$54 Cheap flight deals from Monterey (SJC) to Chicago (CHI)

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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 $54 One Way, $100 Round Trip from Monterey to Chicago

Prices starting at $100 for return flights and $54 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

Pendry Chicago
DoubleTree by Hilton Chicago - Magnificent Mile
Virgin Hotels Chicago
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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
JAL, Air New Zealand, United Airlines, Qantas, SAS, Iberia, Brussels Airlines, Air China, Singapore Airlines, Gulf Air, American Airlines, Qatar Airways, Air Canada, Austrian, Aer Lingus, Emirates, Virgin Australia, Asiana Airlines, Alaska Airlines, China Southern Airlines, Finnair, Royal Jordanian, ANA, Lufthansa, British Airways
Earliest Flight Arrival
1:30PM UTC
Latest Flight Arrival
1:03PM 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.

Frequently asked questions

Are there non-stop flights from Monterey to Chicago?
Buckle your seat belt and enjoy a worry-free flight with one of the 3 airlines that fly straight from San Francisco Intl. Airport (SFO) to ORD. We’ve complied a list of reliable carriers to book with:

  • United Airlines
  • American Airlines
  • Alaska Airlines

What is the shortest flight from Monterey to Chicago?
The quickest flight time from San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) to ORD is 4 hours and 40 minutes. Order a refreshment from the cabin crew, perfect your travel itinerary or listen to that podcast — you’ll have enough time on this medium-haul journey.
What airlines fly from Monterey to Chicago most frequently?
There are a few airlines offering frequent flights from San Francisco Airport to Chicago, IL (ORD-O’Hare Intl.), including United Airlines (UA). Popular with travelers, it operates 243 flights on this route every month. Alternatively, reserve your favorite aisle (or window) seat with American Airlines (AA). You’ll have 126 monthly flights between Monterey and Chicago to take your pick of with this airline.
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.