$169 Find Cheap Flights from Los Cabos 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 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

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Cheap Flights from Los Cabos to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Los Cabos 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 Los Cabos 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
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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
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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
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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
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
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
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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
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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
Useful Info

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

FAQs for booking Los Cabos to Chicago O'Hare Airport flights

  • How does KAYAK find such low prices on flights from Los Cabos 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 Los Cabos 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 Los Cabos 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 Los Cabos 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 Los Cabos 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 Los Cabos with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Los Cabos 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 Los Cabos up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Los Cabos to O'Hare Intl

 
Need help choosing which airline to fly with from Los Cabos 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

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