Search Cheap Flights from San Jose to Chicago from 280.34 USD







Find the popular and cheapest one way flight from San Jose to Chicago

At WowTickets, flights from San Jose to Chicago are tailored for both speed and affordability. Our offerings consider the fastest and most economical options to ensure a seamless journey. The duration of flights averages 12:47:00, providing a swift link between these cities. Starting prices from 354 USD vary depending on travel times and specific days of the week, offering flexibility and value to our travellers.

One-way flight prices for 14 October

Sun
349.07 $

Sun

05.10

Cheapest
280.34 $

Tue

07.10

Wed
321.66 $

Wed

08.10

Thu
313.22 $

Thu

09.10

Fri
349.07 $

Fri

10.10

Sat
397.06 $

Sat

11.10

Sun
497.06 $

Sun

12.10

Mon
497.06 $

Mon

13.10

Tue
497.06 $

Tue

14.10

Wed
497.06 $

Wed

15.10

Thu
497.06 $

Thu

16.10

Fri
497.06 $

Fri

17.10

Sat
497.06 $

Sat

18.10

Sun
497.06 $

Sun

19.10

Mon
497.06 $

Mon

20.10

Tue
497.06 $

Tue

21.10

Wed
497.06 $

Wed

22.10

Thu
497.06 $

Thu

23.10

Fri
497.06 $

Fri

24.10

Sat
497.06 $

Sat

25.10

Secure your one-way flight from San Jose to Chicago for 14 October (SJO - CHI) with our selection of top deals. Compare prices across different airlines directly on our platform to find the most economical options for your travel plans. Ensure you get the best rate available for your journey without compromising on convenience or quality.

Great deals on tickets for 14 October

AirlinePriceDuration
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Spirit Airlines

From 280.34

7 hr 57 min
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Delta Air

From 313.22

17 hr 08 min
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Volaris

From 348.49

13 hr 52 min
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Copa Airlines

From 349.07

8 hr 46 min
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Hahn Air Lines

From 363.79

8 hr 46 min

Quickly and easily compare round-trip airfares from San Jose to Chicago

Flight CodeAirlineAirportDeparture And ArrivalDuration
1310_1842
airline logo
SJO - CHI19:40 - 03:377 hr 57 min
1600_3008
airline logo
SJO - CHI18:39 - 02:438 hr 04 min
461_228
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SJO - CHI10:10 - 18:288 hr 18 min
145_235
airline logo
SJO - CHI20:29 - 05:158 hr 46 min
1756_1199
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SJO - CHI19:18 - 04:599 hr 41 min

Schedule of return flights from San Jose to Chicago

We have generated the best return flights from San Jose to Chicago – these results are based on price and convenience. Fares start from 354 USD but vary depending on the time and day.

AirlineCity AirportDatePrice
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San Jose

(SJO)

arrow right iconarrow right icon

Chicago

(CHI)

29.10

From 280.34

airline logo

San Jose

(SJO)

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Chicago

(CHI)

31.10

From 313.22

airline logo

San Jose

(SJO)

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Chicago

(CHI)

29.10

From 348.49

airline logo

San Jose

(SJO)

arrow right iconarrow right icon

Chicago

(CHI)

29.10

From 349.07

airline logo

San Jose

(SJO)

arrow right iconarrow right icon

Chicago

(CHI)

29.10

From 363.79

Tips and suggestions for finding cheap airfare from San Jose to Chicago (SJO to CHI)


Planning your trip from San Jose to Chicago? At WowTickets, we provide detailed insights to ensure you find the best deals and most convenient flight options. Here’s what you should know when booking your flight from SJO to CHI.

Key Flight Information

  • Departure City: San Jose (SJO)
  • Destination City: Chicago (CHI)
  • Airline Options: Volaris, Hahn Air Lines, Spirit Airlines, American Airlines Inc., Delta Air, Air Canada, Copa Airlines

Pricing and Budget Tips

To secure the most affordable airfare:

  • Cheapest Available Fare: 354 USD
  • Cheapest & Fastest Flight: 280.34 USD with Spirit Airlines on 2024-10-29

Duration and Timing

  • Average Flight Duration: 12:47:00
  • Fastest Flight Duration: 7:00 by Spirit Airlines
  • Departure and Arrival Times: Flights leave as early as 2024-10-29 from Juan Santamaria International Airport and arrive at {f_to_airport}

Choosing the Right Airline

  • Most Popular Airline: Delta Air
  • Best Value Airline: Spirit Airlines

Booking Strategies

  • Best Time to Book: Consider booking your flight at least several weeks in advance to get the best rates.
  • Check for Special Deals: Airlines often have promotions, especially during the off-peak season. Keep an eye on offers from Volaris, Hahn Air Lines, Spirit Airlines, American Airlines Inc., Delta Air, Air Canada, Copa Airlines.

Travel Preparation Tips

  • Weather Considerations: Depending on the time of year, prepare for varying weather conditions in both San Jose and Chicago.
  • Luggage and Check-in: Verify baggage allowances with Delta Air and arrive early at Juan Santamaria International Airport to avoid any last-minute rush.

On the Day of the Flight

  • Check Real-Time Flight Status: Always verify your flight status on the day of departure.
  • Airport Facilities: Juan Santamaria International Airport offers a range of amenities for travelers including lounges, dining options, and Wi-Fi.

Enhance Your Travel Experience

Upon arrival in Chicago, immerse yourself in the local culture and attractions. Whether it’s historical landmarks, nature, or culinary delights, Chicago has much to offer. Make the most of your stay by planning ahead, joining local tours, and experiencing what the city is known for.

Traveling from San Jose to Chicago can be as budget-friendly as it is enjoyable with the right planning. WowTickets is here to help you navigate your options for a seamless and memorable journey. Make sure to utilize our tips for a hassle-free and cost-effective travel experience. Remember, the key to a successful trip lies in early planning and staying informed about your travel choices.

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