Cheap Flights from Los Cabos International to Chicago O'Hare International from $452

Compare Los Cabos International to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

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Flight deals from Los Cabos International to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Los Cabos International Airport to Chicago O'Hare International Airport? If you want to travel next month, return fares start from $701. Find the lowest prices on one-way and return tickets right here.

Chicago.$452 per passenger.Departing Sun, 17 Jan, returning Wed, 20 Jan.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sun, 17 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Wed, 20 Jan, arriving in Los Cabos International.Price includes taxes and charges.From $452, select.

Chicago.$452 per passenger.Departing Wed, 3 Feb, returning Wed, 17 Feb.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Wed, 3 Feb, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Wed, 17 Feb, arriving in Los Cabos International.Price includes taxes and charges.From $452, select.

Chicago.$452 per passenger.Departing Thu, 28 Jan, returning Wed, 17 Feb.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Thu, 28 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Wed, 17 Feb, arriving in Los Cabos International.Price includes taxes and charges.From $452, select.

Chicago.$525 per passenger.Departing Wed, 2 Dec, returning Sat, 5 Dec.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Wed, 2 Dec, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Los Cabos International.Price includes taxes and charges.From $525, select.

Chicago.$531 per passenger.Departing Sun, 15 Nov, returning Sat, 5 Dec.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sun, 15 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Los Cabos International.Price includes taxes and charges.From $531, select.

Chicago.$531 per passenger.Departing Sun, 15 Nov, returning Sat, 28 Nov.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sun, 15 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Sat, 28 Nov, arriving in Los Cabos International.Price includes taxes and charges.From $531, select.

Chicago.$541 per passenger.Departing Wed, 28 Oct, returning Tue, 10 Nov.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Wed, 28 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Tue, 10 Nov, arriving in Los Cabos International.Price includes taxes and charges.From $541, select.

Chicago.$551 per passenger.Departing Fri, 2 Oct, returning Thu, 8 Oct.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Fri, 2 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Los Cabos International.Price includes taxes and charges.From $551, select.

Chicago.$559 per passenger.Departing Sat, 20 Jun, returning Sun, 5 Jul.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sat, 20 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Sun, 5 Jul, arriving in Los Cabos International.Price includes taxes and charges.From $559, select.

Chicago.$563 per passenger.Departing Fri, 25 Sep, returning Thu, 8 Oct.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Fri, 25 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Los Cabos International.Price includes taxes and charges.From $563, select.

Chicago.$568 per passenger.Departing Thu, 10 Sep, returning Tue, 29 Sep.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Thu, 10 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Tue, 29 Sep, arriving in Los Cabos International.Price includes taxes and charges.From $568, select.

Chicago.$609 per passenger.Departing Sat, 20 Jun, returning Tue, 30 Jun.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sat, 20 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Tue, 30 Jun, arriving in Los Cabos International.Price includes taxes and charges.From $609, select.

Chicago.$625 per passenger.Departing Sat, 15 Aug, returning Tue, 1 Sep.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sat, 15 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Tue, 1 Sep, arriving in Los Cabos International.Price includes taxes and charges.From $625, select.

Chicago.$627 per passenger.Departing Mon, 6 Jul, returning Mon, 13 Jul.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Mon, 6 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Mon, 13 Jul, arriving in Los Cabos International.Price includes taxes and charges.From $627, select.

Chicago.$630 per passenger.Departing Sat, 15 Aug, returning Wed, 26 Aug.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Sat, 15 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Wed, 26 Aug, arriving in Los Cabos International.Price includes taxes and charges.From $630, select.

Chicago.$655 per passenger.Departing Thu, 7 May, returning Tue, 30 Jun.Return flight with Viva.Outbound indirect flight with Viva, departs from Los Cabos International on Thu, 7 May, arriving in Chicago O'Hare International.Inbound indirect flight with Viva, departs from Chicago O'Hare International on Tue, 30 Jun, arriving in Los Cabos International.Price includes taxes and charges.From $655, select.

Find the cheapest month to fly from Los Cabos International to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Los Cabos International to Chicago O'Hare International flights are currently cheapest in January.

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Direct flights from Los Cabos International to Chicago O'Hare International

Los Cabos International to Chicago O'Hare International: Alternative routes

Compare routes from Los Cabos International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

San Jose del Cabo to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$452
Cheapest month to fly	February
Average flight time	4 hrs, 20 mins
Most popular airline	American Airlines
Average flights per week	28

Finding cheap flights from Los Cabos International to Chicago O'Hare International: Frequently asked questions

How much are return flights from Los Cabos International to Chicago O'Hare International?

The best price we found for a return flight from Los Cabos International to Chicago O'Hare International is $452. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Los Cabos International to Chicago O'Hare International?

4 hours and 20 minutes is the average flight time from Los Cabos International to Chicago O'Hare International.

Which airlines fly direct from Los Cabos International to Chicago O'Hare International?

American Airlines, United and Emirates fly direct from Los Cabos International to Chicago O'Hare International.

How many flights are there a week from Los Cabos International to Chicago O'Hare International?

As of April 2026, there are 28 flights per week flying from Los Cabos International to Chicago O'Hare International.

When is the cheapest time to fly from Los Cabos International to Chicago O'Hare International?

The cheapest month to fly from Los Cabos International to Chicago O'Hare International is usually February.

Which upcoming date is cheapest to fly from Los Cabos International Airport to Chicago O'Hare International Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Los Cabos International Airport to Chicago O'Hare International Airport on Wednesday, 3 February 2027.

Can I get a direct flight from Los Cabos International Airport to Chicago O'Hare International Airport?

Yes – the average flight time is 4 hours and 20 minutes.

How can I find the best flight deal to Chicago O'Hare International?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago O'Hare International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Los Cabos International Airport to Chicago O'Hare International with?

Currently, Viva and United offer the cheapest flight tickets to Chicago O'Hare International.

Travelling from Los Cabos International Airport (SJD) to O'Hare International Airport (ORD): what you need to know

Around 4 hours 15 minutes is how long you'll be travelling on a direct flight from Los Cabos International Airport to O'Hare International Airport.
Chicago is two hours ahead of San Jose Cabo and follows the UTC-5 timezone.
Flights from SJD to ORD start at 11:01 — the earliest with United Airlines. The last service of the day is at 14:47 with American Airlines. Overall, you can choose from 16 weekly Los Cabos International Airport to O'Hare International Airport flights.
Leave plenty of time to make your SJD to ORD flight. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.
Flying during a peak time such as January? Public holidays and other popular periods can lead to longer lines at airport checkpoints. Be extra cautious and arrive up to four hours ahead of international flights and two hours before domestic departures.
Flying into Chicago (and then exploring more of United States!) is easy with American Airlines. This popular carrier has direct flights from Los Cabos International Airport to O'Hare International Airport.
American Airlines is the airline most travellers choose to fly with on this route.
The most punctual carrier offering SJD to ORD flights is American Airlines. Its services land as scheduled 79.22% of the time.
Consider adding a stopover when booking your ticket from Los Cabos International Airport to O'Hare International Airport. Simply uncheck 'Direct flights only' to break up your journey, or even explore someplace new along the way. Here's where you can stop between SJD and ORD:
- Kansas City International Airport
- Dallas/Fort Worth International Airport
- Phoenix Sky Harbour International Airport

How to find the cheapest flights from Los Cabos International Airport (SJD) to O'Hare International Airport (ORD)

The cheapest price we've seen for a one-way Los Cabos International Airport to O'Hare International Airport flight is $209. A return fare is currently $452. Depending on the availability when you book, these fares could change.
Don't leave everything to the last minute. You're more likely to get cheap tickets from SJD to ORD if you book in advance. Airlines often offer some amazing early bird discounts.
The cheapest month for flights from Los Cabos International Airport to O'Hare International Airport is November. Use the 'Whole month' tool to see the lowest prices if you have flexible travel dates.
Save time searching for cheap flights from SJD to ORD by setting up a Price Alert. You'll get an email or notification through the app when a lower fare pops up.
Choose your preferred departure and arrival times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to see the best deals on flights from Los Cabos International Airport to O'Hare International Airport.

Handy information about Los Cabos International Airport (SJD)

When it comes to the on-time performance of Los Cabos International Airport, 73.83% of flights arrive within the scheduled timeframe.
To get to Los Cabos International Airport from central San Jose Cabo, it'll take about 20 minutes by car. This depends on traffic though. It's approximately 13 kilometres from the airport to the city centre.
Booked an early flight from Los Cabos International Airport to O'Hare International Airport? Avoid the hassle of rushing to the terminal (and catch some extra z's) by choosing one of these hotels near SJD:

Arriving at O'Hare International Airport (ORD)

Consider booking a hotel close to ORD if you have a late Los Cabos International Airport to O'Hare International Airport flight. Select one of these accommodation options and make your arrival easier:
Follow your own route with an O'Hare International Airport rental car. Pick up your wheels from Routes Car Rentals, Dollar or Budget and find adventure across Chicago and beyond.
To get the best deal, reserve your ride from O'Hare International Airport around four weeks before travelling.

Getting from O'Hare International Airport (ORD) to central Chicago

The address for ORD is 10000 West O'Hare.
O'Hare International Airport is roughly 40 kilometres from central Chicago. The drive time takes about 35 minutes.
Travelling by public transport takes about 55 minutes.

When to fly to O'Hare International Airport (ORD)

It's time to pick your trip dates for your flight from Los Cabos International Airport to O'Hare International Airport. August is the most popular month to head to Chicago. If you'd like a more relaxed vibe, go in January.
Before locking in your flight from Los Cabos International Airport to O'Hare International Airport, think about the kind of weather you like. July is the warmest month in Chicago, with the temperature ranging from 15ºC to 29ºC.
Look for cheap tickets from SJD to ORD in January if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC and 3ºC on average.

Explore more of United States

Columbus is just one of the many places in United States waiting to be explored once you've seen the sights of Chicago. Around 451 kilometres away to the south-east, check out popular attractions including Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
Indianapolis is another standout destination in United States and is around 257 kilometres south-east of Chicago. No trip is complete without visiting The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.