Cheap Flights from Chicago (MDW) to San Carlos (SQL)

Popular airlines from Chicago Midway Airport (MDW) to San Carlos, CA (SQL)

Alternative airports near San Carlos

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to San Francisco Intl. SFO. Average driving time to city center is 16 minutes. Flights from $537
SFO
San Francisco Intl.
Average driving time to city center16 min
Flights from $537
Select flight to Norman Y. Mineta San Jose Intl. SJC. Cheapest option available. Average driving time to city center is 26 minutes. Flights from $439
SJC
Norman Y. Mineta San Jose Intl.
Cheapest
Average driving time to city center26 min
Flights from $439
Select flight to Oakland Intl. OAK. Average driving time to city center is 32 minutes. Flights from $508
OAK
Oakland Intl.
Average driving time to city center32 min
Flights from $508

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to San Carlos Airport (SQL) cost?
Get a cheap one-way flight or cheap return flight from Midway Intl. Airport (MDW) to San Carlos Airport (SQL) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to San Carlos Airport (SQL)?
The cheapest month to fly from MDW to SQL is , when there's less demand. Off-peak months are generally when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to San Carlos Airport (SQL)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from MDW to SQL. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to San Carlos Airport (SQL)?
There are no daily direct flights available from Midway Intl. Airport (MDW) to San Carlos Airport (SQL). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from MDW to SQL?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to San Carlos Airport (SQL)?
Select a flight from Midway Intl. Airport (MDW) to San Carlos Airport (SQL) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for San Francisco from Midway Intl. Airport (MDW)?
Catch a direct flight from Midway Intl. Airport (MDW) to San Francisco and touch down at any one of these airports:

  • San Francisco Intl. Airport (SFO)
  • Norman Y. Mineta San Jose Intl. Airport (SJC)
  • Oakland Intl. Airport (OAK)

Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to San Carlos Airport (SQL) last-minute?
Waiting until right before your break to book your flight from MDW to SQL often results in higher prices. Although you may find some last-minute offers, they aren't always guaranteed. Be flexible with your itinerary to maximize your chances of getting a bargain.
Is it cheaper to book a MDW to SQL flight and hotel package?
Opting for a MDW to SQL flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels in one place. Choose from our extensive range of stays and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to San Carlos Airport (SQL)?
Typically, you can cancel or reschedule your MDW to SQL flight. However, additional charges may apply, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you want more details, head to our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
San Carlos
Distance
1846 mi

Book with confidence

Book with confidence

Chicago to San Carlos Flights

The cheapest times to fly from Chicago to San Carlos

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to San Carlos are during the month of . You can find some of the cheapest flights from Chicago to San Carlos with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to San Carlos

Sunday is one of the best days to book for cheap flights from Chicago to San Carlos: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to San Carlos

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to San Carlos in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to San Carlos flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to San Carlos airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to San Carlos Flights

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*Available to One Key members.