$206 Cheap flight deals from Cabo San Lucas (SJD) to Chicago (CHI)

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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, Oct 18 - Sun, Nov 2
SJD
Los Cabos Intl.
ORD
O'Hare Intl.
$518 Roundtrip, found 4 days ago
$518
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Sat, Oct 18 from Los Cabos Intl. to O'Hare Intl., returning Sun, Nov 2, priced at $518 found 4 days ago

Airfares from $206 One Way, $367 Round Trip from Cabo San Lucas to Chicago

Prices starting at $367 for return flights and $206 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.

Tue, Feb 24 - Sat, Feb 28
SJD
San José del Cabo
ORD
Chicago
$367 Roundtrip, found 23 hours ago
$367
Roundtrip
found 23 hours ago
Select Volaris flight, departing Tue, Feb 24 from San José del Cabo to Chicago, returning Sat, Feb 28, priced at $367 found 23 hours ago
Thu, Nov 27 - Sun, Dec 7
SJD
San José del Cabo
ORD
Chicago
$374 Roundtrip, found 4 days ago
$374
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Nov 27 from San José del Cabo to Chicago, returning Sun, Dec 7, priced at $374 found 4 days ago
Thu, Feb 12 - Wed, Feb 18
SJD
San José del Cabo
ORD
Chicago
$377 Roundtrip, found 5 days ago
$377
Roundtrip
found 5 days ago
Select Aeromexico flight, departing Thu, Feb 12 from San José del Cabo to Chicago, returning Wed, Feb 18, priced at $377 found 5 days ago
Tue, Feb 24 - Sat, Feb 28
SJD
San José del Cabo
ORD
Chicago
$416 Roundtrip, found 23 hours ago
$416
Roundtrip
found 23 hours ago
Select Viva flight, departing Tue, Feb 24 from San José del Cabo to Chicago, returning Sat, Feb 28, priced at $416 found 23 hours ago
Fri, Oct 31 - Sat, Nov 15
SJD
San José del Cabo
ORD
Chicago
$423 Roundtrip, found 4 days ago
$423
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Fri, Oct 31 from San José del Cabo to Chicago, returning Sat, Nov 15, priced at $423 found 4 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, Emirates, United Airlines
Earliest Flight Arrival
12:06AM UTC
Latest Flight Arrival
1:10AM UTC

Cabo San Lucas to Chicago

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Discount Cabo San Lucas to Chicago Flights

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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.

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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.