$187 Cheap Flights from San José del Cabo (SJD) to Chicago (ORD)

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

Prices were available within the past 7 days and start at $187 for one-way flights and $342 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Nov 6 - Mon, Nov 11
SJD
San José del Cabo
ORD
Chicago
$342 Roundtrip, found 1 hour ago
$342
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Nov 6 from San José del Cabo to Chicago, returning Mon, Nov 11, priced at $342 found 1 hour ago
American Airlines
Wed, Nov 6 - Mon, Nov 11
SJD
San José del Cabo
ORD
Chicago
$342 Roundtrip, found 1 hour ago
$342
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Nov 6 from San José del Cabo to Chicago, returning Mon, Nov 11, priced at $342 found 1 hour ago
American Airlines
Sat, Aug 31 - Sat, Sep 7
SJD
San José del Cabo
ORD
Chicago
$347 Roundtrip, found 1 hour ago
$347
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Aug 31 from San José del Cabo to Chicago, returning Sat, Sep 7, priced at $347 found 1 hour ago
United
Wed, Nov 6 - Mon, Nov 11
SJD
San José del Cabo
ORD
Chicago
$352 Roundtrip, found 1 hour ago
$352
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Nov 6 from San José del Cabo to Chicago, returning Mon, Nov 11, priced at $352 found 1 hour ago
United
Wed, Nov 6 - Mon, Nov 11
SJD
San José del Cabo
ORD
Chicago
$352 Roundtrip, found 1 hour ago
$352
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Nov 6 from San José del Cabo to Chicago, returning Mon, Nov 11, priced at $352 found 1 hour ago
American Airlines
Sat, Aug 31 - Sat, Sep 7
SJD
San José del Cabo
ORD
Chicago
$357 Roundtrip, found 1 hour ago
$357
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Aug 31 from San José del Cabo to Chicago, returning Sat, Sep 7, priced at $357 found 1 hour ago
United
Tue, Oct 8 - Mon, Oct 14
SJD
San José del Cabo
ORD
Chicago
$360 Roundtrip, found 2 hours ago
$360
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Oct 8 from San José del Cabo to Chicago, returning Mon, Oct 14, priced at $360 found 2 hours ago
American Airlines
Sat, Aug 31 - Sat, Sep 7
SJD
San José del Cabo
ORD
Chicago
$361 Roundtrip, found 1 hour ago
$361
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Aug 31 from San José del Cabo to Chicago, returning Sat, Sep 7, priced at $361 found 1 hour ago
American Airlines
Wed, Nov 6 - Mon, Nov 11
SJD
San José del Cabo
ORD
Chicago
$363 Roundtrip, found 1 hour ago
$363
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Nov 6 from San José del Cabo to Chicago, returning Mon, Nov 11, priced at $363 found 1 hour ago
United
Tue, Oct 8 - Mon, Oct 14
SJD
San José del Cabo
ORD
Chicago
$364 Roundtrip, found 2 hours ago
$364
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Oct 8 from San José del Cabo to Chicago, returning Mon, Oct 14, priced at $364 found 2 hours ago
Flights from San José del Cabo (SJD) to Chicago (ORD)
Origin airport
Los Cabos Intl.
Destination airport
O'Hare Intl.
Airlines serving
Aeromexico, Air Canada, Alaska Airlines, American Airlines, Delta, United, Volaris
Roundtrip price
$342
Distance
1806 mi
Average flight time
6 hours 17 mins

San José del Cabo to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from San José del Cabo to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from San José del Cabo to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from SJD to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $187 now!

Frequently asked questions

How much is a one-way flight from Los Cabos Intl. Airport (SJD) to O'Hare Intl. Airport (ORD)?
Plan your next trip with Expedia and you could pick up one-way Cabo San Lucas flights to Chicago from $220. This was the best fare found for this particular route with a departure date during the next three months — an Volaris flight, departing Los Cabos Intl. Airport (SJD) on August 13 2024 and landing at O’Hare Airport. This price was last updated on May 20 2024 and has not changed since. Ready to snap up your own bargain flights? Great offers are only a few clicks away.
How long does it take to fly from SJD to O'Hare Airport?
American Airlines operates a direct flight jetting off from SJD at 11:29AM and landing at O’Hare Airport at 6:55PM — a total travel time of 5 hours and 26 minutes. Lock in the seat that’s perfect for you, bring something to keep you amused and the time will speed by.
Is it cheaper to buy a plane ticket from SJD to ORD last minute?
Booking your trip from Los Cabos Airport to ORD at the last minute could save you a nice sum if you luck out and find an awesome deal. However, fares generally don’t get cheaper closer to the departure date. If you wait, flights could also be booked out or the best seats taken (we hope you like the middle seat!). If you’d rather not hedge your bets, book well ahead of your departure date. Remember that some of the most awesome deals can be found up to a year in advance. If your favorite carrier hasn’t released its airfares yet, check back regularly as offers are constantly updated on Expedia.
What is the cheapest airline flying from Los Cabos Airport to O'Hare Airport in the next 90 days?
With plane tickets starting at $220 for a flight from Cabo San Lucas to Chicago, Volaris is the cheapest airline found on Expedia. This deal is based on airfares found on Expedia with a departure date within the next 90 days and was last updated on May 20 2024 and has not changed since. The flight takes off from Los Cabos Airport on August 13 2024 and touches down at ORD.
What's the cheapest price for a flight from Los Cabos Airport to O'Hare Airport next month?
With a one-way flight from Cabo San Lucas to Chicago coming in at just $221, you’ll have more moolah to spend on exploring. This airfare was found after searching all available flights on Expedia within the next 30 days. This particular journey takes off from SJD on June 11 2024, comes in to land at O’Hare Airport and is with Volaris. The price of this flight was last updated on May 20 2024 and has not changed since.
What airline has the least delays from Los Cabos Intl. Airport (SJD) to O'Hare Intl. Airport (ORD)?
Depart with United Airlines from Los Cabos Airport to O’Hare Airport and hit the tarmac at the time found on your boarding card. This carrier takes first place on this route, with an on-time arrival score of 90%. If there is a delay to your flight, the Expedia App will keep you updated. Our popular app provides real-time trip updates, from flight delays to gate changes and baggage carousel numbers.
Can I find cheap nonstop flights from SJD to ORD in the next three months?
Your next vacation doesn’t have to cost a small fortune. We’ve found a roundtrip nonstop flight from Cabo San Lucas to Chicago within the next 90 days for $411. This price is based on airfares found on Expedia with a departure date in the next three months and was last updated on May 20 2024. The flight via American Airlines leaves from Los Cabos Airport on June 14 2024 and lands at O’Hare Airport. It has a return date of June 22 2024.To locate nonstop cheap flights setting off from Los Cabos Airport to O’Hare Airport, use our filters after you’ve hit search. Simply click “Nonstop” under “Filter by” to the left of the page to review your options. Your results will be ordered from the lowest price, so you’ll see the cheapest nonstop airfares first. You can also compare prices for nearby dates by clicking “Flexible dates” located on the same page.
What airports do you fly into for Chicago from San José del Cabo?
O’Hare Intl. Airport (ORD), Midway Intl. Airport (MDW) and Lewis University Airport (LOT) are your choices when traveling from San José del Cabo to Chicago. Roughly 16 mi northwest of central Chicago, O’Hare Intl. Airport (ORD) is the city’s major hub. Think about factors like flight arrival and departure times and the distance to your hotel before choosing your airport. Wrigley Field and Millennium Park are two terrific attractions to check out when you get to your destination.
What are the most popular departure times for flights from SJD to O'Hare Intl. Airport (ORD)?
Between 10:00 AM - 11:00 AM is the busiest time for United Airlines flights going from Los Cabos Intl. Airport (SJD) to ORD. Our top tip? Book a flight that departs in the morning. With air traffic yet to build up around airports, your odds of traveling on a delay-free flight are higher.
Can I change the date of my flight from Los Cabos Airport to O'Hare Intl. Airport (ORD)?
We know plans can get upended, so Expedia is here to help make amending your trip as easy as possible. First, access your Los Cabos Intl. Airport (SJD) to ORD itinerary through the Expedia Trips portal and read the fare conditions and rules regarding changes. If you purchased your airfare in the last 24 hours, some airlines will allow you to cancel for free and book new flights. If you bought your fare more than 24 hours ago, get in touch with us through our Customer Service portal to see how we can help.
Chicago nearby Airports

Chicago

San José del Cabo to Midway Intl.
$424.75
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