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 49% of people opting to fly with this airline when traveling to Monterey. Keep in mind that there are 10 different airlines that fly to Monterey on a routine basis, so you have a few additional options to choose from.

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

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

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 January 2026, there are 2 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.

$142 Cheap Flights from Chicago to Monterey in 2026

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Find the cheapest flights from Chicago to San Francisco

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 4:13 pm

ORD

MRY

12h 13m

1 stop

6:00 am - 6:40 pm

MRY

ORD

10h 40m

1 stop

$247Alaska Airlines

Tue, Apr 14 - Tue, Apr 21

4:10 pm - 11:48 pm

ORD

MRY

9h 38m

1 stop

6:00 am - 11:59 pm

MRY

ORD

15h 59m

2 stops

$252Alaska Airlines

Tue, Apr 14 - Tue, Apr 21

3:07 pm - 11:43 pm

ORD

MRY

10h 36m

1 stop

6:00 am - 2:58 pm

MRY

ORD

6h 58m

1 stop

$260Alaska Airlines

Sat, Feb 21 - Sat, Feb 28

2:07 pm - 11:43 pm

ORD

MRY

11h 36m

2 stops

6:00 am - 2:58 pm

MRY

ORD

6h 58m

1 stop

$268Alaska Airlines

Sat, Feb 21 - Sat, Feb 28

10:35 am - 1:59 pm

ORD

MRY

5h 24mnonstop

3:30 pm - 12:59 am

MRY

ORD

7h 29m

1 stop

$279United Airlines

Sat, May 23 - Sun, May 31

3:07 pm - 11:43 pm

ORD

MRY

10h 36m

1 stop

2:43 pm - 11:59 pm

MRY

ORD

7h 16m

1 stop

$282Hawaiian Airlines

Thu, Feb 19 - Wed, Feb 25

8:00 am - 11:48 pm

ORD

MRY

17h 48m

2 stops

6:00 am - 11:59 pm

MRY

ORD

15h 59m

2 stops

$283Alaska Airlines

Tue, Apr 14 - Tue, Apr 21

3:52 pm - 11:59 pm

ORD

MRY

10h 07m

1 stop

6:02 am - 7:03 pm

MRY

ORD

11h 01m

1 stop

$289Alaska Airlines

Thu, May 7 - Sun, May 10

6:00 am - 11:59 pm

ORD

MRY

19h 59m

2 stops

6:02 am - 7:03 pm

MRY

ORD

11h 01m

1 stop

$294Alaska Airlines

Thu, May 7 - Sun, May 10

8:53 pm - 4:19 pm

ORD

MRY

21h 26m

1 stop

5:09 pm - 4:53 pm

MRY

ORD

21h 44m

2 stops

$295Multiple Airlines

Wed, Apr 29 - Sun, May 3

United Airlines flights from Chicago to Monterey

Our best United Airlines deals on Chicago to Monterey flight tickets

United Airlines

May 23

ORD10:35 amChicago O'Hare Intl

5h 24m

MRY1:59 pmMonterey Regional

May 31

MRY3:30 pmMonterey Regional

7h 29m

1 stop

ORD12:59 amChicago O'Hare Intl

$279

United Airlines

Mar 6

ORD12:54 pmChicago O'Hare Intl

7h 07m

1 stop

MRY6:01 pmMonterey Regional

Mar 11

MRY5:00 amMonterey Regional

7h 50m

1 stop

ORD2:50 pmChicago O'Hare Intl

$308

United Airlines

Mar 7

ORD12:54 pmChicago O'Hare Intl

7h 07m

1 stop

MRY6:01 pmMonterey Regional

Mar 15

MRY7:00 pmMonterey Regional

8h 07m

1 stop

ORD5:07 amChicago O'Hare Intl

$355

Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets

Alaska Airlines

Apr 14

ORD6:00 amChicago O'Hare Intl

12h 13m

1 stop

MRY4:13 pmMonterey Regional

Apr 21

MRY6:00 amMonterey Regional

10h 40m

1 stop

ORD6:40 pmChicago O'Hare Intl

$247

Alaska Airlines

Apr 14

ORD4:10 pmChicago O'Hare Intl

9h 38m

1 stop

MRY11:48 pmMonterey Regional

Apr 21

MRY6:00 amMonterey Regional

15h 59m

2 stops

ORD11:59 pmChicago O'Hare Intl

$252

Alaska Airlines

Feb 21

ORD3:07 pmChicago O'Hare Intl

10h 36m

1 stop

MRY11:43 pmMonterey Regional

Feb 28

MRY6:00 amMonterey Regional

6h 58m

1 stop

ORD2:58 pmChicago O'Hare Intl

$260

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 4/14

6:00 am-4:13 pm

1 stop12h 13m

Monterey Regional

Tue 4/21

6:00 am-6:40 pm

1 stop10h 40m

$247

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 4/14

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Tue 4/21

6:00 am-11:59 pm

2 stops15h 59m

$252

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 2/21

3:07 pm-11:43 pm

1 stop10h 36m

Monterey Regional

Sat 2/28

6:00 am-2:58 pm

1 stop6h 58m

$260

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 2/21

2:07 pm-11:43 pm

2 stops11h 36m

Monterey Regional

Sat 2/28

6:00 am-2:58 pm

1 stop6h 58m

$268

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 5/23

10:35 am-1:59 pm

Nonstop5h 24m

Monterey Regional

Sun 5/31

3:30 pm-12:59 am

1 stop7h 29m

$279

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 2/19

3:07 pm-11:43 pm

1 stop10h 36m

Monterey Regional

Wed 2/25

2:43 pm-11:59 pm

1 stop7h 16m

$282

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 4/14

8:00 am-11:48 pm

2 stops17h 48m

Monterey Regional

Tue 4/21

6:00 am-11:59 pm

2 stops15h 59m

$283

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 5/7

3:52 pm-11:59 pm

1 stop10h 07m

Monterey Regional

Sun 5/10

6:02 am-7:03 pm

1 stop11h 01m

$289

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 5/7

6:00 am-11:59 pm

2 stops19h 59m

Monterey Regional

Sun 5/10

6:02 am-7:03 pm

1 stop11h 01m

$294

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/29

8:53 pm-4:19 pm

1 stop21h 26m

Monterey Regional

Sun 5/3

5:09 pm-4:53 pm

2 stops21h 44m

$295

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

What is the cheapest month to fly to Monterey?

The month of November is, on average, the cheapest month to fly to Monterey from Chicago, with most prices found around $358. If you’re not able to fly to Monterey in November, then January is your next best option. Flight prices from Chicago to Monterey during January average around $419.

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	5h 24m
Direct flights	Sun
Airports in Monterey	1 airport

The fastest flight from Chicago to Monterey takes 5h 24m

Direct flights go from Chicago to Monterey on Sunday. There are no airlines offering direct flights.

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

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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 5h 24m.
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 January 2026, there are 2 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 100.00% of all bookings.
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 American Airlines, representing 53% of all bookings. The subsequent popular airline is United 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 $276	Free Cancellation	Rating 7.2 11,205 reviews		Search American Airlines flights
United Airlines	PriceFrom $320	Free Cancellation	Rating 7.4 9,215 reviews		Search United 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.