
$79 Cheap flight deals from Chicago (CHI) to Monterey (SJC)
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This Weekend's Flight Deals from Chicago 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.
Airfares from $79 One Way, $141 Round Trip from Chicago to Monterey
Prices starting at $141 for return flights and $79 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 Andrews Hotel
Jun 4 - Jun 10
Chicago (CHI) to San Francisco (SFO)
Reviewed on Oct 18, 2024

Beacon Grand, A Union Square Hotel
Jun 4 - Jun 10
Chicago (CHI) to San Francisco (SFO)
Reviewed on Feb 17, 2025

Hampton Inn San Francisco Downtown/Convention Center
Jun 4 - Jun 10
Chicago (CHI) to San Francisco (SFO)
Reviewed on Mar 24, 2025
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, Air Canada, JAL, Austrian, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Finnair, Royal Jordanian, Hawaiian Airlines, Iberia, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, Gulf Air, British Airways |
Earliest Flight Arrival | 4:20PM UTC |
Latest Flight Arrival | 6:59AM 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.
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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.