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 53% 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.

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

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

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.

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

Los Angeles (LAX) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Los Angeles (LAX) offer the lowest average round-trip price of $348.

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 June 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.

$157 Cheap Flights from Chicago to Monterey in 2026

Q: What is the typical price of a round-trip flight between Chicago and Monterey?

Prices are currently low for flights on this route. Typical prices usually range from $553 to $461. The lowest price recently found on this route was $329.

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Find the cheapest flights from Chicago to San Francisco

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:00 am - 12:49 pm

ORD

MRY

4h 49mnonstop

2:05 pm - 8:39 pm

MRY

ORD

4h 34mnonstop

$329United Airlines

Sat, Jul 11 - Sat, Jul 18

6:10 am - 11:10 am

ORD

MRY

7h 00m

1 stop

2:05 pm - 8:39 pm

MRY

ORD

4h 34mnonstop

$339United Airlines

Sat, Jul 11 - Sat, Jul 18

7:15 am - 9:10 pm

ORD

MRY

15h 55m

1 stop

10:00 pm - 5:37 am

MRY

ORD

29h 37m

1 stop

$342Multiple Airlines

Fri, Jul 31 - Mon, Aug 3

7:00 am - 11:50 am

ORD

MRY

6h 50m

1 stop

7:09 pm - 6:25 am

MRY

ORD

9h 16m

1 stop

$349American Airlines

Fri, Jul 17 - Fri, Jul 24

5:00 am - 12:06 pm

ORD

MRY

9h 06m

2 stops

12:32 pm - 10:13 pm

MRY

ORD

7h 41m

1 stop

$354American Airlines

Wed, Aug 26 - Sat, Aug 29

10:00 am - 12:49 pm

ORD

MRY

4h 49mnonstop

2:05 pm - 8:39 pm

MRY

ORD

4h 34mnonstop

$364United Airlines

Sat, Jul 4 - Sat, Jul 11

10:00 am - 12:49 pm

ORD

MRY

4h 49mnonstop

1:54 pm - 1:15 am

MRY

ORD

9h 21m

1 stop

$367United Airlines

Sat, Jul 11 - Thu, Jul 16

6:10 am - 11:10 am

ORD

MRY

7h 00m

1 stop

2:05 pm - 8:39 pm

MRY

ORD

4h 34mnonstop

$374United Airlines

Sat, Jul 4 - Sat, Jul 11

6:00 am - 11:42 am

ORD

MRY

7h 42m

1 stop

12:00 pm - 9:38 pm

MRY

ORD

7h 38m

1 stop

$377United Airlines

Tue, Jul 21 - Sat, Jul 25

7:00 am - 11:48 am

ORD

MRY

6h 48m

1 stop

7:06 pm - 5:04 am

MRY

ORD

7h 58m

1 stop

$382United Airlines

Thu, Oct 8 - Sun, Oct 11

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United Airlines flights from Chicago to Monterey

Our best United Airlines deals on Chicago to Monterey flight tickets

United Airlines

Jul 11

ORD10:00 amChicago O'Hare Intl

4h 49m

MRY12:49 pmMonterey Regional

Jul 18

MRY2:05 pmMonterey Regional

4h 34m

ORD8:39 pmChicago O'Hare Intl

$329

United Airlines

Jul 11

ORD10:00 amChicago O'Hare Intl

4h 49m

MRY12:49 pmMonterey Regional

Jul 18

MRY12:00 pmMonterey Regional

8h 59m

1 stop

ORD10:59 pmChicago O'Hare Intl

$339

United Airlines

Jul 4

ORD10:00 amChicago O'Hare Intl

4h 49m

MRY12:49 pmMonterey Regional

Jul 11

MRY2:05 pmMonterey Regional

4h 34m

ORD8:39 pmChicago O'Hare Intl

$364

Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets

Alaska Airlines

Oct 3

ORD2:21 pmChicago O'Hare Intl

10h 31m

1 stop

MRY10:52 pmMonterey Regional

Oct 9

MRY2:44 pmMonterey Regional

7h 15m

1 stop

ORD11:59 pmChicago O'Hare Intl

$383

Alaska Airlines

Sep 9

ORD2:22 pmChicago O'Hare Intl

11h 37m

2 stops

MRY11:59 pmMonterey Regional

Sep 15

MRY6:01 amMonterey Regional

11h 20m

1 stop

ORD7:21 pmChicago O'Hare Intl

$388

Alaska Airlines

Oct 3

ORD6:00 amChicago O'Hare Intl

18h 52m

2 stops

MRY10:52 pmMonterey Regional

Oct 10

MRY6:03 amMonterey Regional

15h 56m

2 stops

ORD11:59 pmChicago O'Hare Intl

$393

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 7/11

10:00 am-12:49 pm

Nonstop4h 49m

Monterey Regional

Sat 7/18

2:05 pm-8:39 pm

Nonstop4h 34m

$329

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 7/11

6:10 am-11:10 am

1 stop7h 00m

Monterey Regional

Sat 7/18

2:05 pm-8:39 pm

Nonstop4h 34m

$339

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 7/31

7:15 am-9:10 pm

1 stop15h 55m

Monterey Regional

Mon 8/3

10:00 pm-5:37 am

1 stop29h 37m

$342

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 7/17

7:00 am-11:50 am

1 stop6h 50m

Monterey Regional

Fri 7/24

7:09 pm-6:25 am

1 stop9h 16m

$349

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 8/26

5:00 am-12:06 pm

2 stops9h 06m

Monterey Regional

Sat 8/29

12:32 pm-10:13 pm

1 stop7h 41m

$354

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 7/4

10:00 am-12:49 pm

Nonstop4h 49m

Monterey Regional

Sat 7/11

2:05 pm-8:39 pm

Nonstop4h 34m

$364

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 7/11

10:00 am-12:49 pm

Nonstop4h 49m

Monterey Regional

Thu 7/16

1:54 pm-1:15 am

1 stop9h 21m

$367

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 7/4

6:10 am-11:10 am

1 stop7h 00m

Monterey Regional

Sat 7/11

2:05 pm-8:39 pm

Nonstop4h 34m

$374

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 7/21

6:00 am-11:42 am

1 stop7h 42m

Monterey Regional

Sat 7/25

12:00 pm-9:38 pm

1 stop7h 38m

$377

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 10/8

7:00 am-11:48 am

1 stop6h 48m

Monterey Regional

Sun 10/11

7:06 pm-5:04 am

1 stop7h 58m

$382

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

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Layovers

What is the typical price of a round-trip flight between Chicago and Monterey?

What is the cheapest month to fly to Monterey?

The month of January is, on average, the cheapest month to fly to Monterey from Chicago, with most prices found around $260. If you’re not able to fly to Monterey in January, then October is your next best option. Flight prices from Chicago to Monterey during October average around $268.

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 are 2 cabin classes 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 16% 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

Fastest flight time	4h 49m
Direct flights	Sun
Airports in Monterey	1 airport

The fastest flight from Chicago to Monterey takes 4h 49m

Direct flights go from Chicago to Monterey on Sunday. The only airline offering direct flights is United Airlines.

There is 1 airport in Monterey. From Chicago there are direct flights to Monterey Regional (MRY).

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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 4h 49m.
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 June 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 737-800, representing 80.00% of all bookings. The subsequent popular model is Boeing 737 MAX 8 at 20.00%.
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 53% of all bookings. The subsequent popular airline is American Airlines at 47%.

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
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,670 reviews	Search American Airlines flights
United Airlines	PriceFrom $289	Free Cancellation	Rating 7.4 9,845 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $352	Free Cancellation	Rating 7.9 12,529 reviews	Search Alaska 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 $175

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 7/25. 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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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 typical price of a round-trip flight between Chicago and 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

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

Fastest flight time

Direct flights

Airports in Monterey

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.

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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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