SJD - ORD

$204 Find Cheap Flights from San José del Cabo to Chicago O'Hare Airport

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 del Cabo to O'Hare Intl departing on 6/25. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José del Cabo to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José del Cabo to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$348
Volaris
Do 6/18So 6/21
SJD - ORD • 1 stop
Cheapest non-stop
$547
American Airlines
Do 6/11Mo 6/15
SJD - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom benefits.
American's Main Cabin Extra includes early boarding.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $348 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 4h 21m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $377 (round-trip)
Shortest trip • 7h 19m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from San José del Cabo to O'Hare Intl (SJD-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José del Cabo to O'Hare Intl 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 del Cabo to O'Hare Intl

Do, Jun 18 - So, Jun 21
Volaris Logo
12:06 pm - 12:55 am
SJD
-
ORD
10h 49m
1 stop
Volaris Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$348Volaris
Mi, Sep 9 - Mi, Sep 16
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
7:35 am - 7:04 pm
ORD
-
SJD
13h 29m
1 stop
$359Volaris
Fr, Mai 22 - So, Mai 24
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
1:40 am - 10:09 am
ORD
-
SJD
10h 29m
1 stop
$362Volaris
Do, Jun 11 - So, Jun 14
Volaris Logo
3:36 pm - 12:55 am
SJD
-
ORD
7h 19m
1 stop
Volaris Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$364Volaris
Di, Jun 16 - Do, Jun 18
Volaris Logo
12:02 pm - 11:47 pm
SJD
-
ORD
9h 45m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$370Volaris
Mi, Jun 3 - So, Jun 7
Viva Logo
8:20 am - 11:55 pm
SJD
-
ORD
13h 35m
1 stop
Viva Logo
1:30 am - 7:30 am
ORD
-
SJD
8h 00m
1 stop
$381Viva
Fr, Mai 22 - Sa, Jun 6
Viva Logo
8:40 am - 12:45 am
SJD
-
ORD
14h 05m
1 stop
Viva Logo
8:40 pm - 12:30 pm
ORD
-
SJD
17h 50m
1 stop
$386Viva
Di, Jun 16 - Fr, Jun 19
Volaris Logo
7:47 pm - 5:52 am
SJD
-
ORD
8h 05m
1 stop
Volaris Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$391Volaris
Do, Jun 18 - Fr, Jun 19
Multiple Airlines Logo
8:20 am - 11:55 pm
SJD
-
ORD
13h 35m
1 stop
Multiple Airlines Logo
2:53 am - 11:29 am
ORD
-
SJD
10h 36m
1 stop
$393Multiple Airlines
Fr, Mai 22 - Sa, Jun 6
Multiple Airlines Logo
8:40 am - 12:45 am
SJD
-
ORD
14h 05m
1 stop
Multiple Airlines Logo
2:53 am - 8:16 am
ORD
-
SJD
7h 23m
1 stop
$394Multiple Airlines
Booking Insights

KAYAK's insights & trends for San José del Cabo to O'Hare Intl flights

Get data-powered insights and trends into flights from San José del Cabo to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from San José del Cabo to Chicago O'Hare Airport?

The average price of all round-trip flights from San José del Cabo to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from San José del Cabo to Chicago O'Hare Airport, look for departures on Thursdays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Tuesday is the cheapest day to fly and Thursday is the most expensive.

What is the cheapest month to fly from San José del Cabo to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José del Cabo to Chicago O'Hare Intl Airport, 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 del Cabo to Chicago O'Hare Intl Airport is June, where tickets cost $0 (return) on average. On the other hand, the most expensive months are March and July, where the average cost of round-trip tickets is $788 and $642 respectively.

Can I save money by flying with a layover from San José del Cabo to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $569, prices are generally cheapest when you fly direct.

Expert advice

Expert advice for your flight from San José del Cabo to O'Hare Intl

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonSeptember
Cheapest flight$204
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from San José del Cabo to Chicago O'Hare Airport

When to book flights from San José del Cabo to O'Hare Intl

Are your dates flexible? Find out the best times to travel from San José del Cabo to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking San José del Cabo to Chicago O'Hare Airport flights

  • What is the cheapest flight from San José del Cabo to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from San José del Cabo to Chicago O'Hare Intl Airport was $204 for a one-way ticket and $348 for a round-trip.

  • Do I need a passport to fly between San José del Cabo and Chicago O'Hare Airport?

    Yes, you’ll need a passport to travel to Chicago O'Hare Airport from San José del Cabo.

  • Which airlines offer Wi-Fi service onboard planes from San José del Cabo to Chicago O'Hare Airport?

    Delta, Aeromexico, American Airlines, and JetBlue offer inflight Wi-Fi service on the San José del Cabo to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from San José del Cabo to Chicago O'Hare Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the San José del Cabo to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from San José del Cabo to Chicago O'Hare Airport?

    Star Alliance is the only airline alliance operating flights between San José del Cabo and Chicago O'Hare Airport.

  • On which days can I fly direct from San José del Cabo to Chicago O'Hare Airport?

    There are nonstop flights from San José del Cabo to Chicago O'Hare Airport on a daily basis.

  • How does KAYAK find such low prices on flights from San José del Cabo to Chicago O'Hare Airport?

    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 del Cabo to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San José del Cabo to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from San José del Cabo 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 del Cabo to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport with an airline and back to San José del Cabo with another airline. Booking your flights between San José del Cabo and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San José del Cabo to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport from San José del Cabo up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from San José del Cabo to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $265 or less one-way.

Prefer to fly direct from San José del Cabo to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from San José del Cabo Los Cabos to Chicago O'Hare Intl.
Find which airlines fly direct from San José del Cabo Los Cabos Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

San José del Cabo Los Cabos to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to San José del Cabo Los Cabos

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from San José del Cabo to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from San José del Cabo to Chicago. 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 del Cabo to O'Hare Intl? 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.
7.4
United AirlinesOverall score based on 9677 reviews
7.1Entertainment
8.1Crew
7.3Comfort
6.6Food
7.7Boarding
Airline reviews

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

8.0 ExcellentAnonymous, Apr 2026
ZRH - ORD
Read more United Airlines reviews

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Everything you need to know for your flight from San José del Cabo to O'Hare Intl

Information on your arrival and departure airports