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Fares from $64 One Way, $128 Round Trip from Monterey to Chicago

Prices starting at $128 for return flights and $64 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.

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More About Flying To Chicago from Monterey

Flights from Monterey to Chicago - Frequently Asked Questions

What is the shortest flight from Monterey to Chicago?

Traveling from Monterey, CA Airport (MRY-Monterey Peninsula) to Chicago, IL Airport (MDW-Midway Intl.) will take a minimum of 4 hours and 40 minutes. Indulge in a tipple and get stuck into that book — this is your chance to relax.

Route Information for Flights from Monterey to Chicago

Origin Airport IATA CodeSJC
Destination Airport IATA CodeCHI
Distance1842 mi
Direct Flight AirlinesAmerican Airlines, Qatar Airways, Air Canada, LOT - Polish Airlines, Austrian, Aer Lingus, Asiana Airlines, Air New Zealand, United Airlines, Alaska Airlines, Qantas, SAS, ANA, Lufthansa, Air China LTD, Singapore Airlines, Gulf Air, British Airways
Earliest Flight Arrival7:19PM UTC
Latest Flight Arrival1:16PM UTC

Flights Review

Aug 18, 2019

The flight attendants really helped my husband and I the ladies in the back of the plane were wonderful. My husband has a tumor in his spine we used your wheelchair service everyone was awesome to us. We are now here at Mayo in Rochester. Thank to all your crew from SJC to Rochester Minn

Aug 13, 2019

Too expensive!

Aug 11, 2019

Good experience

Jul 12, 2019

Good customer service

Jul 22, 2018

Seat spacing is so tight my knees are constantly jammed into the seat ahead of me. Tall is a handicap at Times.

Jun 12, 2018

Very long line to drop off bag.

May 29, 2018

Serving extra water is a great idea.

Feb 2, 2018

Great seats! Seemed very roomy in coach class.

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.

^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.