HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Monterey

$180+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MRY
Apr 5 — Apr 121
Sa 4/5
Sa 4/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Monterey with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 März 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$285
(Mytrip)

One-way from

$180
(American Airlines)

Popular in

March

Cheapest in

April

Average price

$851
Provider with most accurate pricing for Chicago (CHI)-Monterey Regional flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Monterey Regional flights.
Search Deals
From Chicago (CHI) to Monterey Regional
Search Deals
One-way flight from Chicago (CHI) to Monterey Regional
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 März 31, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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.
Mo 4/147:41 amORD - MRY
1 stop15h 37mMultiple Airlines
Fr 4/1810:08 pmMRY - ORD
1 stop18h 58mMultiple Airlines
Deal found 3/31$285
This Trip.com deal was found by Cheapflights users on 3/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 5/136:00 amORD - MRY
1 stop30h 45mAlaska Airlines
Di 5/206:43 pmMRY - ORD
1 stop8h 57mAlaska Airlines
Deal found 3/30$331
This American Airlines deal was found by Cheapflights users on 3/30. 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.
Mi 5/145:05 pmORD - MRY
1 stop7h 27mAmerican Airlines
Mi 5/216:00 amMRY - ORD
1 stop6h 26mAmerican Airlines
Deal found 3/30$359
This United deal was found by Cheapflights users on 3/31. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 5/34:10 pmORD - MRY
2 stops20h 23mUnited Airlines
So 5/42:37 pmMRY - ORD
1 stop8h 39mUnited Airlines
Deal found 3/31$477

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 März 31, 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

Mo 4/14

7:41 am-9:18 pm

1 stop15h 37m

Monterey Regional

Fr 4/18

10:08 pm-7:06 pm

1 stop18h 58m

$285

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Di 5/13

6:00 am-10:45 am

1 stop30h 45m

Monterey Regional

Di 5/20

6:43 pm-5:40 am

1 stop8h 57m

$331

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Mi 5/14

5:05 pm-10:32 pm

1 stop7h 27m

Monterey Regional

Mi 5/21

6:00 am-2:26 pm

1 stop6h 26m

$359

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sa 5/3

4:10 pm-10:33 am

2 stops20h 23m

Monterey Regional

So 5/4

2:37 pm-1:16 am

1 stop8h 39m

$477

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Di 5/20

5:05 pm-10:32 pm

1 stop7h 27m

$180

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

So 5/11

3:55 pm-8:40 pm

1 stop6h 45m

$235

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

So 5/18

6:00 am-6:03 pm

1 stop14h 03m

$267

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Di 5/20

5:05 am-11:31 pm

3 stops20h 26m

$528

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 FlightHub the most. FlightHub 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 $508). 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 März 31, 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 März 31, 2025.
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot

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 $331. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $359 and $477, respectively. Alaska Airlines is 42% 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 American Airlines, with whom users have recently found tickets for as low as $180. However, be on the lookout for offers from United Airlines and Alaska 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 $508). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Monterey

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Las Vegas flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to San Francisco flights
O'Hare Intl to San Diego flights
Midway to Las Vegas flights
O'Hare Intl to Santa Ana flights
O'Hare Intl to Ontario flights
St. Louis to Las Vegas flights
O'Hare Intl to Burbank flights
Midway to San Francisco flights
Midway to Los Angeles flights
Midway to San Diego flights
O'Hare Intl to Sacramento flights
O'Hare Intl to Palm Springs flights
O'Hare Intl to Oakland flights
O'Hare Intl to San Jose flights
O'Hare Intl to Reno flights
Rockford to Las Vegas flights
St. Louis to Los Angeles flights
Midway to Ontario flights
St. Louis to San Francisco flights
Midway to Santa Ana flights
St. Louis to San Diego flights
O'Hare Intl to Fresno flights
Midway to San Jose flights
Midway to Reno flights
Midway to Palm Springs flights
Midway to Burbank flights
Midway to Oakland flights
St. Louis to Sacramento flights
Midway to Sacramento flights
St. Louis to Ontario flights
Peoria to San Diego flights
O'Hare Intl to San Luis Obispo flights
Peoria to Las Vegas flights
Moline to Las Vegas flights
O'Hare Intl to Long Beach flights
Moline to Ontario flights
Moline to San Diego flights
St. Louis to San Jose flights
O'Hare Intl to Santa Barbara flights
Midway to Fresno flights
Peoria to Santa Ana flights
St. Louis to Burbank flights
St. Louis to Palm Springs flights
Moline to Palm Springs flights
Midway to Long Beach flights
St. Louis to Santa Ana flights
Bloomington to Ontario flights
O'Hare Intl to Santa Rosa flights

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 März 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$577FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$382Average$548FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.