$175 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.

Fri, May 2 - Sat, May 10
SJD
Los Cabos Intl.
ORD
O'Hare Intl.
$440 Roundtrip, found 4 days ago
$440
Roundtrip
found 4 days ago
Select Viva Aerobus flight, departing Fri, May 2 from Los Cabos Intl. to O'Hare Intl., returning Sat, May 10, priced at $440 found 4 days ago
Sat, May 3 - Wed, May 7
SJD
Los Cabos Intl.
MDW
Midway Intl.
$571 Roundtrip, found 5 days ago
$571
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, May 3 from Los Cabos Intl. to Midway Intl., returning Wed, May 7, priced at $571 found 5 days ago

Airfares from $175 One Way, $393 Round Trip from Cabo San Lucas to Chicago

Prices starting at $393 for return flights and $175 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.

Fri, Jun 13 - Tue, Jun 17
SJD
San José del Cabo
ORD
Chicago
$393 Roundtrip, found 2 hours ago
$393
Roundtrip
found 2 hours ago
Select Volaris flight, departing Fri, Jun 13 from San José del Cabo to Chicago, returning Tue, Jun 17, priced at $393 found 2 hours ago
Thu, Aug 21 - Mon, Aug 25
SJD
San José del Cabo
ORD
Chicago
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select Volaris flight, departing Thu, Aug 21 from San José del Cabo to Chicago, returning Mon, Aug 25, priced at $395 found 1 day ago
Tue, May 13 - Sat, May 17
SJD
San José del Cabo
ORD
Chicago
$410 Roundtrip, found 3 days ago
$410
Roundtrip
found 3 days ago
Select Viva Aerobus flight, departing Tue, May 13 from San José del Cabo to Chicago, returning Sat, May 17, priced at $410 found 3 days ago
Thu, May 22 - Mon, May 26
SJD
San José del Cabo
ORD
Chicago
$424 Roundtrip, found 2 days ago
$424
Roundtrip
found 2 days ago
Select Aeromexico flight, departing Thu, May 22 from San José del Cabo to Chicago, returning Mon, May 26, priced at $424 found 2 days ago
Thu, Feb 5 - Mon, Feb 9
SJD
San José del Cabo
ORD
Chicago
$428 Roundtrip, found 4 days ago
$428
Roundtrip
found 4 days ago
Select Volaris flight, departing Thu, Feb 5 from San José del Cabo to Chicago, returning Mon, Feb 9, priced at $428 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
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Cabo San Lucas to Chicago

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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.

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.