Which layover airport offers the lowest fares from Chicago to Monterey?

Flights via Los Angeles (LAX) offer the lowest average round-trip price of $350.

Which layover airport has the shortest connection time from Chicago to Monterey?

Phoenix (PHX) has the shortest average layover time for this route: 0h 35m.

What is the cheapest airline that flies from Chicago to Monterey Regional?

Alaska Airlines, Delta, and United Airlines are the most popular carriers operating from Chicago to Monterey Regional

Which airport is the most popular layover for flights between Chicago and Monterey?

Los Angeles (LAX) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Monterey?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Monterey from Chicago according to our data. United Airlines is the first choice among our users, with 59% of people opting to fly with this airline when traveling to Monterey. Keep in mind that there are 7 different airlines that fly to Monterey on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest travel time from Chicago to Monterey?

Flights connecting via Phoenix (PHX) have the shortest average one-way travel time: 6h 15m.

When did momondo last update prices for flights from Chicago to Monterey Regional Airport?

Prices for flights from Chicago to Monterey Regional Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago to Monterey Regional Airport?

As of November 2026, there are 3 operators available to choose from for flights from Chicago to Monterey Regional Airport.

How old do you have to be to fly from Chicago to Monterey Regional Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Monterey Regional Airport.

What documentation or ID do you need to fly to Monterey Regional Airport?

The required travel and health documents for your Monterey Regional Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Monterey Regional Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$190 Cheap Flights from Chicago to Monterey in 2026/27

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8:40 am - 1:01 pmORD Chicago O'Hare Intl-MRY Monterey Regional

6h 21m1 stop Denver Intl

8:00 am - 6:55 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

8h 55m1 stop Los Angeles

$374United Airlines

Sat, Jan 16 - Tue, Jan 26

7:40 am - 1:56 pmORD Chicago O'Hare Intl-MRY Monterey Regional

8h 16m1 stop San Diego

6:00 am - 11:59 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

15h 59m1 stop San Diego

$379Alaska Airlines

Thu, Feb 4 - Sun, Feb 7

2:55 pm - 8:55 pmORD Chicago O'Hare Intl-MRY Monterey Regional

8h 00m1 stop Los Angeles

11:15 am - 9:53 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

8h 38m1 stop Salt Lake City

$379Delta

Sat, Apr 3 - Thu, Apr 15

2:55 pm - 8:55 pmORD Chicago O'Hare Intl-MRY Monterey Regional

8h 00m1 stop Los Angeles

11:15 am - 9:53 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

8h 38m1 stop Salt Lake City

$379Delta

Sun, Apr 4 - Tue, Apr 13

3:51 pm - 8:00 pmORD Chicago O'Hare Intl-MRY Monterey Regional

6h 09m1 stop Los Angeles

11:50 am - 9:38 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

7h 48m1 stop San Francisco

$379United Airlines

Mon, May 3 - Fri, May 7

2:13 pm - 11:54 pmORD Chicago O'Hare Intl-MRY Monterey Regional

11h 41m1 stop San Diego

6:00 am - 11:59 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

15h 59m1 stop San Diego

$379Alaska Airlines

Thu, Feb 4 - Sun, Feb 7

2:30 pm - 8:31 pmORD Chicago O'Hare Intl-MRY Monterey Regional

8h 01m1 stop San Francisco

8:00 am - 4:45 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

6h 45m1 stop Los Angeles

$379United Airlines

Wed, Nov 25 - Sat, Dec 5

9:01 pm - 2:30 pmORD Chicago O'Hare Intl-MRY Monterey Regional

19h 29m1 stop San Diego

6:04 am - 8:03 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

11h 59m1 stop San Diego

$379Alaska Airlines

Fri, Nov 20 - Mon, Nov 23

8:20 am - 4:36 pmORD Chicago O'Hare Intl-MRY Monterey Regional

10h 16m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl

12:40 pm - 11:59 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

9h 19m1 stop Dallas/Fort Worth

$384American Airlines

Sat, Jan 16 - Tue, Jan 26

10:00 am - 6:40 pmORD Chicago O'Hare Intl-MRY Monterey Regional

10h 40m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl

6:00 am - 6:24 pmMRY Monterey Regional-ORD Chicago O'Hare Intl

10h 24m2 stops Phoenix Sky Harbor Intl Dallas/Fort Worth

$389American Airlines

Sat, Jan 16 - Tue, Jan 26

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Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets

Alaska Airlines

Feb 4

ORD7:40 amChicago O'Hare Intl

8h 16m

1 stop

MRY1:56 pmMonterey Regional

Feb 7

MRY6:00 amMonterey Regional

15h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$379

Alaska Airlines

Jan 9

ORD7:40 amChicago O'Hare Intl

8h 21m

1 stop

MRY2:01 pmMonterey Regional

Jan 13

MRY2:38 pmMonterey Regional

29h 30m

1 stop

ORD10:08 pmChicago O'Hare Intl

$391

Alaska Airlines

Feb 4

ORD2:11 pmChicago O'Hare Intl

25h 45m

2 stops

MRY1:56 pmMonterey Regional

Feb 7

MRY6:00 amMonterey Regional

15h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$394

United Airlines flights from Chicago to Monterey

Our best United Airlines deals on Chicago to Monterey flight tickets

United Airlines

Jan 16

ORD8:40 amChicago O'Hare Intl

6h 21m

1 stop

MRY1:01 pmMonterey Regional

Jan 26

MRY8:00 amMonterey Regional

8h 55m

1 stop

ORD6:55 pmChicago O'Hare Intl

$374

United Airlines

Mar 22

ORD7:15 amChicago O'Hare Intl

6h 22m

1 stop

MRY11:37 amMonterey Regional

Mar 25

MRY12:38 pmMonterey Regional

8h 01m

1 stop

ORD10:39 pmChicago O'Hare Intl

$405

United Airlines

Mar 23

ORD2:14 pmChicago O'Hare Intl

7h 54m

1 stop

MRY8:08 pmMonterey Regional

Mar 27

MRY8:49 pmMonterey Regional

6h 17m

1 stop

ORD5:06 amChicago O'Hare Intl

$414

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Sat 1/16

8:40 am-1:01 pm

1 stop6h 21m

Monterey Regional

Tue 1/26

8:00 am-6:55 pm

1 stop8h 55m

$374

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Thu 2/4

7:40 am-1:56 pm

1 stop8h 16m

Monterey Regional

Sun 2/7

6:00 am-11:59 pm

1 stop15h 59m

$379

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Sat 4/3

2:55 pm-8:55 pm

1 stop8h 00m

Monterey Regional

Thu 4/15

11:15 am-9:53 pm

1 stop8h 38m

$379

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Sun 4/4

2:55 pm-8:55 pm

1 stop8h 00m

Monterey Regional

Tue 4/13

11:15 am-9:53 pm

1 stop8h 38m

$379

Quickest round-trip

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Mon 5/3

3:51 pm-8:00 pm

1 stop6h 09m

Monterey Regional

Fri 5/7

11:50 am-9:38 pm

1 stop7h 48m

$379

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Thu 2/4

2:13 pm-11:54 pm

1 stop11h 41m

Monterey Regional

Sun 2/7

6:00 am-11:59 pm

1 stop15h 59m

$379

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Wed 11/25

2:30 pm-8:31 pm

1 stop8h 01m

Monterey Regional

Sat 12/5

8:00 am-4:45 pm

1 stop6h 45m

$379

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Fri 11/20

9:01 pm-2:30 pm

1 stop19h 29m

Monterey Regional

Mon 11/23

6:04 am-8:03 pm

1 stop11h 59m

$379

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Sat 1/16

8:20 am-4:36 pm

2 stops10h 16m

Monterey Regional

Tue 1/26

12:40 pm-11:59 pm

1 stop9h 19m

$384

ChicagoMonterey

ORD Chicago O'Hare Intl - MRY Monterey Regional

ORDMRY

Chicago O'Hare Intl

Sat 1/16

10:00 am-6:40 pm

2 stops10h 40m

Monterey Regional

Tue 1/26

6:00 am-6:24 pm

2 stops10h 24m

$389

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Monterey

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the cheapest month to fly to Monterey?

The month of August is, on average, the cheapest month to fly to Monterey from Chicago, with most prices found around $348. If you’re not able to fly to Monterey in August, then July is your next best option. Flight prices from Chicago to Monterey during July average around $443.

What is the cheapest Chicago to Monterey Regional flight route?

Fly from Chicago O'Hare Intl to Monterey Regional for the best Chicago - Monterey Regional flight prices

What cabin class options are available on Chicago to Monterey flights?

There is only 1 cabin class available to choose from on Chicago to Monterey flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Monterey flights?

You could potentially save up to 23% on your flight if you consider stops on a Chicago to Monterey flight.

When to book flights from Chicago to Monterey

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Monterey according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Monterey (CHI to MRY) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Monterey

Best Price Found	$190
Fastest flight time	6h 09m
Direct flights	None

The best one-way flight to Monterey from Chicago in the past 72 hours is $190. The best round-trip flight deal from Chicago to Monterey found on momondo in the last 72 hours is $374.

The fastest flight from Chicago to Monterey takes 6h 09m

There are no direct flights from Chicago to Monterey. There are no popular flight routes from Chicago to Monterey.

Search flight deals

Frequently asked questions about flying from Chicago to Monterey

How far is Chicago to Monterey Regional by plane?
Monterey Regional is 1855.5 mi away from Chicago. A reasonable flight in good conditions will take 6h 09m.
When did momondo last update prices for flights from Chicago to Monterey Regional Airport?
Prices for flights from Chicago to Monterey Regional Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Monterey Regional Airport?
As of November 2026, there are 3 operators available to choose from for flights from Chicago to Monterey Regional Airport.
How old do you have to be to fly from Chicago to Monterey Regional Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Monterey Regional Airport.
What documentation or ID do you need to fly to Monterey Regional Airport?
The required travel and health documents for your Monterey Regional Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Monterey Regional Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Monterey?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Monterey is Boeing 737 MAX 8, representing 50.00% of all bookings. The subsequent popular model is Boeing 737-800 at 50.00%.
What is the most popular airline from Chicago to Monterey?
momondo data reveals that the most frequently booked airline on the route from Chicago to Monterey is United Airlines, representing 62% of all bookings. The subsequent popular airline is American Airlines at 38%.

Best airlines flying from Chicago to Monterey

Compare and see reviews for airlines that fly from Chicago to Monterey with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $289	Free Cancellation	Rating 7.3 10,460 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $352	Free Cancellation	Rating 7.9 13,136 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $378	Free Cancellation	Rating 7.0 12,233 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Monterey?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Monterey. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Monterey with flexible booking policies on momondo?

momondo does allow users to show only those flights to Monterey from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Monterey?

momondo helps you find the best flight between Chicago and Monterey by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Monterey right now. Can momondo alert me if prices change?

Price alerts on flights to Monterey from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Chicago to San Francisco from $190

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Francisco departing on 1/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets

United Airlines flights from Chicago to Monterey

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How to get the cheapest flight ticket from Chicago to Monterey

What is the cheapest month to fly to Monterey?

What is the cheapest Chicago to Monterey Regional flight route?

What cabin class options are available on Chicago to Monterey flights?

Can stopping save me money on Chicago to Monterey flights?

What is the cheapest airline that flies from Chicago to Monterey Regional?

What airlines fly to Monterey?

Which airport is the most popular layover for flights between Chicago and Monterey?

Which layover airport offers the lowest fares from Chicago to Monterey?

Which layover airport has the shortest travel time from Chicago to Monterey?

Which layover airport has the shortest connection time from Chicago to Monterey?

When to book flights from Chicago to Monterey

Cheap Chicago to Monterey (CHI to MRY) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Chicago to Monterey

Best airlines flying from Chicago to Monterey

Compare and see reviews for airlines that fly from Chicago to Monterey with momondo

Why use momondo?

An easier way to manage your Monterey trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

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List of cabin classes available on flights landing in San Francisco. Availability may vary depending on flight origin and airline.

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