Cheap Flights From Los Cabos Intl. (SJD) To O'Hare Intl. (ORD)

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Cheapest Flights from San José del Cabo (SJD) to Chicago (ORD)

The cheapest flights to O'Hare Intl. found within the past 7 days were CA $633 round trip and CA $280 one way. Prices and availability subject to change. Additional terms may apply.

Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $633 Roundtrip, found 5 days ago
CA $633
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $633 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $639 Roundtrip, found 5 days ago
CA $639
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $639 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $662 Roundtrip, found 5 days ago
CA $662
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $662 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $677 Roundtrip, found 5 days ago
CA $677
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $677 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $687 Roundtrip, found 5 days ago
CA $687
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $687 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $693 Roundtrip, found 5 days ago
CA $693
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $693 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $700 Roundtrip, found 5 days ago
CA $700
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $700 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $716 Roundtrip, found 5 days ago
CA $716
Roundtrip
found 5 days ago
Select Volaris flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $716 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $735 Roundtrip, found 5 days ago
CA $735
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $735 found 5 days ago
Tue, May 26 - Sun, May 31
SJD
San José del Cabo
ORD
Chicago
CA $747 Roundtrip, found 5 days ago
CA $747
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, May 26 from San José del Cabo to Chicago, returning Sun, May 31, priced at CA $747 found 5 days ago

Frequently asked questions

Are there direct flights from Los Cabos Airport to O'Hare Airport?
Multiple airlines operate flights straight from Los Cabos Airport to O'Hare Airport. These include United Airlines and American Airlines — start with these if you'd like to arrive at your destination as quickly as possible.
What airlines fly from SJD to O'Hare Intl. Airport (ORD)?
If you're traveling to Chicago from Los Cabos, you'll find a few airlines that fly direct. One of the leading carriers is United Airlines (UA), which offers 17 flights each month. You'll want to also look up the deals available through American Airlines (AA). Another leading carrier, it operates 13 flights monthly on the Los Cabos to Chicago route. Be sure to compare the two airlines to find your perfect fare.
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.