SJD - ORD

$169 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 9/15. 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

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
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Flights 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

Wed, Jul 9 - Wed, Jul 16
American Airlines Logo
12:45 pm - 7:10 pmSJD-ORD
4h 25mnonstop
American Airlines Logo
9:05 am - 11:45 amORD-SJD
4h 40mnonstop
$351American Airlines
Find Deal
Wed, Jul 9 - Wed, Jul 16
American Airlines Logo
12:45 pm - 7:10 pmSJD-ORD
4h 25mnonstop
American Airlines Logo
9:05 am - 11:45 amORD-SJD
4h 40mnonstop
$352American Airlines
Find Deal
Wed, Jul 9 - Wed, Jul 16
Delta Logo
12:42 pm - 10:08 pmSJD-ORD
7h 26m1 stop
Delta Logo
6:00 am - 7:13 pmORD-SJD
15h 13m2 stops
$355Delta
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Thu, Oct 9 - Tue, Oct 14
United Airlines Logo
11:52 am - 6:06 pmSJD-ORD
4h 14mnonstop
United Airlines Logo
5:01 am - 1:43 pmORD-SJD
10h 42m1 stop
$356United Airlines
Find Deal
Thu, Oct 9 - Tue, Oct 14
United Airlines Logo
11:52 am - 6:06 pmSJD-ORD
4h 14mnonstop
United Airlines Logo
7:10 am - 1:43 pmORD-SJD
8h 33m1 stop
$357United Airlines
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Thu, Oct 9 - Tue, Oct 14
Delta Logo
12:35 pm - 11:53 pmSJD-ORD
9h 18m1 stop
Delta Logo
6:00 am - 11:30 amORD-SJD
7h 30m1 stop
$359Delta
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Fri, Sep 19 - Sun, Sep 21
Logo
8:17 pm - 11:32 pmSJD-ORD
25h 15m3 stops
Logo
2:00 am - 2:00 pmORD-SJD
14h 00m1 stop
$402
Find Deal
Sat, Jun 28 - Mon, Jun 30
Volaris Logo
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
Volaris Logo
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
$440Volaris
Find Deal
Fri, Sep 19 - Sun, Sep 21
Volaris Logo
8:17 pm - 11:32 pmSJD-ORD
25h 15m3 stops
Volaris Logo
1:55 am - 8:04 pmORD-SJD
20h 09m2 stops
$443Volaris
Find Deal
Sat, Jun 28 - Tue, Jul 1
Logo
4:15 pm - 11:05 amSJD-ORD
16h 50m2 stops
Logo
12:25 pm - 8:35 pmORD-SJD
10h 10m1 stop
$444
Find Deal
Expert advice

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

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

AA's Main Cabin Extra offers early boarding and complimentary alcoholic drinks.


Download the AA app for access to inflight entertainment on your device.

Read more about American Airlinesby Harriet Baskas
United Airlines

United's Economy Plus offers up to six inches more legroom than standard economy seats.


United's Priority Boarding puts you in Zone 2, avoiding overhead bin space issues.

Read more about United Airlinesby Stefanie Waldek
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

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.

Read more
Useful Info

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 Tuesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Monday 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 January, where tickets cost $266 (return) on average. On the other hand, the most expensive months are February and June, where the average cost of round-trip tickets is $774 and $751 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $420 on average.

Find deals

Good to know

Low seasonJune
High seasonMarch
Cheapest flight$169
Best time to beat the crowds but there is an average 50% increase in price.
Most popular time to fly and prices are also 4% 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 $169 for a one-way ticket and $351 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?

    American Airlines, Delta, Aeromexico, 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?

    oneworld, and Star Alliance are the airline alliances operating flights between San José del Cabo and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • 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 $284 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

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines, Emirates, United Airlines, +1 more

American Airlines, Emirates, +2 more

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

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines, Emirates, United Airlines

American Airlines, Emirates, +1 more

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 8809 reviews
7.3Comfort
6.6Food
7.7Boarding
8.1Crew
7.0Entertainment
Airline reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

6.0 GoodAnonymous, Jun 2025MLI - ORD
Read more United Airlines reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

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

Information on your arrival and departure airports

San José del Cabo (SJD)
O'Hare Intl (ORD)

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