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Monterey

$135+ Cheap flights from O'Hare Intl (ORD) 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MRY
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Monterey

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) 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 August 14, 2025.

Round-trip from

$257
(Hawaiian Airlines)

One-way from

$135
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$619
From Chicago O'Hare Intl to Monterey Regional
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One-way flight from Chicago O'Hare Intl to Monterey Regional
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Highest demand for flights based on searches. 10% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from O'Hare Intl to Monterey

Cheapest flights from O'Hare Intl to Monterey
Explore the most affordable flight options available from O'Hare Intl to Monterey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Hawaiian Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 10/78:20 amORD - MRY
1 stop7h 53mHawaiian Airlines
Sat 10/117:57 pmMRY - ORD
1 stop8h 27mHawaiian Airlines
Deal found 8/14$257
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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.
Mon 10/203:50 pmORD - MRY
1 stop9h 47mAlaska Airlines
Mon 10/2711:14 amMRY - ORD
1 stop8h 26mAlaska Airlines
Deal found 8/14$269
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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 10/76:00 amORD - MRY
2 stops18h 51mAlaska Airlines
Sat 10/117:57 pmMRY - ORD
1 stop8h 27mAlaska Airlines
Deal found 8/14$274
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 12/102:00 pmORD - MRY
2 stops11h 25mAlaska Airlines
Wed 12/176:00 amMRY - ORD
2 stops21h 04mAlaska Airlines
Deal found 8/13$279
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/229:00 amORD - MRY
1 stop13h 35mMultiple Airlines
Fri 9/269:54 pmMRY - ORD
1 stop11h 57mMultiple Airlines
Deal found 8/13$285
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/212:54 pmORD - MRY
2 stops34h 26mMultiple Airlines
Mon 10/69:19 pmMRY - ORD
1 stop15h 08mMultiple Airlines
Deal found 8/13$288
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/107:15 amORD - MRY
2 stops16h 05mMultiple Airlines
Mon 10/139:19 pmMRY - ORD
1 stop15h 08mMultiple Airlines
Deal found 8/14$296
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 10/110:00 amORD - MRY
2 stops15h 29mAlaska Airlines
Tue 10/146:00 amMRY - ORD
1 stop6h 50mAlaska Airlines
Deal found 8/12$299
This Hawaiian Airlines deal was found by Cheapflights users on 8/13. 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 12/109:00 amORD - MRY
1 stop6h 56mHawaiian Airlines
Wed 12/172:40 pmMRY - ORD
1 stop6h 30mHawaiian Airlines
Deal found 8/13$301
This Hawaiian Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 10/103:50 pmORD - MRY
1 stop9h 47mHawaiian Airlines
Sun 10/126:00 amMRY - ORD
1 stop6h 50mHawaiian Airlines
Deal found 8/13$306

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Monterey that are best for you.

Fly from

O'Hare Intl

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

7:57 pm-6:24 am

1 stop8h 27m

$257

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Mon 10/20

3:50 pm-11:37 pm

1 stop9h 47m

Monterey Regional

Mon 10/27

11:14 am-9:40 pm

1 stop8h 26m

$269

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 10/7

6:00 am-10:51 pm

2 stops18h 51m

Monterey Regional

Sat 10/11

7:57 pm-6:24 am

1 stop8h 27m

$274

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Mon 9/22

9:00 am-8:35 pm

1 stop13h 35m

Monterey Regional

Fri 9/26

9:54 pm-11:51 am

1 stop11h 57m

$285

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 10/2

12:54 pm-9:20 pm

2 stops34h 26m

Monterey Regional

Mon 10/6

9:19 pm-2:27 pm

1 stop15h 08m

$288

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/10

7:15 am-9:20 pm

2 stops16h 05m

Monterey Regional

Mon 10/13

9:19 pm-2:27 pm

1 stop15h 08m

$296

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 10/1

10:00 am-11:29 pm

2 stops15h 29m

Monterey Regional

Tue 10/14

6:00 am-2:50 pm

1 stop6h 50m

$299

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/10

3:50 pm-11:37 pm

1 stop9h 47m

Monterey Regional

Sun 10/12

6:00 am-2:50 pm

1 stop6h 50m

$306

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 10/1

4:40 pm-9:53 pm

1 stop7h 13m

$135

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 11/7

5:18 am-11:50 am

1 stop8h 32m

$135

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 19 results
1
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Best time to book a flight from O'Hare Intl to Monterey

Have a flexible travel schedule? Discover the best time to fly to Monterey from O'Hare Intl 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 O'Hare Intl Airport to Monterey

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Monterey?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Monterey (average of $376). Flying from Chicago O'Hare Intl Airport to Monterey in June is currently the most expensive (average of $489). 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 ORD to MRY?

Find hourly flight availability from O'Hare Intl 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 August 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Monterey in the afternoon. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight in the morning.

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 August 14, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from Chicago O'Hare Intl Airport to Monterey to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
8,916 reviews
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,916 reviews

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 O'Hare Intl?

    Most people fly into Monterey Regional (MRY) if they book a flight to Monterey from Chicago O'Hare Intl. On average, Monterey Regional has 0 inbound flights from Chicago O'Hare Intl per day from 2 airlines. Monterey Regional is conveniently located just 3.2 mi from Monterey’s city center.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Monterey round-trip?

    According to our current data, American Airlines ($268), and United Airlines ($342) offers the cheapest pricing from Chicago O'Hare Intl Airport to Monterey. American Airlines is currently priced 51% below the average price you’ll pay for this route.

  • Can I find deals for flights from O'Hare Intl to Monterey that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Monterey flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Monterey?

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

  • Can I find deals for business class flights from O'Hare Intl to Monterey?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 O'Hare Intl Airport to Monterey?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Monterey (average of $376). Flying from Chicago O'Hare Intl Airport to Monterey in June is currently the most expensive (average of $489). 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.

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Alternative routes for O'Hare Intl 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 O'Hare Intl to Monterey

Discover the top 2 airlines that operate flights from O'Hare Intl 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$268Average$554FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$342Average$504FlexibilityNo cancel feeOn-time69%

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