$157+ Cheap flights from San José del Cabo (SJD) to Chicago (CHI)
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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from San José del Cabo to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San José del Cabo to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from San José del Cabo (SJD) 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 January 16, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $272 (Viva) |
One-way from | $157 (Cheapflightsfares) |
Popular in | March |
Cheapest in | September |
Average price | $612 |
Find flight deals from San José del Cabo to Chicago
Cheapest flights from San José del Cabo to ChicagoExplore the most affordable flight options available from San José del Cabo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.
Explore the most affordable flight options available from San José del Cabo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 16, 2025.
This Viva deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This eDestinos deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This United Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Aeromexico deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Aeromexico deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Alaska Airlines deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from San José del Cabo to Chicago within your budget
Customize your flight search to find flights from San José del Cabo 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 2,558,603 searches. Data last updated January 16, 2025.
Fly from
Fly to
Route
Depart
Return
Price
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Sun 2/9
4:00 pm-2:20 pm
1 stop21h 20m
Chicago O'Hare Intl
Sat 2/15
3:50 pm-9:25 am
1 stop18h 35m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Sun 2/9
3:45 pm-1:02 am
1 stop8h 17m
Chicago O'Hare Intl
Sat 2/15
3:50 pm-1:35 pm
2 stops22h 45m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Tue 7/1
3:31 pm-12:15 am
1 stop6h 44m
Chicago O'Hare Intl
Sun 8/3
1:55 am-11:36 am
1 stop11h 41m
San José del CaboChicago
SJD - MDW
SJDMDW
San José del Cabo Los Cabos
Sun 2/9
5:08 pm-8:45 am
1 stop14h 37m
Chicago Midway
Sat 2/15
7:55 pm-7:30 am
1 stop12h 35m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Tue 7/1
12:30 pm-6:50 pm
Nonstop4h 20m
Chicago O'Hare Intl
Mon 8/4
8:05 am-10:25 am
Nonstop4h 20m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Mon 2/3
7:59 pm-11:59 pm
2 stops27h 00m
Chicago O'Hare Intl
Mon 2/10
6:55 pm-6:49 pm
2 stops24h 54m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Tue 7/1
2:14 pm-7:22 am
2 stops15h 08m
Chicago O'Hare Intl
Mon 8/4
7:01 am-6:01 pm
1 stop13h 00m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Tue 3/11
11:49 am-5:58 pm
Nonstop4h 09m
Chicago O'Hare Intl
Sat 3/22
9:45 pm-5:51 pm
1 stop22h 06m
San José del CaboChicago
SJD - MDW
SJDMDW
San José del Cabo Los Cabos
Tue 7/1
2:14 pm-8:40 am
2 stops16h 26m
Chicago Midway
Mon 8/4
6:00 am-11:28 am
1 stop7h 28m
San José del CaboChicago
SJD - ORD
SJDORD
San José del Cabo Los Cabos
Mon 2/3
6:02 am-11:49 pm
2 stops16h 47m
Chicago O'Hare Intl
Sun 2/9
1:08 am-10:03 am
1 stop9h 55m
Compare providers for flights from San José del Cabo to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San José del Cabo to Chicago in January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San José del Cabo-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San José del Cabo-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San José del Cabo-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San José del Cabo-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San José del Cabo-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from San José del Cabo to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from San José del Cabo with our price prediction graph.
Travel insights for flights from San José del Cabo to Chicago
Get recent, data-driven insights about flights from San José del Cabo to Chicago including ideal travel times, pricing trends, and more.
What is the cheapest month to book a flight from San José del Cabo to Chicago?
Currently, August is the cheapest month in which you can book a flight from San José del Cabo to Chicago (average of $245). Flying from San José del Cabo to Chicago in March is currently the most expensive (average of $320). 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.
What is the cheapest time of day to fly from SJD to CHI?
Find hourly flight availability from San José del Cabo 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 January 16, 2025.
It’s typically best to fly out from San José del Cabo to Chicago in the morning. Doing so could potentially save you 18% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from San José del Cabo to Chicago
Explore weekly flight availability from San José del Cabo 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 January 16, 2025.
The most flights from SJD to CHI are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
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 January 16, 2025.
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.