SJD - ORD

$205 Find Cheap Flights from San José del Cabo to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$342
Typical prices: $390-$601
Viva, Volaris
Mon 11/5Sat 11/10
SJD - ORD • 1 stop
Cheapest non-stop
$490
Typical prices: $437-$601
United Airlines
Mon 10/29Fri 11/2
SJD - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 4h 24m
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 $315 (round-trip)
Shortest trip • 6h 54m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
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

Thu, Nov 5 - Tue, Nov 10
Multiple Airlines 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
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$342Multiple Airlines
Sun, Nov 1 - Tue, Nov 10
Multiple Airlines Logo
8:49 am - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 06m2 stops Culiacán Fedl De Bachigualato Monterrey Gen Mariano Escobedo
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$342Multiple Airlines
Wed, Nov 4 - Tue, Nov 10
Multiple Airlines Logo
8:49 am - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 06m2 stops Culiacán Fedl De Bachigualato Monterrey Gen Mariano Escobedo
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$342Multiple Airlines
Fri, Nov 6 - Tue, Nov 10
Multiple Airlines Logo
12:42 pm - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
9h 13m1 stop Monterrey Gen Mariano Escobedo
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$342Multiple Airlines
Fri, Nov 6 - Sat, Nov 7
Multiple Airlines Logo
12:42 pm - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
9h 13m1 stop Monterrey Gen Mariano Escobedo
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$344Multiple Airlines
Thu, Nov 5 - Sat, Nov 7
Multiple Airlines 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
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$344Multiple Airlines
Wed, Nov 4 - Sat, Nov 7
Multiple Airlines Logo
8:49 am - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 06m2 stops Culiacán Fedl De Bachigualato Monterrey Gen Mariano Escobedo
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$344Multiple Airlines
Sun, Nov 1 - Sat, Nov 7
Multiple Airlines Logo
8:49 am - 10:55 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
13h 06m2 stops Culiacán Fedl De Bachigualato Monterrey Gen Mariano Escobedo
Multiple Airlines Logo
6:29 am - 3:00 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
9h 31m1 stop Mexico City Benito Juarez
$344Multiple Airlines
Thu, Oct 29 - Mon, Nov 2
United Airlines Logo
11:55 am - 6:08 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 13mnonstop
United Airlines Logo
9:03 am - 1:03 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
5h 00mnonstop
$490United Airlines
Wed, Nov 4 - Mon, Nov 9
United Airlines Logo
12:55 pm - 6:11 pmSJD  San José del Cabo Los Cabos-ORD Chicago O'Hare Intl
4h 16mnonstop
United Airlines Logo
5:30 am - 2:32 pmORD  Chicago O'Hare Intl-SJD San José del Cabo Los Cabos
10h 02m1 stop Houston George Bush Intcntl
$490United Airlines
Booking Insights

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

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

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

Sunday is the cheapest day of the week to fly from San José del Cabo to Chicago O'Hare Intl Airport, it is 14% cheaper than the average day. Saturday is the most expensive day with flight prices 79% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•September is the cheapest month to fly from San José del Cabo to Chicago O'Hare Intl Airport at $362 round-trip.
•May ($702) and August ($638) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 93% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Expert advice

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

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

Low season

September

Cheapest flight

$205
Best time to beat the crowds with an average 21% drop 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 Intl 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

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

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

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

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

    • American Airlines: 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 San José del Cabo to Chicago O'Hare Intl Airport?

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

    • United Airlines
    • American Airlines

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

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

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

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

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • Qatar Airways: a cabin bag and a checked bag in Business Class
    • American Airlines: a cabin bag in Economy Class 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 San José del Cabo to Chicago O'Hare Intl Airport?

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

    • Economy Class
    • Business Class
    • First Class

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

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $315 round-trip via Monterrey Gen Mariano Escobedo (MTY), compared to $486 for nonstop.

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

    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 San José del Cabo to Chicago O'Hare Intl Airport?

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

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

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

    • Mexico City Benito Juarez (MEX) - 36% of one-stop connections
    • Guadalajara Miguel Hidal (GDL) - 27% of one-stop connections
    • Houston George Bush Intcntl (IAH) - 27% of one-stop connections
    • Monterrey Gen Mariano Escobedo (MTY) - 9% 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 San José del Cabo to Chicago O'Hare Intl Airport?

    On the San José del Cabo to Chicago O'Hare Intl Airport route, being flexible with your departure day can save you up to 52%. Sunday is the cheapest day at $394 round-trip on average, while Saturday is the most expensive at $819: a $425 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

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

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

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

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

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

    • Earliest: departs at 11:52 am and lands at 4:16 pm
    • Latest: departs at 1:51 pm and lands at 6:15 pm.

    The flight takes about 4h 24m.

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

    A nonstop flight from San José del Cabo to Chicago O'Hare Intl Airport takes 4h 24m, covering 1,806 miles.

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

    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 San José del Cabo to Chicago O'Hare Intl Airport 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 $342 to $1,496. That means the highest observed fare was about 4x higher than the lowest one.

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

    One-way fares from San José del Cabo to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $227, which is 37% below the typical average for this route.

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

    Flying via Houston George Bush Intcntl (IAH) gives the shortest average 1-stop total travel time at 6h 54m, compared with 7h 50m via Guadalajara Miguel Hidal (GDL) and 10h 01m via Mexico City Benito Juarez (MEX).

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

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

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

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

    Round-trip flights from San José del Cabo to Chicago O'Hare Intl Airport range from $390 to $601, with an average of $456 over the past 12 months. Anything below $390 counts as a good deal.

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

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

Your guide to booking San José del Cabo to Chicago O'Hare Intl Airport 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 Sunday departure instead of Saturday. On this route, Sunday flights average $394 - about $425 less than Saturday (52% savings) based on the last 12 months.
  • If you can choose when to travel, plan your San José del Cabo to Chicago O'Hare Intl Airport trip for September. Fares historically average $362 round-trip in that month - typically $340 less than the most expensive month, which is May (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 $315 round-trip on this route - about $171 less than direct flights (based on the last 12 months).

Prefer to fly direct from San José del Cabo to Chicago?

 
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,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

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

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

Complete your trip to Chicago with a hotel stay or car rental