ORD - SJD

$124 Find Cheap Flights from Chicago O'Hare Airport to San José del Cabo - Compare and Save

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Everything you should know

Cheapest round-trip
$367
Typical prices: $501-$761
Volaris
Sun 3/4Sat 3/10
ORD - SJD • 1 stop
Cheapest non-stop
$491
Typical prices: $546-$788
United Airlines
Thu 1/4Mon 1/8
ORD - SJD • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 4h 49m
Direct flights
+1
Direct flights
+1
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 14% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $387 (round-trip)
Shortest trip • 7h 11m (one-way)
Insights
Insights
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We hope you love your trip to San José del Cabo!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to San José del Cabo

Thu, Mar 4 - Wed, Mar 10
Volaris Logo
1:24 am - 10:35 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 11m1 stop Guadalajara Miguel Hidal
Volaris Logo
3:21 pm - 11:44 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
7h 23m1 stop Guadalajara Miguel Hidal
$367Volaris
Mon, Mar 8 - Sun, Mar 14
Volaris Logo
1:24 am - 10:35 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 11m1 stop Guadalajara Miguel Hidal
Volaris Logo
3:36 pm - 12:39 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
7h 03m1 stop Guadalajara Miguel Hidal
$367Volaris
Fri, Oct 23 - Sat, Oct 31
Multiple Airlines Logo
2:41 am - 2:30 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 49m1 stop Puebla City Huejotzingo
Multiple Airlines Logo
1:20 pm - 11:59 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 39m1 stop Guadalajara Miguel Hidal
$367Multiple Airlines
Thu, Mar 4 - Thu, Mar 11
Volaris Logo
1:24 am - 10:35 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 11m1 stop Guadalajara Miguel Hidal
Volaris Logo
3:21 pm - 11:44 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
7h 23m1 stop Guadalajara Miguel Hidal
$367Volaris
Fri, Nov 27 - Sun, Dec 6
Viva Logo
12:35 am - 7:31 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
7h 56m1 stop Monterrey Gen Mariano Escobedo
Viva Logo
8:15 am - 11:00 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 45m1 stop Monterrey Gen Mariano Escobedo
$368Viva
Fri, Oct 23 - Sat, Oct 31
Multiple Airlines Logo
2:53 am - 6:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
41h 07m2 stops Guadalajara Miguel Hidal Santiago de Querétaro
Multiple Airlines Logo
1:20 pm - 11:59 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 39m1 stop Guadalajara Miguel Hidal
$368Multiple Airlines
Mon, Nov 16 - Fri, Nov 20
American Airlines Logo
8:55 am - 12:44 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
4h 49mnonstop
American Airlines Logo
1:51 pm - 7:25 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 34mnonstop
$546American Airlines
Tue, Oct 13 - Fri, Oct 16
American Airlines Logo
9:05 am - 11:46 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
4h 41mnonstop
American Airlines Logo
12:46 pm - 7:20 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 34mnonstop
$546American Airlines
Sun, Oct 18 - Fri, Oct 23
United Airlines Logo
8:52 am - 11:25 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
4h 33mnonstop
United Airlines Logo
11:32 am - 12:23 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
10h 51m1 stop Houston George Bush Intcntl
$560United Airlines
Mon, Oct 19 - Fri, Oct 23
United Airlines Logo
8:52 am - 11:25 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
4h 33mnonstop
United Airlines Logo
11:32 am - 11:27 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
9h 55m1 stop Houston George Bush Intcntl
$560United Airlines
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to San José del Cabo flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to San José del Cabo with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to San José del Cabo?

Round-trip flights from Chicago O'Hare Intl Airport to San José del Cabo start at $367. Prices are below average for this route right now, with typical round-trip fares ranging from $501 to $761. The lowest price found in the past 5 days was $367 on Volaris.

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

Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to San José del Cabo, it is 8% cheaper than the average day. Thursday is the most expensive day with flight prices 8% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • September is the cheapest month to fly from Chicago O'Hare Intl Airport to San José del Cabo at $482 round-trip.
  • March ($694) and November ($678) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 43% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to San José del Cabo the cheapest?

Flights from Chicago O'Hare Intl Airport to San José del Cabo are cheapest 4 weeks before departure. Booking in this window typically costs about 14% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

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

 
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.

Key details for Chicago O'Hare Intl Airport to San José del Cabo flights

Low season

August

Cheapest flight

$124
Best time to beat the crowds with an average 4% drop in price.
Flight from Chicago O'Hare Intl Airport to San José del Cabo

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

Are your dates flexible? Find out the best times to travel from O'Hare Intl to San José del Cabo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to San José del Cabo flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • How can I catch the earliest flight from Chicago O'Hare Airport to San José del Cabo?

    If you want to conveniently catch up with the earliest flight from ORD to San José del Cabo, which departs at around 7 am, spend the night at the Holiday Inn Express Hotel & Suites. Apart from being near the airport, the hotel provides free airport shuttle services making transportation there simpler and more affordable.

  • Which airline can I use when flying from Chicago O'Hare Airport to San José del Cabo with my kids?

    Give the little ones a great flight experience by booking either American or United Airlines. They will certainly enjoy complimentary snacks offered on board. The carriers’ seats are comfy and spacious, allowing you to sit comfortably with your kids throughout the voyage.

  • How can I connect to San José del Cabo city center from SJD?

    When connecting to San José del Cabo's downtown, the majority of passengers arriving at SJD choose to take taxis. Taxis provide a quick means of transportation and are easily accessible right after the SJD baggage claim area.

  • Is it safe to arrive in San José del Cabo late at night?

    Yes. You can connect to one of the nearby hotels safely using the free airport shuttles provided by the respective hotels. Hyatt Place Los Cabos, and Hotel Aeropuerto Los Cabos, whose airport shuttles operate on a 24-hour basis, are good options in that case.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to San José del Cabo flights?

    Among airlines operating Chicago O'Hare Intl Airport to San José del Cabo flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago O'Hare Intl Airport to San José del Cabo?

    2 airlines operate flights between Chicago O'Hare Intl Airport and San José del Cabo. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to San José del Cabo?

    Flights from Chicago O'Hare Intl Airport to San José del Cabo usually depart from Chicago O'Hare Intl (ORD) and arrive at San José del Cabo Los Cabos (SJD).

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to San José del Cabo flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Emirates: a cabin bag and a checked bag in Business Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to San José del Cabo?

    Four cabin classes are available on flights from Chicago O'Hare Intl Airport to San José del Cabo:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to San José del Cabo?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $387 round-trip via Monterrey Gen Mariano Escobedo (MTY), compared to $648 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to San José del Cabo?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $50–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to San José del Cabo?

    The Boeing 737-800 family is used most often on this route, operated mainly by United Airlines and American Airlines. Other aircraft seen on the route include Airbus A321-100/200 variants.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to San José del Cabo pass through?

    One-stop flights from Chicago O'Hare Intl Airport to San José del Cabo most commonly connect through:

    • Mexico City Benito Juarez (MEX) - 43% of one-stop connections
    • Guadalajara Miguel Hidal (GDL) - 22% of one-stop connections
    • Denver Intl (DEN) - 9% of one-stop connections
    • Dallas/Fort Worth (DFW) - 8% of one-stop connections

    Mexico City Benito Juarez (MEX) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to San José del Cabo?

    Yes. Being flexible with your travel dates can save you up to 15% on the Chicago O'Hare Intl Airport to San José del Cabo route. Friday is the cheapest departure day at $581 round-trip on average, while Thursday is the most expensive at $680, a difference of $99. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How are flight departures from Chicago O'Hare Intl Airport to San José del Cabo spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to San José del Cabo flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • What popular places can I visit in San José del Cabo?

    Some of the most popular sights in San José del Cabo are San Jose del Cabo Art District, Mayan Palace Los Cabos Golf Club and Old Town Gallery. These are among the most viewed places in San José del Cabo on KAYAK.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to San José del Cabo?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to San José del Cabo:

    • Earliest: departs at 7:45 am and lands at 12:34 pm
    • Latest: departs at 9:05 am and lands at 1:54 pm.

    The flight takes about 4h 49m.

  • How expensive are last-minute Chicago O'Hare Intl Airport to San José del Cabo flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 5% above the route average of $625. Book 4 weeks before departure for the lowest fares.

  • How long is a flight from Chicago O'Hare Intl Airport to San José del Cabo?

    A nonstop flight from Chicago O'Hare Intl Airport to San José del Cabo takes 4h 49m, covering 1,806 miles.

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

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Chicago O'Hare Intl Airport to San José del Cabo changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $368 to $2,498. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Chicago O'Hare Intl Airport to San José del Cabo looking right now?

    One-way fares from Chicago O'Hare Intl Airport to San José del Cabo are currently lower than usual. Average one-way flight prices are about $180, which is 32% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to San José del Cabo?

    Flying via Dallas/Fort Worth (DFW) gives the shortest average 1-stop total travel time at 7h 11m, compared with 7h 25m via Denver Intl (DEN) and 7h 44m via Houston George Bush Intcntl (IAH).

  • What is the time difference between Chicago O'Hare Intl Airport and San José del Cabo?

    San José del Cabo is 2 hours behind Chicago O'Hare Intl Airport (Mexican Pacific Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at San José del Cabo Los Cabos Airport (SJD)?

    San José del Cabo Los Cabos Airport (SJD) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:
    • Hertz
    • America Car Rental
    • MEXRENTACAR
    • Budget
    • Advantage

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to San José del Cabo flight?

    Round-trip flights from Chicago O'Hare Intl Airport to San José del Cabo range from $501 to $761, with an average of $625 over the past 12 months. Anything below $501 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to San José del Cabo flights?

    American Airlines is the only airline on the Chicago O'Hare Intl Airport to San José del Cabo route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Chicago O'Hare Intl Airport to San José del Cabo flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Friday departure instead of Thursday. On this route, Friday flights average $581 - about $99 less than Thursday (15% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 4 weeks before you fly. On this route, that window historically saves about 14% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to San José del Cabo trip for September. Fares historically average $482 round-trip in that month - typically $212 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Monterrey Gen Mariano Escobedo Airport (MTY) can be cheaper than flying direct. The cheapest layover option averages $387 round-trip on this route - about $261 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to San José del Cabo Los Cabos Airport.
    - Hotel Aeropuerto Los Cabos
    - Cactus Inn Los Cabos
  • There are various ways to get to Chicago O'Hare Airport (ORD) from downtown Chicago. The least expensive choice is the Blue Line "L" train, which takes about 45 minutes to reach the airport. The coach stops at all three terminals at ORD. The other quick and reliable mode of transportation is a taxi if you want to get there in under 30 minutes, however, it is one of the most expensive.
  • All flights departing from Chicago O'Hare Airport and arriving in San José del Cabo are friendly to people with reduced mobility. If you let the airport officials know in advance, you can request wheelchair transportation from a taxi to an aircraft when you arrive at Chicago O'Hare Airport.
  • The majority of passengers arriving from ORD choose to arrive through San Jose del Cabo Los Cabos International Airport (SJD). Arriving travelers can take pleasure in watching airplanes land and take off. On the third level, just beyond the terminal's eastern end, is the observation deck where you can snap those spectacular views to offer lasting memories.
  • For business travelers seeking to take the shortest time possible to arrive in San José del Cabo from Chicago O'Hare Airport, they should consider using American Airlines or United Airlines. These two are the only airlines that offer nonstop flights from Chicago O'Hare to San José del Cabo.
  • SJD serves a number of other cities, including Mexico City and Guadalajara. Car rentals offer the most convenient and flexible transport option for those who want to visit these nearby cities. Remember to book your car in advance to enjoy special rates.

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

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to San José del Cabo Los Cabos Airport, which days they fly and book direct flights.

Direct departures

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

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

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

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

More options for your flight from O'Hare Intl to San José del Cabo

Complete your trip to San José del Cabo with a hotel stay or car rental