One Way

Popular Filters

+ 1 more

Arrival Airports

One Way Price

USD 141 USD 700

Duration

4 h 35 m 28 h 30 m

Stops From Chicago

Departure From Chicago

6 AM - 12 PM

USD 141

12 PM - 6 PM

USD 278

After 6 PM

USD 196

Arrival at San Jose

6 AM - 12 PM

USD 231

12 PM - 6 PM

USD 141

After 6 PM

USD 207

Alliances & Airlines

Oneworld

(6)

SkyTeam

()

Star Alliance

(5)

Layover Airports

Layover Duration

2 h 58 m 22 h 0 m

Top Flights From Chicago

Chicago (CHI) to San Jose (SJC) Cheap Flights

Book Chicago to San Jose cheap flight tickets โœˆ at lowest price. Get best deals on your upcoming Chicago (CHI)to San Jose (SJC) flights only on MakeMyTrip. Also Book San Jose to Chicago Cheap Flights. Currently 18 flights flying from Chicago to San Jose. To save maximum on flight booking click on below Fare Calendar button and choose your dates.

Sorted By:
Departure
Duration
Arrival
Price
Frontier Airlines

USD 141

You save USD 506 if you fly to San Francisco

Chicago-Midway to San Francisco , 21 Apr

Frontier Airlines F9 | 2292

06:10

Tue, 21 Apr 26

Chicago-Midway, United States

02 h 15 m

09:25

Tue, 21 Apr 26

Terminal N

Atlanta, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 1949

14:50

Tue, 21 Apr 26

Terminal N

Atlanta, United States

05 h 44 m

17:34

Tue, 21 Apr 26

Terminal I

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Alaska Airlines

USD 191

You save USD 456 if you fly to San Francisco

Chicago to San Francisco , 21 Apr

Alaska Airlines AS | 1470

08:20

Tue, 21 Apr 26

Terminal T2

Chicago, United States

04 h 42 m

11:02

Tue, 21 Apr 26

Terminal T2

San Diego, United States

BAGGAGE : CHECK INCABIN

Information not available

Alaska Airlines AS | 3387 | Operated By SkyWest Airlines

14:00

Tue, 21 Apr 26

Terminal T2

San Diego, United States

01 h 50 m

15:50

Tue, 21 Apr 26

Terminal T1

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

USD 196

You save USD 451 if you fly to San Francisco

Chicago to San Francisco , 21 Apr

Frontier Airlines F9 | 2145

20:58

Tue, 21 Apr 26

Terminal T5

Chicago, United States

04 h 27 m

23:25

Tue, 21 Apr 26

Terminal T3

Las Vegas, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 4401

11:55

Wed, 22 Apr 26

Terminal T3

Las Vegas, United States

01 h 57 m

13:52

Wed, 22 Apr 26

Terminal I

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines

USD 207

You save USD 440 if you fly to San Francisco

Chicago to San Francisco , 21 Apr

Frontier Airlines F9 | 2445

19:21

Tue, 21 Apr 26

Terminal T5

Chicago, United States

04 h 45 m

22:06

Tue, 21 Apr 26

Terminal T1

Los Angeles, United States

BAGGAGE : CHECK INCABIN

Information not available

Frontier Airlines F9 | 2857

20:01

Wed, 22 Apr 26

Terminal T1

Los Angeles, United States

01 h 38 m

21:39

Wed, 22 Apr 26

Terminal I

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Alaska Airlines

USD 219

You save USD 428 if you fly to San Francisco

Chicago to San Francisco , 21 Apr

Alaska Airlines AS | 1371

08:00

Tue, 21 Apr 26

Terminal T2

Chicago, United States

04 h 43 m

10:43

Tue, 21 Apr 26

Seattle, United States

BAGGAGE : CHECK INCABIN

Information not available

Alaska Airlines AS | 680

14:25

Tue, 21 Apr 26

Seattle, United States

02 h 15 m

16:40

Tue, 21 Apr 26

Terminal T1

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 224

You save USD 423 if you fly to San Francisco

Chicago-Midway to San Francisco , 21 Apr

Southwest Airlines WN | 1786

21:00

Tue, 21 Apr 26

Chicago-Midway, United States

04 h 35 m

23:35

Tue, 21 Apr 26

Terminal T2

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

American Airlines

More Timing Options

USD 231

You save USD 416 if you fly to San Francisco

Chicago to San Francisco , 21 Apr

American Airlines AA | 1253

06:55

Tue, 21 Apr 26

Terminal T3

Chicago, United States

04 h 57 m

09:52

Tue, 21 Apr 26

Terminal T1

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

United Airlines

More Timing Options

USD 278

You save USD 369 if you fly to San Francisco

Chicago to San Francisco , 21 Apr

United Airlines UA | 246

06:25

Tue, 21 Apr 26

Terminal T1

Chicago, United States

04 h 51 m

09:16

Tue, 21 Apr 26

Terminal T3

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 345

You save USD 302 if you fly to San Francisco

Chicago-Midway to San Francisco , 21 Apr

Southwest Airlines WN | 3917

10:00

Tue, 21 Apr 26

Chicago-Midway, United States

04 h 35 m

12:35

Tue, 21 Apr 26

Terminal T2

San Francisco, United States

BAGGAGE : CHECK INCABIN

Information not available

Southwest Airlines

USD 647

Chicago-Midway to San Jose , 21 Apr

Southwest Airlines WN | 1284

10:20

Tue, 21 Apr 26

Chicago-Midway, United States

04 h 35 m

12:55

Tue, 21 Apr 26

Terminal B

San Jose, United States

BAGGAGE : CHECK INCABIN

Information not available

Chicago to San Jose Flights Information:-

Looking for Chicago to San Jose Flight? Hereโ€™s all you need to know! For convenience and to save time, pick the airport that is closest to your destination. The nearest airport to San Jose is San Jose Airport and the IATA code for the same is SJC.
Currently, there are 5 airlines operating flights between the two destinations and approximately 18 flights take off from Chicago to San Jose every week.

Need information on Chicago to San Jose airfare?

The minimum airfare for a Chicago to San Jose flight would be 141, which may go up to 647 depending on the route, booking time and availability.
It is recommended that you book a round-trip, since it always works out to be more economical.

Flight Details for Chicago to San Jose

If you are looking for Chicago to San Jose flights, there is no dearth of options to choose from. Several reputed airlines currently offer both direct and indirect flights between the two destinations. Some of these are Alaska Airlines, American Airlines, Frontier Airlines, Southwest Airlines, United Airlines. Out of these, only 13 airlines operate direct flights. Indirect flights may involve more travel time, but they usually cost lesser than direct flights.

The number of flights operated by each airline is as follows:Alaska Airlines : 2, American Airlines : 2, Frontier Airlines : 2, Southwest Airlines : 2, United Airlines : 2

To board the first Chicago to San Jose flight, choose Frontier Airlines, which departs at 06:10 The last flight for this route is Southwest Airlines, departing at 21:00

San Jose Airport Information

San Jose Airport
Mineta San Jose International Airport
1701 Airport Boulevard
San Jose
California
United States
Tel: +1-408-392-3600

About Chicago (CHI)

Chicago, known as the Windy City, is a vibrant metropolis in Illinois, offering an exciting blend of culture, architecture, and entertainment. It boasts iconic landmarks, world-class museums, and a rich history that attracts millions of visitors each year. Whether you're drawn to its towering skyscrapers, picturesque parks, or diverse neighborhoods, Chicago promises a memorable experience for travelers from the United States.

Best Time to Visit

Chicago's weather varies significantly throughout the year. The ideal time to visit is during the spring (April to June) and fall (September to October) when the temperatures are mild, and the city hosts numerous festivals and events. Summer (July to August) is also popular, offering warm weather perfect for outdoor activities and beach visits, though it can be crowded. Winter (December to February) brings cold temperatures and snow, but it transforms the city into a winter wonderland, ideal for those who enjoy winter sports and holiday festivities.

Getting There

Chicago is well-connected to the United States and the world through its two major airports: O'Hare International Airport (ORD) and Midway International Airport (MDW). Both airports offer numerous flights to Chicago, including cheap flights to Chicago from various U.S. cities. United Airlines, American Airlines, and Delta Airlines are among the top carriers providing Chicago flight tickets. Ensure you have a valid ID for domestic flights and a passport for international travel.

Where to Stay

Chicago offers a wide range of accommodations to suit all budgets. For luxury stays, consider the Magnificent Mile area, home to upscale hotels like The Peninsula and Four Seasons. The Loop is ideal for business travelers and those looking to be close to major attractions, with options like the Palmer House Hilton. Budget-conscious travelers can find affordable hotels and hostels in neighborhoods like River North and Lincoln Park.

Must-See Places & Experiences

Chicago is packed with must-see attractions:
โ€ข Millennium Park: Home to the iconic Cloud Gate sculpture (The Bean)
โ€ข Navy Pier: A hub of entertainment with rides, restaurants, and shops
โ€ข Art Institute of Chicago: Renowned for its extensive art collection
โ€ข Willis Tower Skydeck: Offers breathtaking views from the 103rd floor
โ€ข Museum Campus: Includes the Field Museum, Shedd Aquarium, and Adler Planetarium
For a unique experience, explore the city's diverse neighborhoods like Wicker Park and Pilsen, known for their vibrant arts and dining scenes.

Local Transportation

Chicago's public transportation system, operated by the Chicago Transit Authority (CTA), is efficient and affordable. The 'L' trains and buses cover most of the city, making it easy to get around. Taxis and rideshare services like Uber and Lyft are also readily available. For a scenic option, consider taking a water taxi along the Chicago River.

Food & Dining

Chicago is a food lover's paradise, famous for its deep-dish pizza and Chicago-style hot dogs. Must-try dishes include:
โ€ข Deep-dish pizza from Lou Malnati's or Giordano's
โ€ข Chicago-style hot dogs from Portillo's
โ€ข Italian beef sandwiches from Al's Beef
For fine dining, visit Alinea or Girl & The Goat. The city's diverse culinary scene also offers a range of international cuisines, reflecting its multicultural heritage.

Practical Travel Tips

โ€ข Currency: U.S. Dollar (USD)
โ€ข Language: English
โ€ข Safety: Chicago is generally safe for tourists, but it's wise to stay aware of your surroundings and avoid less populated areas at night.
โ€ข Useful Apps: Download the CTA Transit App for public transport info and Yelp for restaurant reviews.
Start planning your trip and explore the best of Chicago with cheap flight tickets to Chicago available on various travel websites. Enjoy your visit to this dynamic city!

Important Information about Chicago to San Jose Flight

Lowest Fare to Travel with Date USD null- 21 Apr
Total flights from Chicago to San Jose in a week 18 Flights
First Flight Frontier Airlines, departs at 06:10
Last FlightSouthwest Airlines, departs at 21:00
Non-Stop Flights from Chicago to San Jose13
Airport Name & codes of Chicago & San Jose Chicago Midway Intl, Chicago-CHI, San Jose Airport,San Jose-SJC

Chicago Address

About San Jose (SJC)

Known as the โ€˜Capital of Silicon Valley,โ€™ San Jose is the third-largest city in the state of California, boasting of the high concentration of information technology firms. This city is also known for its unique attractions, leisure and recreation opportunities, sporting facilities, museums, art galleries and a vibrant culture. On a tour to San Jose, visitors can explore the Tech Museum, which exhibits displays on how technology shapes our lives; discover interesting art collections at the San Jose Museum of Art or check out the Winchester Mystery House, which is famous for its odd architecture and legends of ghost sightings. Rosicrucian Egyptian Museum & Planetarium presents a fabulous collection of ancient Egyptian artefacts, a must-visit on any trip to San Jose. Heritage Rose Garden that houses a spellbinding collection of nearly 3,000 varieties of rose is an interesting place to visit. Adventure-lovers would love to visit Alum Rock Park, located on the foothills of Silicon Valley. This site offers a number of scenic trails to explore and opportunities for hiking, biking and nature exploration. Affording an endless variety of recreation, adventure and cultural exploration, this city is a place worth visiting time and again. Tourists can make a choice from one of the many exciting travel packages from MakeMyTrip to travel around this city comfortably.

San Jose Address

Mineta San Jose International Airport
1701 Airport Boulevard
San Jose
California
United States
Tel: +1-408-392-3600

Frequently Asked Questions - Chicago to San Jose Flights

Is there a way to make flexible departure date bookings for your Chicago to San Jose flight tickets?

Some travel portals like MakeMyTrip offer flexible departure and arrival booking option with certain air carrier when booking from Chicago to San Jose. You can check the flexible booking flight options once you get the results filters based on your search and make the booking accordingly. Please note, some airlines make charge extra for flexible travel dates.

How do MakeMyTrip finds the lowest available dare for flights from Chicago to San Jose?

MakeMyTrip is a popular travel portal that also works as a travel search engine that allows you to see best available results for your flight search. Every time you make search for flights to any destination, the MMT algorithm picks all the available air carriers for the route and filter rates basis on the cheapest fare available in their system. At MMT, you can not only search flights on the basis of the fare, but you can also see which flight offers direct route, which has multiple stop-overs, baggage allowance, in-flight meal options, cancellation policy, etc. You can also check available discounts offered by payments partners and air carriers when booking the flight.

Which airlines offer cheapest airfare from Chicago to San Jose?

There is no set pricing for airlines to offer cheap flight fare from Chicago to San Jose. These fares are mostly decided on the basis of algorithms followed by air carriers to final the prizing based on demand. However, some multiple route flights with stop-overs offer cheap flights as compared to direct flight departing from Chicago to San Jose.

Is passport mandatory to travel from Chicago to San Jose?

When making an international trip, passport is mandatory as it defines your identity to the other nation officials. The VISA norms may differ from country to country, which means some would allow Visa on arrival and others may require you to obtain visa in advance. But the availability of passport is mandatory at the time of departure and arrival as well.

Can I cancel my ticket from Chicago to San Jose without cancellation charges?

To avoid cancellation charges on your air tickets, you need to make a selection at the time of booking for ZERO cancellation. Please note, the zero cancellation facility is chargeable with minimum amount and can help you save a lot at the time sudden cancellations.

What is the best time to book cheap flight tickets from Chicago to San Jose?

To get cheap flight tickets from Chicago to San Jose, the best time would be to plan your trip during the off season. At that time the flight tickets are usually cheaper than the peak season and the accommodation booking is also available at the affordable price. The other way of booking cheap flight tickets from Chicago (CHI) to San Jose (SJC) is to book atleast 4 weeks in advance before your departure date to get competitive pricing on your tickets even during the peak season.

Can I find cheap accommodation near to airport when travelling from Chicago to San Jose?

There are several accommodation options available near the San Jose Airport. You can check for both budget friendly and well as five star accommodation near the airport depending on your requirement and budget. These hotels are mostly suitable for business travellers.