ORD - SJD

$113 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
$454
Typical prices: $519-$771
Air Canada
Fri 11/23Fri 11/30
ORD - SJD • 1 stop
Cheapest non-stop
$580
Typical prices: $575-$801
American Airlines
Thu 2/22Mon 2/26
ORD - SJD • Non-stop
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 4h 58m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 21% 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

Mon, Nov 23 - Mon, Nov 30
Air Canada Logo
6:17 pm - 1:50 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
20h 33m1 stop Toronto Pearson Intl
Air Canada Logo
2:45 pm - 4:44 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
24h 59m1 stop Toronto Pearson Intl
$454Air Canada
Mon, Nov 23 - Wed, Dec 2
Air Canada Logo
9:21 pm - 1:50 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
17h 29m1 stop Toronto Pearson Intl
Air Canada Logo
2:45 pm - 8:00 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
40h 15m2 stops Toronto Pearson Intl Ottawa
$454Air Canada
Tue, Mar 30 - Mon, Apr 5
Volaris Logo
2:19 am - 10:35 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 16m1 stop Guadalajara Miguel Hidal
Volaris Logo
7:47 pm - 5:52 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 05m1 stop Mexico City Benito Juarez
$455Volaris
Mon, Mar 29 - Tue, Apr 6
Volaris Logo
2:19 am - 10:35 amORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 16m1 stop Guadalajara Miguel Hidal
Volaris Logo
7:47 pm - 5:52 amSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
8h 05m1 stop Mexico City Benito Juarez
$455Volaris
Thu, Feb 11 - Sat, Feb 20
Viva Logo
1:10 am - 1:54 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 44m1 stop Mexico City Benito Juarez
Viva Logo
2:35 pm - 12:30 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
20h 55m2 stops Mexico City Felipe Ángeles Intl Monterrey Gen Mariano Escobedo
$455Viva
Tue, Nov 10 - Wed, Nov 18
Viva Logo
1:05 am - 1:59 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
13h 54m1 stop Mexico City Benito Juarez
Viva Logo
8:11 am - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 44m1 stop Monterrey Gen Mariano Escobedo
$462Viva
Sat, Dec 12 - Sat, Dec 19
American Airlines Logo
9:06 pm - 12:58 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
16h 52m1 stop Dallas/Fort Worth
American Airlines Logo
1:28 pm - 6:56 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 28mnonstop
$571American Airlines
Mon, Jan 11 - Fri, Jan 15
American Airlines Logo
9:00 am - 1:01 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 01mnonstop
American Airlines Logo
2:01 pm - 7:34 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 33mnonstop
$580American Airlines
Wed, Jan 20 - Wed, Jan 27
United Airlines Logo
9:03 am - 1:03 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 00mnonstop
United Airlines Logo
12:41 pm - 5:57 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 16mnonstop
$580United Airlines
Tue, Nov 24 - Thu, Nov 26
United Airlines Logo
9:03 am - 1:03 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 00mnonstop
United Airlines Logo
12:55 pm - 6:11 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 16mnonstop
$580United 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 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 typically range from $519 to $771. The lowest price found in the past 5 days was $454, on Air Canada.

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

Based on deals KAYAK users found in the last 12 months, Friday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to San José del Cabo. It’s 9% cheaper than the average day, while Thursday is the most expensive, with prices 7% higher.

What’s 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 $507 round-trip.
•December ($720) and March ($716) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 42% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights 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 in the last 2 weeks before departure, based on KAYAK prices tracked over the past 12 months. During this period, fares are -5% below average.

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

$113
Beat the crowds with an average 47% drop in travelers.
The most popular month to fly with an average 42% increase in travelers.
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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 7:04 am and lands at 12:02 pm
    • Latest: departs at 9:30 am and lands at 2:28 pm.

    The flight takes about 4h 58m.

  • 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 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 58m, 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.

  • 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 $519 to $771, with an average of $639 over the past 12 months. Anything below $519 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 4% above the $639 route average. Book 2 weeks before departure for the lowest fares.

  • 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 $667 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.

  • 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%.

  • 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 $454 to $2,903. That means the highest observed fare was about 6x higher than the lowest one.

  • 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.

  • 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 $198, which is 28% below the typical average for this route.

  • 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 averaging $20 for economy cars. Top options include:

    • Hertz
    • America Car Rental
    • Budget
    • MEXRENTACAR
    • Advantage

  • 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 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) - 50% of one-stop connections
    • Guadalajara Miguel Hidal (GDL) - 23% of one-stop connections
    • Dallas/Fort Worth (DFW) - 8% of one-stop connections
    • Denver Intl (DEN) - 7% of one-stop connections

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

    Yes. Flexible dates can save you up to 15% on flights from Chicago O'Hare Intl Airport to San José del Cabo. Friday is the cheapest departure day at $585 round-trip on average, while Thursday is the most expensive at $687, a difference of $102.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly 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:

    • American Airlines
    • United Airlines

  • 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 38m via Phoenix Sky Harbor Intl (PHX).

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

    Old Town Gallery is one of the most viewed places in San José del Cabo on KAYAK.

  • 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.

  • 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
    • Japan Airlines: a cabin bag and a checked bag in Business Class

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

  • 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.

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 are flexible, aim for a Friday departure and avoid flying on Thursday. On this route, Friday flights average $585, about $102 less than Thursday fares (15% savings) based on the 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 $507 round-trip in that month - typically $213 less than the most expensive month, which is December (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 $281 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