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This Weekend's Flight Deals to Monterey

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fares from $76 One Way, $129 Round Trip from Chicago to Monterey

Prices starting at $129 for return flights and $76 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.

Need A Hotel In Monterey?

Hotels In Top Monterey Neighborhoods

from

$129

Old Monterey
7 hotels

The Monterey Hotel

3.0 out of 5.0
from

$116

Stay Near Exciting Monterey Attractions

More About Flying To Monterey from Chicago

Route Information for Flights from Chicago to Monterey

Origin Airport IATA CodeCHI
Destination Airport IATA CodeSJC
Distance1842 mi
Direct Flight AirlinesAlaska Airlines, Air Canada, Aer Lingus, Qantas, SAS, Asiana Airlines, Brussels Airlines, Air New Zealand, Lufthansa, United Airlines, Singapore Airlines
Earliest Flight Arrival5:43PM UTC
Latest Flight Arrival6:00AM UTC

Flights Review

Jan 30, 2020

Had to pay $10.75 to change to a window seat near the back on a not full flight....

Jan 19, 2020

Our flight was rebooked to a different plane due to de-icing fluid d in the first plane"s ventilation system...

Dec 24, 2019

I thought the seats were a little uncomfortable

Oct 11, 2019

Late takeoff annoying but it happens..

Jul 5, 2019

My cat ripped through his carrier and the staff was wonderful and helpful about it

Sep 27, 2018

For Flight over 4 hrs ( especially around lunch Time) a FREE sandwich or salad or...would be appreciated. Price of ticket high enough to include this. I took 3 planes from Portland , Me to San Jose , Ca - ( my choice , I accepted a voucher to give my place in Portland) and wondered if my suitcase was going to follow. Actually, it was at the carousel waiting for me. Excellent work. Thank you.

May 9, 2018

Missed some kind of entertainment from Chicago to San Jose - more than 4 hour flight. There was nothing.

Feb 5, 2018

Thank you very much.

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.

Flights from Chicago to Monterey - Frequently Asked Questions

What is the shortest flight from Chicago to Monterey?

With the trip from Chicago, IL (MDW-Midway Intl.) to Monterey, CA (MRY-Monterey Peninsula) taking a minimum of 5 hours and 6 minutes, you'll have plenty of time to relax and enjoy the experience. Treat yourself to an in-flight wine or two and get cozy in your seat with a gripping movie or book.

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 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. 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 the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2019. Savings are subject to change based on departure location, date and destination.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.