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Cheap flights from San José del Cabo to Chicago from $124

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José del Cabo to Chicago departing on 5/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from San José del Cabo to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from San José del Cabo to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
6:41 pm - 4:51 amSJD-ORD
8h 10m1 stop
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
$289Volaris
Find Deal
Wed, Jul 23 - Tue, Jul 29
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
1:55 am - 11:11 amORD-SJD
11h 16m1 stop
$292Volaris
Find Deal
Tue, Jul 1 - Sun, Aug 3
8:22 am - 6:15 pmSJD-ORD
7h 53m1 stop
6:31 am - 6:07 pmORD-SJD
13h 36m1 stop
Fri, Apr 11 - Fri, Apr 18
11:53 am - 12:15 amSJD-ORD
10h 22m1 stop
1:55 am - 7:53 amORD-SJD
7h 58m1 stop
$323Volaris
Find Deal
Wed, Jul 9 - Tue, Jul 15
8:22 am - 6:15 pmSJD-ORD
7h 53m1 stop
6:34 pm - 6:35 amORD-SJD
14h 01m2 stops
Fri, Apr 11 - Fri, Apr 18
8:05 am - 6:15 pmSJD-ORD
8h 10m1 stop
6:34 pm - 8:40 amORD-SJD
16h 06m2 stops
Sun, Apr 20 - Sun, Apr 27
12:55 pm - 7:25 pmSJD-ORD
4h 30mnonstop
9:15 am - 11:55 amORD-SJD
4h 40mnonstop
$505American Airlines
Find Deal
Tue, Jul 1 - Mon, Aug 4
12:55 pm - 7:25 pmSJD-ORD
4h 30mnonstop
9:15 am - 11:55 amORD-SJD
4h 40mnonstop
$506American Airlines
Find Deal
Wed, Jul 9 - Wed, Jul 16
8:05 am - 6:15 pmSJD-ORD
8h 10m1 stop
1:50 am - 7:30 amORD-SJD
7h 40m1 stop
$516Viva
Find Deal
Sun, Apr 20 - Sat, Apr 26
1:12 pm - 12:35 amSJD-ORD
9h 23m1 stop
8:45 am - 11:28 amORD-SJD
4h 43mnonstop
$555United Airlines
Find Deal
Fri, Apr 11 - Fri, Apr 18

Volaris flights from San José del Cabo to Chicago

Our best Volaris deals on San José del Cabo to Chicago flight tickets
Volaris
Jul 23
SJD6:41 pmSan José del Cabo Los Cabos
8h 10m
1 stop
ORD4:51 amChicago O'Hare Intl
Jul 29
ORD1:55 amChicago O'Hare Intl
11h 16m
1 stop
SJD11:11 amSan José del Cabo Los Cabos
Volaris
Jul 1
SJD11:53 amSan José del Cabo Los Cabos
10h 22m
1 stop
ORD12:15 amChicago O'Hare Intl
Aug 3
ORD1:55 amChicago O'Hare Intl
11h 16m
1 stop
SJD11:11 amSan José del Cabo Los Cabos
Volaris
Jul 9
SJD11:53 amSan José del Cabo Los Cabos
10h 22m
1 stop
ORD12:15 amChicago O'Hare Intl
Jul 15
ORD1:55 amChicago O'Hare Intl
7h 58m
1 stop
SJD7:53 amSan José del Cabo Los Cabos

American Airlines flights from San José del Cabo to Chicago

Our best American Airlines deals on San José del Cabo to Chicago flight tickets
American Airlines
Jul 1
SJD12:55 pmSan José del Cabo Los Cabos
4h 30m
ORD7:25 pmChicago O'Hare Intl
Aug 4
ORD9:15 amChicago O'Hare Intl
4h 40m
SJD11:55 amSan José del Cabo Los Cabos
American Airlines
Jul 9
SJD12:55 pmSan José del Cabo Los Cabos
4h 30m
ORD7:25 pmChicago O'Hare Intl
Jul 16
ORD9:15 amChicago O'Hare Intl
4h 40m
SJD11:55 amSan José del Cabo Los Cabos
American Airlines
Jul 1
SJD12:55 pmSan José del Cabo Los Cabos
4h 30m
ORD7:25 pmChicago O'Hare Intl
Aug 4
ORD10:05 pmChicago O'Hare Intl
13h 20m
1 stop
SJD9:25 amSan José del Cabo Los Cabos

See travel insights to Chicago from

How to get the cheapest flight ticket from San José del Cabo to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from San José del Cabo, with most prices found around $340. If you’re not able to fly to Chicago in September, then May is your next best option. Flight prices from San José del Cabo to Chicago during May average around $368.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $283. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from San José del Cabo to Chicago for around $702.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from San José del Cabo to Chicago during this time can be as low as $545. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $546.

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

Fly from San José del Cabo Los Cabos to Chicago O'Hare Intl for the best San José del Cabo Los Cabos - Chicago flight prices

What cabin class options are available on San José del Cabo Los Cabos to Chicago flights?

There are 3 cabin classes available to choose from on San José del Cabo Los Cabos to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have San José del Cabo to Chicago flight prices changed over time?

As of March 2025, prices for San José del Cabo to Chicago flights are approximately 27% cheaper when compared to flights at the same time last year.

When to book flights from San José del Cabo to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from San José del Cabo to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San José del Cabo to Chicago (SJD to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San José del Cabo to Chicago

Best Price Found

$124

Fastest flight time

4h 00m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from San José del Cabo in the past 72 hours is $124. The best round-trip flight deal from San José del Cabo to Chicago found on momondo in the last 72 hours is $289.
The fastest flight from San José del Cabo to Chicago takes 4h 00m
Direct flights go from San José del Cabo to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is San José del Cabo Los Cabos to Chicago by plane?

    A flight from San José del Cabo Los Cabos to Chicago will travel around 1817.1 mi. 4h 15m is a normal flight duration for this route.

  • When did momondo last update prices for flights from San José del Cabo Los Cabos Airport to Chicago?

    Prices for flights from San José del Cabo Los Cabos Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from San José del Cabo Los Cabos Airport to Chicago?

  • How old do you have to be to fly from San José del Cabo Los Cabos Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from San José del Cabo Los Cabos Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from San José del Cabo to Chicago?

  • What is the most popular airline from San José del Cabo to Chicago?


Best airlines flying from San José del Cabo to Chicago

Compare and see reviews for airlines that fly from San José del Cabo to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $410Free CancellationRating
7.4
8,623 reviews
Search United Airlines flights
  • United Airlines Flights From San José del Cabo to Chicago

    The lowest priced United Airlines flight from San José del Cabo to Chicago from the last 72 hours was $410. Generally, United Airlines has 6 flights on this route every week with an average price of $612. United Airlines is rated 7.4/10 by our users.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from San José del Cabo to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San José del Cabo to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from San José del Cabo to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from San José del Cabo on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from San José del Cabo to Chicago?

Once you have performed a search for San José del Cabo to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from San José del Cabo to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for San José del Cabo to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago