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Selected fares from Chicago to Monterey
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Route Information for Flights from Chicago to Monterey
| Origin Airport IATA Code | MDW |
|---|---|
| Destination Airport IATA Code | SJC |
| Flight Price | $138 |
| Distance | 2,933 km |
Chicago (CHI) to Monterey (SJC)
Work or play? Either way, you're going to want a great deal on a flight to Monterey. Because when you land, you have a city that is waiting to be explored, and that extra cash in your pocket can take your trip from "meh" to amazing. You're in the right spot to get an awesome rate on your next flight from Chicago. Whether you call yourself an expert at navigating the friendly skies or you're new to the jet-setting scene, read on to see how to book a too-good-to-be-true flight.
How can you get a great rate on tickets from Chicago to Monterey?
Hotwire has been doing this for years, so we know a few ways to get the best rate on your flight to Monterey. You can pocket that extra cash for more than just getting from point A to point B with a few simple steps.
What is the cheapest day to fly?
With the right attitude and flexibility, you can fly for less. Below are the cheapest days to fly:
- Tuesday and Wednesday—You know how most stores are not crowded midweek? Same thing here. Most people opt to depart at the beginning or end of the week.
- Thursday and Saturday—Get a head start on that Friday crowd. This also works on your return flight. Shorten your vacay by a day and increase your savings.
- Monday through Thursday—If you're flying internationally, deals are often available when departing these days.
What's the Saturday night stay rule?
If you stay through the weekend, generally that return ticket to CHI can be cheaper since you'll be leaving earlier in the week. All those business travelers have less flexible schedules, so that means savings for you. We are all for that!
Can you save while traveling during the off-peak season?
Shoulder or off-peak seasons are when most vacationers aren't flying to certain locations. So when it's chilly, most people head off to warmer climates like the Caribbean, Mexico, Hawaii, etc., just like the birds (they had it figured out). But during the summer months, you'll find that Europe is where it's at. You may not get the ideal weather, but you'll typically get better prices and avoid the mobs of tourist.
If the price is right, pick it!
Airline carriers change their rates seemingly by the minute. If you see the price you like, then get it! There are a lot of other people that are searching for a great rate on a flight from Chicago to Monterey. You could lose your opportunity to dial in the time and the flight you wanted.
How else can I save on my flight from Chicago to Monterey?
We think the Hotwire Hot Rate is one of the best deals out there, although we may be slightly biased. You can get a great deal on your ticket to Monterey from Chicago. After you book, you'll get the time and name of the airline, but it is a risk where you can reap the rewards.
Book today
Try these tips before you reserve your next flight from Chicago to Monterey. You may have enough money back in your wallet to add something that makes this holiday extra awesome ... or you can roll that money over and put it toward your next trip out of Chicago.
More to explore for Chicago to Monterey
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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 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.