Cheap Flight Deals From Cabo San Lucas (SJD) to Chicago (CHI) Starting at $172

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This Weekend's Flight Deals from Cabo San Lucas to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 10
SJD
Los Cabos Intl.
ORD
O'Hare Intl.
$601 One way, found 2 days ago
$601
One way
found 2 days ago
Select Volaris flight, departing Sat, Jun 10 from Los Cabos Intl. to O'Hare Intl., priced at $601 found 2 days ago
Sat, Jun 10 - Tue, Jun 13
SJD
Los Cabos Intl.
ORD
O'Hare Intl.
$601 Roundtrip, found 2 days ago
$601
Roundtrip
found 2 days ago
Select Volaris flight, departing Sat, Jun 10 from Los Cabos Intl. to O'Hare Intl., returning Tue, Jun 13, priced at $601 found 2 days ago

Airfares from $172 One Way, $370 Round Trip from Cabo San Lucas to Chicago

Prices starting at $370 for return flights and $172 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Feb 25
SJD
San José del Cabo
ORD
Chicago
$172 One way, found 3 days ago
$172
One way
found 3 days ago
Select Volaris flight, departing Sun, Feb 25 from San José del Cabo to Chicago, priced at $172 found 3 days ago
Wed, Jan 17
SJD
San José del Cabo
ORD
Chicago
$176 One way, found 3 days ago
$176
One way
found 3 days ago
Select Volaris flight, departing Wed, Jan 17 from San José del Cabo to Chicago, priced at $176 found 3 days ago
Fri, Oct 13
SJD
San José del Cabo
ORD
Chicago
$238 One way, found 4 hours ago
$238
One way
found 4 hours ago
Select Viva Aerobus flight, departing Fri, Oct 13 from San José del Cabo to Chicago, priced at $238 found 4 hours ago
Sat, Jun 3
SJD
San José del Cabo
MDW
Chicago
$254 One way, found 5 days ago
$254
One way
found 5 days ago
Select Frontier Airlines flight, departing Sat, Jun 3 from San José del Cabo to Chicago, priced at $254 found 5 days ago
Tue, Oct 31
SJD
San José del Cabo
ORD
Chicago
$278 One way, found 1 day ago
$278
One way
found 1 day ago
Select Aeromexico flight, departing Tue, Oct 31 from San José del Cabo to Chicago, priced at $278 found 1 day ago
Sat, Oct 28 - Sun, Oct 29
SJD
San José del Cabo
ORD
Chicago
$370 Roundtrip, found 1 day ago
$370
Roundtrip
found 1 day ago
Select Volaris flight, departing Sat, Oct 28 from San José del Cabo to Chicago, returning Sun, Oct 29, priced at $370 found 1 day ago
Fri, Mar 15 - Tue, Mar 19
SJD
San José del Cabo
ORD
Chicago
$496 Roundtrip, found 5 days ago
$496
Roundtrip
found 5 days ago
Select Viva Aerobus flight, departing Fri, Mar 15 from San José del Cabo to Chicago, returning Tue, Mar 19, priced at $496 found 5 days ago
Thu, Oct 12 - Wed, Oct 18
SJD
San José del Cabo
ORD
Chicago
$523 Roundtrip, found 14 hours ago
$523
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Thu, Oct 12 from San José del Cabo to Chicago, returning Wed, Oct 18, priced at $523 found 14 hours ago
Tue, Jul 25 - Sun, Aug 6
SJD
San José del Cabo
ORD
Chicago
$541 Roundtrip, found 2 days ago
$541
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 25 from San José del Cabo to Chicago, returning Sun, Aug 6, priced at $541 found 2 days ago
Fri, Jul 28 - Sat, Aug 5
SJD
San José del Cabo
ORD
Chicago
$545 Roundtrip, found 2 days ago
$545
Roundtrip
found 2 days ago
Select United flight, departing Fri, Jul 28 from San José del Cabo to Chicago, returning Sat, Aug 5, priced at $545 found 2 days ago

More About Flying To Chicago from Cabo San Lucas

Route Information for Flights from Cabo San Lucas to Chicago

Origin Airport IATA Code
SJD
Destination Airport IATA Code
CHI
Distance
1806 mi
Direct Flight Airlines
American Airlines, Qatar Airways, United Airlines
Earliest Flight Arrival
12:08AM UTC
Latest Flight Arrival
12:20AM UTC

Cabo San Lucas to Chicago

Looking for guaranteed low prices on Cabo San Lucas to Chicago flights? Orbitz is your source and much more. From cutting-edge mobile tools to great deals, Orbitz makes it easy to book your dream vacation.

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Frequently asked questions

Am I able to catch a flight from Cabo San Lucas to Chicago now?
If you’re wondering about travel restrictions and quarantine requirements when flying from Cabo San Lucas to Chicago, check out the Covid-19 Travel Advisor.
Are there non-stop flights from Cabo San Lucas to Chicago?
United Airlines and American Airlines offer nonstop flights from San Jose del Cabo, Baja California Sur (SJD-Los Cabos Intl.) to ORD, which means you won’t need to worry about swapping planes or waiting around during a stopover.
What is the shortest flight from Cabo San Lucas to Chicago?
Traveling from Los Cabos Airport to O’Hare Airport will take a minimum of 4 hours and 50 minutes. Treat yourself to a wine and watch a movie or two — here’s your chance to take some time out.
What airlines fly from Cabo San Lucas to Chicago most frequently?
The airlines that fly frequently between San Jose del Cabo, Baja California Sur (SJD-Los Cabos Intl.) and ORD include United Airlines (UA). This well-known option operates 17 flights on the route every month. American Airlines (AA) also services the route from Cabo San Lucas to Chicago. It’s another excellent choice and offers 13 flights each month.
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.