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Monterey

$173+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MRY
Apr 27 — May 41
Sun 4/27
Sun 5/4
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 April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$335
(Alaska Airlines)

One-way from

$173
(Alaska Airlines)

Popular in

March

Cheapest in

October

Average price

$484
Provider with most accurate pricing for Chicago (CHI)-Monterey Regional flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Monterey Regional flights.
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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. 5% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 22, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/22. 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 5/276:00 amORD - MRY
1 stop14h 03mAlaska Airlines
Wed 6/46:43 pmMRY - ORD
1 stop8h 57mAlaska Airlines
Deal found 4/22$335
This Hawaiian Airlines deal was found by Cheapflights users on 4/22. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2810:00 amORD - MRY
1 stop10h 03mHawaiian Airlines
Sun 6/16:43 pmMRY - ORD
1 stop8h 57mHawaiian Airlines
Deal found 4/22$504
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Tue 5/2010:35 amORD - MRY
1 stop11h 24mUnited Airlines
Tue 5/275:30 amMRY - ORD
1 stop12h 31mUnited Airlines
Deal found 4/22$515
This American Airlines deal was found by Cheapflights users on 4/22. 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 7/66:00 amORD - MRY
1 stop7h 28mAmerican Airlines
Thu 7/1012:18 pmMRY - ORD
1 stop8h 34mAmerican Airlines
Deal found 4/22$553

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 April 22, 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 5/27

6:00 am-6:03 pm

1 stop14h 03m

Monterey Regional

Tue 6/3

6:43 pm-5:40 am

1 stop8h 57m

$335

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 5/28

10:00 am-6:03 pm

1 stop10h 03m

Monterey Regional

Sun 6/1

6:43 pm-5:40 am

1 stop8h 57m

$504

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 5/20

10:35 am-7:59 pm

1 stop11h 24m

Monterey Regional

Tue 5/27

5:30 am-8:01 pm

1 stop12h 31m

$515

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sun 7/6

6:00 am-11:28 am

1 stop7h 28m

Monterey Regional

Thu 7/10

12:18 pm-10:52 pm

1 stop8h 34m

$553

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 5/13

6:00 am-10:45 am

1 stop30h 45m

$173

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Mon 5/5

3:08 pm-9:18 pm

1 stop8h 10m

$197

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 5/13

8:05 am-6:51 pm

2 stops12h 46m

$230

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 6/13

6:26 pm-11:44 pm

1 stop7h 18m

$322

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Compare providers for flights from Chicago to Monterey

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Monterey in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Monterey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Monterey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Monterey flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Monterey flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Monterey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 $503). 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 April 22, 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.

Rainfall in Monterey by month

Plan your trip to Monterey by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Monterey ranges from 0.0 - 3.8 inches per month. January is typically the wettest month, when rainfall can reach 3.8 in. July is typically the driest time to visit Monterey when rainfall is around 0.0 in.

Temperature in Monterey by month

Plan your trip to Monterey by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Monterey, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 60.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

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 April 22, 2025.
Read through reviews of airlines operating flights from Chicago to Monterey, such as Alaska Airlines, Hawaiian Airlines and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,906 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,906 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,392 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,683 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,906 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 $335. Additional round-trip tickets that might be worth considering are offered by Hawaiian Airlines and United Airlines, with the lowest prices starting at $504 and $515, respectively. Alaska Airlines is 41% 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 Alaska Airlines, with whom users have recently found tickets for as low as $173. However, be on the lookout for offers from American Airlines and United 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 $503). 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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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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$577FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$382Average$550FlexibilityNo cancel feeOn-time71%

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