Cheap Flight Deals From Chicago (CHI) to Monterey (SJC) Starting at $85

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Airfares from $85 One Way, $169 Round Trip from Chicago to Monterey

Prices starting at $169 for return flights and $85 for one-way flights to Monterey were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Monterey economy flight packages

The Donatello
Hotel Spero
The LINE San Francisco
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More About Flying To Monterey from Chicago

Route Information for Flights from Chicago to Monterey

Origin Airport IATA Code CHI
Destination Airport IATA Code SJC
Distance 1842 mi
Direct Flight Airlines American Airlines, Qatar Airways, JAL, Air Canada, Azul, Aer Lingus, Austrian, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Southwest Airlines, Royal Jordanian, SAS, Iberia, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, Gulf Air, British Airways
Earliest Flight Arrival 6:25PM UTC
Latest Flight Arrival 6:55AM UTC

Plan Your Trip from Chicago to Monterey

Airports in Chicago

The city of Chicago is primarily served by two international airports. Travelers looking for low-fare flights from Chicago can use Orbitz.com to find flights from both O'Hare and Midway. O'Hare International Airport is located approximately 17 miles northwest of downtown Chicago. Midway International Airport is located on the city's southwest side, approximately eight miles from Chicago's Loop. O'Hare serves as a hub for American Airlines and United Airlines, and Midway is a hub for Southwest Airlines.

Chicago Airport Parking

Daily, hourly, and valet parking are available at O'Hare. Rates vary from $2.00 to $10.00 per hour. An economy parking lot is also available at a rate of $2.00 per hour. Similar parking options and rates apply at Midway.

Chicago Airport Transportation

There are numerous transportation options for getting to and from both O'Hare and Midway. O'Hare can be accessed via regional trains, buses, and local mass transit lines. The CTA Blue Line offers a fast and convenient transportation option to and from this airport. Midway is served by the CTA Orange Line. Car rental services are available at both airports, and travelers can quickly book car rental services at either airport using Orbitz.com.

Chicago Airport Restaurants

Both O'Hare and Midway offer a variety of restaurant options for travelers. Restaurants located in both airports include Starbuck's Coffee, Chicago Style Hot Dogs, McDonald's, Auntie Anne's, Chili's, Cinnabon, and Dunkin Donuts, making it easy for visitors to grab a quick breakfast, snack, or meal. By using Orbitz.com, travelers can quickly and easily find low-fare flights from Chicago.

Flying Into Monterey Regional Airport

Anyone looking for cheap flights to Monterey, CA, should check out Orbitz.com before going anywhere else. The site is the best place to find deals on air, hotel and car rental prices. You'll be able to pick pricing and an itinerary that works best with your budget and schedule. When you fly into Monterey, you'll be landing at Monterey Regional Airport, which is conveniently located three miles from the center of town. Airlines servicing this airport are Alaska Airlines, Allegiant Air, American Eagle, United Express and US Airways Express.

Transportation From Monterey Regional Airport

When you're ready to leave the airport, a taxi coordinator located at the terminal can help you get a taxi, so you don't have to make a reservation. A $3 airport surcharge fee will be added to your taxi fare. If you're planning to drive around Monterey yourself, grab a rental car at the terminal. The companies providing rentals there include Avis, Budget, Hertz and National. Book it in advance through Orbitz.com so that you don't have to waste any time waiting.

Weather in Monterey

Monterey has a mild climate, with winter temperatures averaging 60º F. The summer days are sunny and comfortable with temperatures in the mid-70s, but the evenings can get a bit cool, so keep that in mind as you pack.

Things to Do in Monterey

Monterey is stunning, and many of its best attractions are outdoors. Check out the Monterey Bay Aquarium, which is considered one of the best in the world. The jellyfish and sea horse exhibits are fan favorites. A drive along the famous 17-Mile Drive provides a great view of Monterey's beautiful landscape. A $9.25 fee is charged to access the road, but it's worth it. Booking cheap flights to Monterey on Orbitz.com can leave you with some extra money for enjoying all the attractions.

Frequently asked questions

Am I able to catch a flight from Chicago to Monterey now?
Go right to the Covid-19 Travel Advisor for the most up-to-date information on travel restrictions and quarantine when flying from Chicago to Monterey.
Are there non-stop flights from Chicago to Monterey?
Get ready to enjoy a hassle-free flight with one of the 3 airlines that fly direct from Chicago, IL (ORD-O’Hare Intl.) to San Francisco Airport. We’ve put together a list of respected carriers to book with:

  • United Airlines
  • American Airlines
  • Alaska Airlines

What is the shortest flight from Chicago to Monterey?
The quickest flight time from Chicago to Monterey is 5 hours and 5 minutes. Order a wine from the drink cart, go over your travel itinerary or finish that podcast — you’ll have the time on this medium-haul journey.
What airlines fly from Chicago to Monterey most frequently?
There are a couple of airlines offering the most frequent flights from O’Hare Intl. Airport (ORD) to San Francisco, CA (SFO-San Francisco Intl.), including United Airlines (UA). A top pick for many travelers, it operates 243 flights on this route every month. If you need a few more options, look up the fares with American Airlines (AA), which offers 126 flights from Chicago to Monterey every month.
If I am not able to travel due to COVID-19, can I cancel my flight to Monterey?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Monterey have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Monterey with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Monterey without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
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.