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Monterey

$134+ Cheap flights from Chicago (CHI) to Monterey (MRY)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MRY
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Chicago to Monterey

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Monterey (MRY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 3, 2025.

Round-trip from

$230
(Alaska Airlines)

One-way from

$134
(Mytrip)

Popular in

March

Cheapest in

October

Average price

$525
From Chicago (CHI) to Monterey Regional
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One-way flight from Chicago (CHI) to Monterey Regional
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Highest demand for flights based on searches. 13% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chicago to Monterey

Cheapest flights from Chicago to Monterey
Explore the most affordable flight options available from Chicago to Monterey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Alaska Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/78:20 amORD - MRY
1 stop7h 53mAlaska Airlines
Sat 10/112:53 pmMRY - ORD
1 stop7h 06mAlaska Airlines
Deal found 7/2$230
This Mytrip deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/310:15 amORD - MRY
1 stop13h 05mMultiple Airlines
Mon 10/69:19 pmMRY - ORD
2 stops22h 39mMultiple Airlines
Deal found 7/1$235
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/175:00 amORD - MRY
1 stop6h 14mAmerican Airlines
Sun 8/244:02 pmMRY - ORD
1 stop6h 33mAmerican Airlines
Deal found 7/2$275
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/271:58 pmORD - MRY
1 stop9h 09mUnited Airlines
Sun 8/316:30 pmMRY - ORD
1 stop8h 31mUnited Airlines
Deal found 7/2$343

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Monterey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Chicago to Monterey that are best for you.

Fly from

Chicago

Fly to

Monterey

Route

Depart

Return

Price

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 10/7

8:20 am-2:13 pm

1 stop7h 53m

Monterey Regional

Sat 10/11

2:53 pm-11:59 pm

1 stop7h 06m

$230

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/3

10:15 am-9:20 pm

1 stop13h 05m

Monterey Regional

Mon 10/6

9:19 pm-9:58 pm

2 stops22h 39m

$235

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sun 8/17

5:00 am-9:14 am

1 stop6h 14m

Monterey Regional

Sun 8/24

4:02 pm-12:35 am

1 stop6h 33m

$275

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 8/27

1:58 pm-9:07 pm

1 stop9h 09m

Monterey Regional

Sun 8/31

6:30 pm-5:01 am

1 stop8h 31m

$343

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 10/2

7:06 pm-9:20 pm

2 stops28h 14m

$134

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 10/2

11:06 am-5:43 pm

1 stop8h 37m

$138

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 9/16

1:01 pm-7:14 pm

1 stop8h 13m

$159

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 9/2

6:00 am-11:29 am

1 stop7h 29m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Chicago to Monterey

Have a flexible travel schedule? Discover the best time to fly to Monterey from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Monterey

What is the cheapest month to book a flight from Chicago to Monterey?

Currently, January is the cheapest month in which you can book a flight from Chicago to Monterey (average of $376). Flying from Chicago to Monterey in June is currently the most expensive (average of $487). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MRY?

Find hourly flight availability from Chicago to Monterey. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

One of the essential ways to save on airfare from Chicago to Monterey is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 20% on airfare.

Reviews of airlines servicing Monterey

Get insights into the airlines that provide service to Monterey. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Monterey. Reviews last updated July 3, 2025.
See what other customers who have flown with Alaska Airlines, United Airlines, and American Airlines from Chicago to Monterey have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Monterey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Monterey from Chicago?

    Monterey Regional (MRY), located 3.2 mi from the city center, is the airport you fly into when you book flights from Chicago to Monterey. 2 airlines have flights to Monterey Regional from Chicago on a regular basis. Booking flights from Chicago to Monterey Regional should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • What are the cheapest airlines flying from Chicago to Monterey round-trip?

    Flying on Alaska Airlines is currently your cheapest option to Monterey, with prices starting at $230. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $275 and $343, respectively. Alaska Airlines is 60% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Monterey one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $138. However, be on the lookout for offers from Alaska Airlines and American Airlines, as they are both options that can get you from Chicago to Monterey for a low price.

  • Can I find deals for flights from Chicago to Monterey that include hotel bookings?

    Yes. In addition to deals on Chicago to Monterey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Monterey?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Monterey.

  • Can I find deals for business class flights from Chicago to Monterey?

    Yes. Cheapflights offers flight deals from Chicago to Monterey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Monterey?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Monterey (average of $376). Flying from Chicago to Monterey in June is currently the most expensive (average of $487). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Monterey

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Monterey

Discover the top 2 airlines that operate flights from Chicago to Monterey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$563FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$369Average$594FlexibilityNo cancel feeOn-time71%

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