from San José to Chicago that allow pets onboard?

    Many airlines flying from San José to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from San José to Chicago?

    Yes, you can often find last-minute deals on San José to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the San José, San José Province to Chicago flight deals updated?

    The San José, San José Province to Chicago flight deals you see on this page were last updated on 6/5.

  • What are the most popular airlines that fly from San José, San José Province to Chicago?

    Before booking your flight from San José, San José Province to Chicago check out the most popular airlines for this route: American Airlines, Aeromexico or Avianca.

  • What is the cheapest month to book a flight from San José, San José Province to Chicago?

    Currently, February is the cheapest month in which you can book a flight from San José, San José Province to Chicago (average of $244). Flying from San José, San José Province to Chicago in July is currently the most expensive (average of $324). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San José to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

San José to O'Hare Intl flights
San José to Midway flights
San José to St. Louis flights
Liberia to O'Hare Intl flights

Top 7 airlines flying from San José to Chicago

Discover the top 7 airlines that operate flights from San José to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$212Average$368FlexibilityNo cancel feeOn-time65%
AviancaCheapest$262Average$363FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$283Average$522FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$404Average$612FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$576Average$729FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$580Average$647FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$644Average$776FlexibilityNo cancel feeOn-time69%
Chicago O'Hare Intl Airport to Orlando flights
Miami to Boston flights
Denver to San Diego flights
Philadelphia to Miami flights
USA to Fiji flights
Chicago to New York flights
San Francisco to Chicago flights
Salt Lake City to Seattle flights
New York to North Carolina flights
Los Angeles to Manila flights
San Francisco to Mexico City flights
San José, San José Province to Charlottesville flights

Search flights from San José to Chicago by cabin class

Find flights from San José to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from San José to Chicago

Find hourly flight availability from San José to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2024.
100%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
0%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San José to Chicago

Explore weekly flight availability from San José to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 5, 2024.
Sunday0daily flights
Monday0daily flights
Tuesday0daily flights
Wednesday0daily flights
Thursday0daily flights
Friday0daily flights
Saturday1daily flight

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Gaziantep
Flights to Miyakojima Hirara
Flights to Figari-Sud Corse
Flights to Mason City
Flights to Komatsu
Flights to Sendai
Flights to Rhinelander Oneida County
Flights to Constanţa Mihail Kogalniceanu
Flights to Brainerd Crow Wing County
Flights to Reus
Flights to Virac
Flights to Neiva La Marguita
Flights to Pellston Emmet County
Flights to Urumqi
Flights to Bastia Poretta
Flights to Samos
Flights to Hyannis Barnstable
Flights to Provincetown
Flights to Alghero-Fertilia
Flights to Laayoune Hassan I
Flights to Devils Lake
Flights to Vava'u Lupepau'U
Flights to Hakodate
Flights to Edremit/Korfez

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from San José to Chicago?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from San José to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from San José to Chicago?

Cheapflights simply makes it quick and affordable to book flights from San José to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from San José to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from San José to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from San José to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from San José today and book when prices fit your budget.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines