Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

SJD - CHI

Find cheap flights from San José del Cabo to Chicago from $198

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 Chicago departing on 5/29. 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
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Chicago

 
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
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

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

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

Cheap flight deals from San José del Cabo to Chicago (SJD-CHI)

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 Chicago 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 and deals for you by selecting your travel dates.
Choose your dates
1:47 pm - 9:17 amSJD-ORD
17h 30m1 stop
7:10 am - 12:05 pmORD-SJD
6h 55m1 stop
$363United Airlines
Find Deal
Fri, Sep 6 - Tue, Sep 10
12:12 pm - 11:59 pmSJD-ORD
9h 47m1 stop
6:00 am - 6:01 pmORD-SJD
14h 01m2 stops
$373Delta
Find Deal
Fri, Sep 6 - Tue, Sep 10
12:10 pm - 6:35 pmSJD-ORD
4h 25mnonstop
7:15 am - 12:12 pmORD-SJD
6h 57m1 stop
$374American Airlines
Find Deal
Fri, Aug 2 - Tue, Aug 6
10:09 am - 11:46 pmSJD-ORD
11h 37m1 stop
5:10 am - 11:05 amORD-SJD
7h 55m1 stop
$384American Airlines
Find Deal
Tue, Jul 30 - Sun, Aug 4
6:01 am - 4:22 pmSJD-ORD
8h 21m1 stop
1:55 am - 10:03 amORD-SJD
10h 08m1 stop
$399Aeromexico
Find Deal
Fri, Sep 6 - Mon, Sep 9
12:12 pm - 9:47 pmSJD-MDW
7h 35m1 stop
3:45 pm - 6:01 pmMDW-SJD
28h 16m2 stops
$416Aeromexico
Find Deal
Thu, Sep 5 - Mon, Sep 9
8:21 pm - 5:44 amSJD-ORD
7h 23m1 stop
2:45 am - 4:54 pmORD-SJD
16h 09m1 stop
$484Volaris
Find Deal
Thu, May 30 - Sat, Jun 1
8:21 pm - 5:44 amSJD-ORD
7h 23m1 stop
5:33 pm - 1:55 pmORD-SJD
22h 22m3 stops
Thu, May 30 - Sun, Jun 2
8:21 pm - 5:44 amSJD-ORD
7h 23m1 stop
2:45 am - 1:12 pmORD-SJD
12h 27m2 stops
$555Volaris
Find Deal
Thu, May 30 - Sat, Jun 1
6:07 pm - 9:47 amSJD-MDW
13h 40m1 stop
8:45 pm - 6:55 amMDW-SJD
12h 10m1 stop
Fri, Aug 2 - Tue, Aug 6

Flights from San José del Cabo to Chicago - Travel Insights & Trends

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

What is the cheapest San José del Cabo to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from San José del Cabo to Chicago.
Our data shows that the cheapest route for a one-way flight from San José del Cabo to Chicago cost $210 and was between San José del Cabo and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $280.

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

The average price of all flights from San José del Cabo to Chicago clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago on a Monday and more expensive on a Friday. On your return trip to San José del Cabo, you should consider flying back on a Tuesday, and avoid Thursdays for better deals.

What is the cheapest month to fly from San José del Cabo to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from San José del Cabo to Chicago, 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 is January, where tickets cost $390 on average. On the other hand, the most expensive months are February and June, where the average cost of tickets is $679 and $588 respectively.

Which airlines provide the cheapest flights from San José del Cabo to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Volaris offered the best one-way deal for that route, at $198. KAYAK users also found San José del Cabo to Chicago round-trip flights on United Airlines from $363 and on Delta from $373.

Which airlines fly non-stop between San José del Cabo and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from San José del Cabo to Chicago.
There are 2 airlines that fly nonstop from San José del Cabo to Chicago. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best one-way deal found costing $433. On average, the best prices for this route can be found at American Airlines.

How many flights are there between San José del Cabo and Chicago per day?

Each day, there are between 1 and 3 nonstop flights that take off from San José del Cabo and land in Chicago, with an average flight time of 4h 16m. The most common departure time is 12:00 pm and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 11 flights. The most frequent day of departure is Saturday, when 27% of all weekly flights depart. The fewest flights depart on a Friday.

Which cabin class options are there for flights between San José del Cabo and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from San José del Cabo to Chicago take?

The duration of a nonstop flight to Chicago from San José del Cabo is typically 4h 15m. The journey crosses a distance of 1,813 miles.

What’s the earliest departure time from San José del Cabo to Chicago?

Early birds can take the earliest flight from San José del Cabo at 11:53 am and will be landing in Chicago at 6:12 pm.

What’s the latest departure time from San José del Cabo to Chicago?

If you prefer to fly at night, the latest flight from San José del Cabo to Chicago jets off at 12:20 pm and lands at 6:35 pm.

Good to know

Low season

January

High season

December

Cheapest flight

$198
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from San José del Cabo to Chicago O'Hare Airport

When to book flights from San José del Cabo to Chicago

Are your dates flexible? Find out the best times to travel from San José del Cabo to Chicago 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 flights from San José del Cabo to Chicago

  • What is the cheapest flight from San José del Cabo to Chicago?

    In the last 3 days, the lowest price for a flight from San José del Cabo to Chicago was $198 for a one-way ticket and $363 for a round-trip.

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

    A passport is required to fly from San José del Cabo to Chicago.

  • Which airports will I be using when flying from San José del Cabo to Chicago?

    On your way to Chicago, you’ll fly out from San José del Cabo Los Cabos. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

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

    Only American Airlines offers inflight Wi-Fi service on the San José del Cabo to Chicago flight route.

  • Which aircraft models fly most regularly from San José del Cabo to Chicago?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the San José del Cabo to Chicago flight route.

  • Which airline alliances offer flights from San José del Cabo to Chicago?

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

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

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

  • Which is the best airline for flights from San José del Cabo to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from San José del Cabo to Chicago are United Airlines and American Airlines. With an average price for the route of $632 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $576 and an overall rating of 7.3.

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

    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.

  • 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?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to San José del Cabo with another airline.

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

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

See more FAQs

Top tips for finding a cheap flight from San José del Cabo to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $272 or less one-way and $432 or less round-trip.

Prefer to fly non-stop from San José del Cabo to Chicago?

Find which airlines fly direct from Los Cabos to Chicago, which days they fly and book direct flights.

Nonstop departures

San José del Cabo Los Cabos to Chicago

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, Emirates, United Airlines

American Airlines, Emirates, +1 more

See more direct flights

Nonstop returns

Chicago 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, Emirates, United Airlines

American Airlines, Emirates, +1 more

See more direct flights
See more direct flights

Top airlines flying from San José del Cabo to Chicago

 
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 Chicago? 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 11272 reviews
7.2comfort
8.1crew
6.7food
7.7boarding
7.1entertainment
Airline reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

2.0 MediocreMichelle, Apr 2024ELP - ORD
Read more about United Airlines reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Unfortunately this is not a happy ending comment. Positive: flown United before no issue Negative: it only takes one bad experience to not plan future travel with United Cancún departure was delayed by 1h20 minutes, connection in Chicago was 1h30 minutes. Flight departure time 6:08 Miraculously 7 of us ran 4 kilometres through Chicago to arrive at 6:00 to be told very rudely by the 2 unprofessional United attendants you missed your flight and that we should of arrived early. Did I mention that reason I was flying? I received a call that my brother was dying and to get home. They provided no assistance would not answer any of our questions, ignorantly walked away. Deplorable

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

If United expects people to use their own devices for entertainment they should put charging outlets in each seating area. I arrived with 14%battery power. That is not good when you arrive anywhere and need to communicate for transportation.

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Book cheap flights from San José del Cabo to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from San José del Cabo to Chicago found on KAYAK in the last 72 hours.
5/29Wed
1 stopVolaris
7h 23mSJD-ORD
$198
5/31Fri
1 stopVivaAerobus
15h 15mSJD-ORD
$207
5/30Thu
1 stop
26h 04mSJD-ORD
$216
5/26Sun
1 stop
17h 01mSJD-ORD
$217
5/31Fri
2 stopsDelta
12h 34mSJD-ORD
$237
5/30Thu
nonstopAmerican Airlines
4h 15mSJD-ORD
$252
5/31Fri
2 stopsDelta
13h 08mSJD-MDW
$253
5/29Wed
nonstopAmerican Airlines
4h 15mSJD-ORD
$273
6/1Sat
nonstopUnited Airlines
4h 19mSJD-ORD
$419
5/5Sun
nonstopUnited Airlines
4h 19mSJD-ORD
$533

Search by stops

Search by airline

Search by price

San José del Cabo - Chicago Flights

Departure:

San José del Cabo (SJD)Mexico

Return flight deals:

Chicago - San José del Cabo

Cabin classes:

$581
$761
$280