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$120+ Cheap flights from Monterey (MRY) to Chicago (CHI)

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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Monterey to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Monterey (MRY) to Chicago (CHI). 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

August

Cheapest in

September

Round-trip from

$306
(United Airlines)

One-way from

$120
(Mytrip)
Provider with most accurate pricing for Monterey Regional-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Monterey Regional-Chicago (CHI) flights.
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High demand for flights, 35% potential price rise
Search Deals
Best time to find cheap flights, 34% potential price drop
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From Monterey Regional to Chicago (CHI)
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One-way flight from Monterey Regional to Chicago (CHI)
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Find flight deals from Monterey to Chicago

Cheapest flights from Monterey to Chicago
Explore the most affordable flight options available from Monterey to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This United Airlines deal was found by Cheapflights users on 11/19. 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 12/107:00 pmMRY - ORD
1 stop8h 01mUnited Airlines
Tue 12/173:35 pmORD - MRY
1 stop7h 17mUnited Airlines
Deal found 11/19$306
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/127:10 pmMRY - ORD
1 stop8h 06mAmerican Airlines
Mon 12/165:00 amORD - MRY
2 stops9h 25mAmerican Airlines
Deal found 11/19$389
This Mytrip deal was found by Cheapflights users on 11/19. 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 12/202:32 pmMRY - ORD
2 stops19h 57mMultiple Airlines
Sun 1/59:35 pmORD - MRY
2 stops18h 07mMultiple Airlines
Deal found 11/19$422
This Alaska Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 12/122:54 pmMRY - ORD
2 stops13h 02mAlaska Airlines
Mon 12/166:32 amORD - MRY
2 stops17h 24mAlaska Airlines
Deal found 11/19$477

Find flights from Monterey to Chicago within your budget

Customize your flight search to find flights from Monterey to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 12/10

7:00 pm-5:01 am

1 stop8h 01m

Chicago O'Hare Intl

Tue 12/17

3:35 pm-8:52 pm

1 stop7h 17m

$306

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 12/12

7:10 pm-5:16 am

1 stop8h 06m

Chicago O'Hare Intl

Mon 12/16

5:00 am-12:25 pm

2 stops9h 25m

$389

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 12/20

2:32 pm-12:29 pm

2 stops19h 57m

Chicago O'Hare Intl

Sun 1/5

9:35 pm-1:42 pm

2 stops18h 07m

$422

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 12/12

2:54 pm-5:56 am

2 stops13h 02m

Chicago O'Hare Intl

Mon 12/16

6:32 am-9:56 pm

2 stops17h 24m

$477

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 12/2

10:15 pm-11:38 pm

2 stops23h 23m

$120

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sun 1/5

7:10 pm-5:16 am

1 stop8h 06m

$183

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 2/13

6:00 am-11:59 pm

2 stops15h 59m

$232

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sun 1/5

2:40 pm-1:15 pm

3 stops20h 35m

$484

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from Monterey to Chicago

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 Monterey to Chicago in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 Monterey-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Monterey-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Monterey-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Monterey-Chicago 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 Monterey-Chicago 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 Monterey to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Monterey 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.

Travel insights for flights from Monterey to Chicago

Get recent, data-driven insights about flights from Monterey to Chicago including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Monterey to Chicago (average of $232). Flying from Monterey to Chicago in June is currently the most expensive (average of $308). 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 MRY to CHI?

Find hourly flight availability from Monterey to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

A simple way to save on the total cost of your ticket is to fly from Monterey to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 38% on your trip compared to booking a flight at noon.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
Read reviews from past customers who have flown American Airlines, Alaska Airlines and United Airlines from Monterey to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,461 reviews

Entertainment

7.1

Comfort

7.9

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Could not watch a movie, asked for help. Could not get extra cookies

Alaska Airlines
8.0
Very good
9,461 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Entertainment

7.1

Comfort

7.9

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Could not watch a movie, asked for help. Could not get extra cookies

United Airlines
7.4
Good
9,171 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Entertainment

7.1

Comfort

7.9

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Could not watch a movie, asked for help. Could not get extra cookies

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,461 reviews

Entertainment

7.1

Comfort

7.9

Overall

8.0

Food

7.2

Boarding

8.2

Crew

8.5

Reviews

1 / 10

Could not watch a movie, asked for help. Could not get extra cookies

Related info for your journey

Find useful and relevant information for your journey from Monterey to Chicago. 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 from for flights from Monterey to Chicago?

    Most people fly from Monterey Regional (MRY) if they book a flight from Monterey to Chicago. On average, Monterey Regional has 0 outbound flights to Chicago 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 Monterey to Chicago round-trip?

    Our cheapest airline available from Monterey to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $306 on this airline. Additional options worth looking into are American Airlines and Alaska Airlines, starting at $389 and $477 round-trip. United Airlines is currently priced 47% below the average price you’ll pay for this route.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $183. Alaska Airlines flights start at $232 while deals on United Airlines start at $484 one-way.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Monterey to Chicago 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 Monterey to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Monterey to Chicago (average of $232). Flying from Monterey to Chicago in June is currently the most expensive (average of $308). 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 Monterey to Chicago

Discover the top 2 airlines that operate flights from Monterey to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$516FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$366Average$529FlexibilityNo cancel feeOn-time69%
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