$191 Cheap flight deals from Cabo San Lucas (SJD) to Chicago (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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.

Fri, Jul 25 - Mon, Aug 11
SJD
Los Cabos Intl.
ORD
O'Hare Intl.
$529 Roundtrip, found 3 days ago
$529
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Fri, Jul 25 from Los Cabos Intl. to O'Hare Intl., returning Mon, Aug 11, priced at $529 found 3 days ago

Airfares from $191 One Way, $281 Round Trip from Cabo San Lucas to Chicago

Prices starting at $281 for return flights and $191 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, Jan 18 - Sun, Jan 25
SJD
San José del Cabo
ORD
Chicago
$281 Roundtrip, found 4 days ago
$281
Roundtrip
found 4 days ago
Select Volaris flight, departing Sun, Jan 18 from San José del Cabo to Chicago, returning Sun, Jan 25, priced at $281 found 4 days ago
Wed, Oct 8 - Tue, Oct 21
SJD
San José del Cabo
ORD
Chicago
$380 Roundtrip, found 3 days ago
$380
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Wed, Oct 8 from San José del Cabo to Chicago, returning Tue, Oct 21, priced at $380 found 3 days ago
Thu, Oct 9 - Tue, Oct 21
SJD
San José del Cabo
ORD
Chicago
$397 Roundtrip, found 3 days ago
$397
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Thu, Oct 9 from San José del Cabo to Chicago, returning Tue, Oct 21, priced at $397 found 3 days ago
Thu, Aug 28 - Mon, Sep 1
SJD
San José del Cabo
ORD
Chicago
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select Aeromexico flight, departing Thu, Aug 28 from San José del Cabo to Chicago, returning Mon, Sep 1, priced at $399 found 1 day ago
Thu, Oct 30 - Sun, Nov 2
SJD
San José del Cabo
ORD
Chicago
$439 Roundtrip, found 5 days ago
$439
Roundtrip
found 5 days ago
Select Viva flight, departing Thu, Oct 30 from San José del Cabo to Chicago, returning Sun, Nov 2, priced at $439 found 5 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
Earliest Flight Arrival
1:10AM UTC
Latest Flight Arrival
1:10AM UTC

Cabo San Lucas to Chicago

Find fantastic fares on domestic and international flights that suit your travel requirements and budget needs by heading to Orbitz. Orbitz has your cheap air tickets for flights from Cabo San Lucas to Chicago.

Flights from Cabo San Lucas to Chicago at bargain prices

Budgeting and hidden costs should be the least of your concerns when planning a trip. Your priority should be planning all the things you want to do during your stay. With our low fares on Cabo San Lucas to Chicago flights, you know you are getting the best deal for your vacation or business trip budget—and not incurring hidden costs or paying for over-priced tickets offered by some airlines. We want to help you enjoy your trip the way you deserve.

Remain up-to-date on your flights from Cabo San Lucas to Chicago

Orbitz ensures that you remain up-to-date with the latest flight information by sending free alerts to your mobile device or email. Additionally, our cutting-edge mobile apps let iPhone and Android users the capability to receive status reports and review baggage and gate claim details on their mobile devices. You can even book hotels or car rentals to go along with your Cabo San Lucas to Chicago flights or view your itinerary using these useful and easy-to-use apps.

Orbitz booking discounts for Cabo San Lucas to Chicago flights

Orbitz can remember your information, including numbers your frequent flyer and airline loyalty memberships, so you don’t have to re-enter information when you book your flights from Cabo San Lucas to Chicago or other flights. Not only does this make booking flights a breeze, you no longer have to go through the hassle of looking up your frequent flyer numbers to add them to your flight reservation.

Frequently asked questions

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.
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.