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Flights from Chicago to Monterey Starting at $166

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to Monterey?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Find cheap airlines flights from Chicago to Monterey

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From $150
Spirit Airlines
From $161
United Airlines
From $183
Alaska Airlines
From $197
Allegiant Air
From $235
American Airlines
From $330
ANA airlines

Find more flights and airlines

Alternative Cheap Routes from Chicago to Monterey

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Monterey.

  • Cheapest
    Frontier Airlines
    MDW
    05:30
    18h 36m
    2 transfer
    MRY
    22:06
    Midway International Airport - Monterey Regional Airport
    Wed, May 1Frontier Airlines
    $150
  • Spirit Airlines
    ORD
    05:45
    36h 23m
    2 transfer
    MRY
    16:08
    O'Hare International Airport - Monterey Regional Airport
    Sun, Apr 28Spirit Airlines
    $161
  • Allegiant Air
    RFD
    21:53
    20h 39m
    1 transfer
    MRY
    16:32
    Chicago Rockford International Airport - Monterey Regional Airport
    Thu, Apr 4Allegiant Air
    $235
  • Allegiant Air
    RFD
    21:53
    20h 39m
    1 transfer
    MRY
    16:32
    Chicago Rockford International Airport - Monterey Regional Airport
    Thu, Apr 4Allegiant Air
    $235
    Find More Flights

Frequently Asked Questions

  • When are flight tickets from Chicago (CHI) to Monterey (MRY) the cheapest?

    Airlines adjust prices for flights from Chicago to Monterey based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from Chicago (CHI) to Monterey (MRY) cost?

    According to Trip.com's data, the lowest price is around $595.

Travel Info | Chicago to Monterey

Cheapest nonstop flight price

$165

Off-season for travel

April

Peak season for travel

October