Cheap Flight Tickets from Chicago (CHI) to San José del Cabo (SJD), Starting at $287

Good to Know: Cheapest and Fastest CHI - SJD Flights

Useful information for finding best airline tickets from Chicago All Airport to Los Cabos International on your next trip.

Cheapest Round Trip Flight

$287

WN Southwest Airlines • 1 stop • 30h 30m

Aug 14 – Aug 18

The cheapest round trip flight from Chicago to San José del Cabo (CHI-SJD-CHI) is currently $287

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Fastest Flight

10h 47m

The fastest nonstop flight from Chicago to San José del Cabo (CHI-SJD) takes 10h 47m

Top Airlines Flying from Chicago to San José del Cabo

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Aeromexico Airline (AM)

Aeromexico

Latest Flight Deals from Chicago (CHI) to San José del Cabo (SJD)

Compare and book low fare round-trip air tickets from Chicago to San José del Cabo. Ideal for travelers with confirmed return itineraries.

Aug 14 - Aug 18, Economy
WN
Chicago → San José del Cabo
30h 30m
6:15 PM - 10:45 AM • 1 stop
WN
Chicago → San José del Cabo
12h 15m
1:45 PM - 11:20 PM • 1 stop
$287
Southwest Airlines
Aug 14 - Aug 18, Economy
F9
Chicago → San José del Cabo
19h 5m
9:20 AM - 7:05 PM • 2 stops
Y4
Chicago → San José del Cabo
13h 25m
7:47 PM - 5:52 AM • 1 stop
$982
Frontier Airlines
Aug 14 - Aug 18, Economy
AA
Chicago → San José del Cabo
34h 19m
5:14 PM - 12:13 PM • 1 stop
AA
Chicago → San José del Cabo
12h 26m
12:27 PM - 10:13 PM • 1 stop
$1150
American Airlines
Aug 14 - Aug 18, Economy
AA
Chicago → San José del Cabo
10h 47m
5:00 AM - 9:47 AM • 1 stop
AA
Chicago → San José del Cabo
12h 26m
12:27 PM - 10:13 PM • 1 stop
$1264
American Airlines
Aug 14 - Aug 18, Economy
AA
Chicago → San José del Cabo
17h 5m
5:00 AM - 1:25 PM • 1 stop
AA
Chicago → San José del Cabo
12h 26m
12:27 PM - 10:13 PM • 1 stop
$1264
American Airlines
Aug 14 - Aug 18, Economy
AM
Chicago → San José del Cabo
32h 15m
4:36 PM - 9:07 AM • 1 stop
AM
Chicago → San José del Cabo
13h 25m
1:33 PM - 11:53 PM • 1 stop
$1628
Aeromexico

Fly from Chicago to San José del Cabo with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to San José del Cabo? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to San José del Cabo Flights

What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from CHI to SJD?
The most popular airline flying from Chicago to San José del Cabo are
Can I fly from CHI to SJD non-stop?
NO
Which airlines fly nonstop between Chicago and San José del Cabo?
The non-stop flights between Chicago and San José del Cabo are .
What’s the earliest departure time from CHI to SJD Airport?
The earliest flight leaves CHI at 5:00 am and lands in SJD - Los Cabos International
What are the airports in San José del Cabo?
SJD
Can I make changes to my Chicago to San José del Cabo flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from CHI to SJD?
Read the fare rules of the Chicago to San José del Cabo air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and San José del Cabo?
operate flights between Chicago and San José del Cabo
How long does a flight from Chicago to San José del Cabo take?
It takes approximately 4 hour to fly non-stop from CHI to SJD, which is 1807.02 miles by air.
Which airlines provide the cheapest flights from Chicago (CHI) to San José del Cabo (SJD) ?
In the past couple of days, the cheapest tickets to SJD from CHI were found on AA : USD 1264
Do I need a passport to fly between CHI and SJD?
Yes
What’s the latest departure time from CHI to SJD ?
The last flight leaves CHI at 6:15 pm

Chicago (CHI) to San José del Cabo (SJD): Airport Information

Origin Airport Chicago All Airport, Chicago, US
Destination Airport Los Cabos International , San José del Cabo, MX
Distance 1807 miles

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