HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$162+ 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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Monterey to Chicago 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 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$248
(Mytrip)

One-way from

$162
(American Airlines)

Popular in

January

Cheapest in

February

Average price

$328
Provider with most accurate pricing for Monterey Regional-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Monterey Regional-Chicago (CHI) flights.
Search Deals
From Monterey Regional to Chicago (CHI)
Search Deals
One-way flight from Monterey Regional to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals

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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 5/210:08 pmMRY - ORD
1 stop13h 55mMultiple Airlines
Mon 5/57:41 amORD - MRY
1 stop15h 37mMultiple Airlines
Deal found 2/20$248
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/256:00 amMRY - ORD
1 stop6h 55mUnited Airlines
Thu 3/272:30 pmORD - MRY
1 stop9h 43mUnited Airlines
Deal found 2/20$411
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 4/267:10 pmMRY - ORD
1 stop9h 20mAmerican Airlines
Mon 5/266:00 amORD - MRY
1 stop7h 32mAmerican Airlines
Deal found 2/20$438
This Alaska Airlines deal was found by Cheapflights users on 2/19. 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.
Tue 9/232:25 pmMRY - ORD
1 stop7h 34mAlaska Airlines
Mon 9/299:00 pmORD - MRY
1 stop18h 35mAlaska Airlines
Deal found 2/19$455

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 2,558,603 searches. Data last updated February 20, 2025.

Fly from

Monterey

Fly to

Chicago

Route

Depart

Return

Price

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 5/2

10:08 pm-2:03 pm

1 stop13h 55m

Chicago O'Hare Intl

Mon 5/5

7:41 am-9:18 pm

1 stop15h 37m

$248

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 3/25

6:00 am-2:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Thu 3/27

2:30 pm-10:13 pm

1 stop9h 43m

$411

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 4/26

7:10 pm-6:30 am

1 stop9h 20m

Chicago O'Hare Intl

Mon 5/26

6:00 am-11:32 am

1 stop7h 32m

$438

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 4/17

7:44 pm-11:59 pm

1 stop26h 15m

Chicago O'Hare Intl

Mon 4/21

7:16 pm-10:45 am

1 stop17h 29m

$492

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 4/5

7:10 pm-5:17 am

1 stop8h 07m

$162

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 4/3

5:15 am-1:14 pm

1 stop5h 59m

$217

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 3/20

6:05 am-5:40 am

2 stops21h 35m

$228

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sun 3/9

7:44 pm-5:53 am

1 stop8h 09m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

  • 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, August is the cheapest month in which you can book a flight from Monterey to Chicago (average of $245). Flying from Monterey to Chicago in March is currently the most expensive (average of $321). 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 February 20, 2025.

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 February 20, 2025.
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,692 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Hawaiian Airlines
7.9
Good
2,317 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,766 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,692 reviews

Entertainment

7.1

Crew

8.5

Food

7.1

Comfort

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $411 on this airline. Additional options worth looking into are American Airlines and Alaska Airlines, starting at $438 and $492 round-trip. United Airlines is currently priced 29% 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 $162. United Airlines flights start at $217 while deals on Alaska Airlines start at $228 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, August is the cheapest month in which you can book a flight from Monterey to Chicago (average of $245). Flying from Monterey to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Monterey?

Book flights to Monterey if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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 Monterey to Chicago

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

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 2,558,603 searches. Data last updated February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$366Average$641FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$422Average$512FlexibilityNo 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.