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Monterey

$153+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MRY
jun. 23 — jun. 301
lun. 6/23
lun. 6/30
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 junio 18, 2025.

Round-trip from

$263
(Mytrip)

One-way from

$153
(Alaska Airlines)

Popular in

March

Cheapest in

October

Average price

$541
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 ($90 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in June 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 junio 18, 2025.

This Mytrip deal was found by Cheapflights users on 6/18. 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.
jue. 7/37:49 pmORD - MRY
2 stops21h 24mMultiple Airlines
lun. 7/74:03 pmMRY - ORD
1 stop16h 47mMultiple Airlines
Deal found 6/18$263
This Hawaiian Airlines deal was found by Cheapflights users on 6/17. 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.
mar. 10/78:20 amORD - MRY
1 stop7h 53mHawaiian Airlines
sáb. 10/116:00 amMRY - ORD
1 stop6h 50mHawaiian Airlines
Deal found 6/17$290
This Alaska Airlines deal was found by Cheapflights users on 6/18. 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.
mar. 10/143:50 pmORD - MRY
1 stop9h 01mAlaska Airlines
vie. 10/177:52 pmMRY - ORD
1 stop8h 29mAlaska Airlines
Deal found 6/18$304
This United Airlines deal was found by Cheapflights users on 6/16. 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.
mar. 9/21:05 pmORD - MRY
1 stop6h 38mUnited Airlines
vie. 9/52:20 pmMRY - ORD
1 stop6h 52mUnited Airlines
Deal found 6/16$351
This American Airlines deal was found by Cheapflights users on 6/16. 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.
mar. 9/26:00 amORD - MRY
1 stop7h 29mAmerican Airlines
vie. 9/512:46 pmMRY - ORD
2 stops9h 13mAmerican Airlines
Deal found 6/16$356

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 junio 18, 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

jue. 7/3

7:49 pm-3:13 pm

2 stops21h 24m

Monterey Regional

lun. 7/7

4:03 pm-10:50 am

1 stop16h 47m

$263

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

mar. 10/7

8:20 am-2:13 pm

1 stop7h 53m

Monterey Regional

sáb. 10/11

6:00 am-2:50 pm

1 stop6h 50m

$290

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

mar. 10/14

3:50 pm-10:51 pm

1 stop9h 01m

Monterey Regional

vie. 10/17

7:52 pm-6:21 am

1 stop8h 29m

$304

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

mar. 9/2

1:05 pm-5:43 pm

1 stop6h 38m

Monterey Regional

vie. 9/5

2:20 pm-11:12 pm

1 stop6h 52m

$351

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

mar. 9/2

6:00 am-11:29 am

1 stop7h 29m

Monterey Regional

vie. 9/5

12:46 pm-11:59 pm

2 stops9h 13m

$356

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

mar. 9/2

5:45 pm-7:14 pm

1 stop27h 29m

$153

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

dom. 7/6

10:15 pm-3:13 pm

1 stop18h 58m

$204

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

lun. 6/30

4:50 pm-11:44 pm

1 stop8h 54m

$230

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

sáb. 11/22

5:02 pm-10:24 pm

1 stop7h 22m

$248

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/18

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 $482). 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 junio 18, 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 junio 18, 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
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Boarding

8.1

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

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.8
Good
2,507 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Boarding

8.1

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
8,810 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Boarding

8.1

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

Crew

8.5

Entertainment

7.1

Comfort

7.8

Food

7.1

Overall

8.0

Boarding

8.1

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 Hawaiian Airlines is currently your cheapest option to Monterey, with prices starting at $290. Additional round-trip tickets that might be worth considering are offered by Alaska Airlines and United Airlines, with the lowest prices starting at $304 and $351, respectively. Hawaiian Airlines is 50% 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 $153. However, be on the lookout for offers from United 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 $482). 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 junio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$362Average$563FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$369Average$566FlexibilityNo cancel feeOn-time71%

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