Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Monterey (SJC) to Chicago (CHI) Starting at $84

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This Weekend's Flight Deals from Monterey to Chicago

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.

Airfares from $84 One Way, $167 Round Trip from Monterey to Chicago

Prices starting at $167 for return flights and $84 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago economy flight packages

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More About Flying To Chicago from Monterey

Route Information for Flights from Monterey to Chicago

Origin Airport IATA Code SJC
Destination Airport IATA Code CHI
Distance 1842 mi
Direct Flight Airlines American Airlines, Qatar Airways, JAL, Air Canada, LOT - Polish Airlines, Azul, Austrian, Aer Lingus, Air New Zealand, United Airlines, Alaska Airlines, Qantas, SAS, Royal Jordanian, Iberia, ANA, Lufthansa, Singapore Airlines, Gulf Air, British Airways
Earliest Flight Arrival 1:35PM UTC
Latest Flight Arrival 12:46PM UTC

Find Cheap Flights from Monterey to Chicago

Monterey, CA, Airport Information

When looking for sales on flights from Monterey, use Orbitz.com to save time and money. It will compare the rates of all major airlines providing service to the airport, allowing you to choose the best rates and options for your needs and budget. The Monterey Regional Airport provides air service for Monterey. It is located at 200 Fred Kane Drive and is about four miles from downtown Monterey. Several airlines provide service to the airport, including Alaska, American, Allegiant, United, and US Airways. Orbitz.com will compare the rates of these airlines, providing you with the best rates available.

Airport Parking Information

Short-term, long-term, and disabled parking are available near the airport terminal. The short-term rates are $2 for 30 minutes, with a maximum rate of $20 per day; the long-term and disabled parking rates are $1 for 30 minutes, with a maximum rate of $10.00 per day. Payment can be made by cash, check, or major credit card when exiting the lot.

Transportation to the Airport

Transportation to the airport is available by taxi, public transportation, or car rental. The Monterey Salinas Transit bus will cost about $2.50 from downtown but will take longer to reach the airport. Taxi rates are metered and vary slightly by company; there is a $3 surcharge added for airport passengers. Car rentals vary by company and type of vehicle chosen. Alamo, Avis, Budget, Enterprise, Hertz, and National car rental companies are located at the airport for your convenience. Orbitz.com works with these companies to bring you the lowest rental rate available.

Airport Restaurant Information

Hungry travelers have a few options at the airport, including the Golden Tree Restaurant, Fly Away Cafe, and the Golden Tee Snack Bar. Whether you want a snack or a sit-down meal, these restaurants provide a wide variety of food options. When you are searching for sales on flights from Monterey, check with Orbitz.com for the best rates and options available, and save some time and money.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Monterey to Chicago - Frequently Asked Questions

Am I able to catch a flight from Monterey to Chicago now?

Our Covid-19 Travel Advisor can answer all your questions about quarantine and travel restrictions when flying from Monterey to Chicago.

Are there non-stop flights from Monterey to Chicago?

You're in luck — you'll find 3 airlines which fly direct from SFO to O'Hare Intl. Airport (ORD). These are some of the most popular:

  • United Airlines
  • American Airlines
  • Alaska Airlines
What is the shortest flight from Monterey to Chicago?

Jetting from San Jose, CA Airport (SJC-Norman Y. Mineta San Jose Intl.) to ORD will take you at least 4 hours and 48 minutes. Enjoy a tipple and get stuck into that book — it's the ideal opportunity to simply relax.

What airlines fly from Monterey to Chicago most frequently?

There are a few airlines offering frequent flights from SFO to Chicago, IL Airport (ORD-O'Hare Intl.), including United Airlines (UA). A top pick for many travelers, it operates 152 flights on this route every month. Alternatively, book a seat with American Airlines (AA). You'll have 134 monthly flights between Monterey and Chicago to take your pick of with this carrier.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

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 Chicago 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 Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago 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 2020 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 the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

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 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. 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.