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

Alaska Airlines is the most popular carrier operating from Chicago to Monterey Regional

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 48% of people opting to fly with this airline when traveling to Monterey. Keep in mind that there are 9 different airlines that fly to Monterey on a routine basis, so you have a few additional options to choose from.

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 December 2025, 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.

$130 Cheap Flights from Chicago to Monterey in 2025/26

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 $564 to $1,196. The lowest price recently found on this route was $236.

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9:00 am - 2:37 pm

ORD

MRY

7h 37m1 stop

3:14 pm - 11:37 pm

MRY

ORD

6h 23m1 stop

$236Alaska Airlines

Wed, Jan 28 - Tue, Feb 3

8:20 am - 11:43 pm

ORD

MRY

17h 23m1 stop

6:00 am - 11:59 pm

MRY

ORD

15h 59m1 stop

$248Alaska Airlines

Sat, Feb 14 - Wed, Feb 18

2:06 pm - 11:26 pm

ORD

MRY

11h 20m2 stops

3:14 pm - 2:29 pm

MRY

ORD

21h 15m1 stop

$253Alaska Airlines

Tue, Jan 13 - Tue, Jan 20

9:00 am - 2:37 pm

ORD

MRY

7h 37m1 stop

3:14 pm - 11:37 pm

MRY

ORD

6h 23m1 stop

$267Alaska Airlines

Thu, Jan 29 - Wed, Feb 4

8:20 am - 2:06 pm

ORD

MRY

7h 46m1 stop

7:13 pm - 11:56 pm

MRY

ORD

26h 43m1 stop

$269Alaska Airlines

Sat, Feb 21 - Fri, Feb 27

2:06 pm - 11:26 pm

ORD

MRY

11h 20m2 stops

3:14 pm - 2:29 pm

MRY

ORD

21h 15m1 stop

$272Alaska Airlines

Thu, Jan 29 - Tue, Feb 3

8:00 am - 11:26 pm

ORD

MRY

17h 26m2 stops

6:00 am - 11:37 pm

MRY

ORD

15h 37m1 stop

$284Alaska Airlines

Sat, Jan 10 - Sat, Jan 17

3:07 pm - 11:43 pm

ORD

MRY

10h 36m1 stop

2:43 pm - 11:59 pm

MRY

ORD

7h 16m1 stop

$289Alaska Airlines

Fri, Mar 13 - Tue, Mar 17

2:07 pm - 11:43 pm

ORD

MRY

11h 36m2 stops

6:00 am - 2:58 pm

MRY

ORD

6h 58m1 stop

$294Alaska Airlines

Fri, Mar 13 - Tue, Mar 17

9:00 am - 2:37 pm

ORD

MRY

7h 37m1 stop

3:14 pm - 11:37 pm

MRY

ORD

6h 23m1 stop

$298Alaska Airlines

Thu, Jan 29 - Mon, Feb 2

Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets

Alaska Airlines

Jan 28

ORD9:00 amChicago O'Hare Intl

7h 37m

1 stop

MRY2:37 pmMonterey Regional

Feb 3

MRY3:14 pmMonterey Regional

6h 23m

1 stop

ORD11:37 pmChicago O'Hare Intl

$236

Find similar

Alaska Airlines

Feb 14

ORD8:20 amChicago O'Hare Intl

17h 23m

1 stop

MRY11:43 pmMonterey Regional

Feb 18

MRY6:00 amMonterey Regional

15h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$248

Find similar

Alaska Airlines

Jan 13

ORD2:06 pmChicago O'Hare Intl

11h 20m

2 stops

MRY11:26 pmMonterey Regional

Jan 20

MRY3:14 pmMonterey Regional

21h 15m

1 stop

ORD2:29 pmChicago O'Hare Intl

$253

Find similar

American Airlines flights from Chicago to Monterey

Our best American Airlines deals on Chicago to Monterey flight tickets

American Airlines

Jan 29

ORD10:19 amChicago O'Hare Intl

10h 46m

2 stops

MRY7:05 pmMonterey Regional

Feb 3

MRY12:52 pmMonterey Regional

8h 52m

2 stops

ORD11:44 pmChicago O'Hare Intl

$330

Find similar

American Airlines

Jan 28

ORD10:57 amChicago O'Hare Intl

6h 55m

1 stop

MRY3:52 pmMonterey Regional

Feb 3

MRY12:52 pmMonterey Regional

8h 52m

2 stops

ORD11:44 pmChicago O'Hare Intl

$374

Find similar

American Airlines

Jan 30

ORD10:19 amChicago O'Hare Intl

10h 46m

2 stops

MRY7:05 pmMonterey Regional

Feb 4

MRY9:52 amMonterey Regional

6h 07m

1 stop

ORD5:59 pmChicago O'Hare Intl

$384

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 1/28

9:00 am-2:37 pm

1 stop7h 37m

Monterey Regional

Tue 2/3

3:14 pm-11:37 pm

1 stop6h 23m

$236

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 2/14

8:20 am-11:43 pm

1 stop17h 23m

Monterey Regional

Wed 2/18

6:00 am-11:59 pm

1 stop15h 59m

$248

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 1/13

2:06 pm-11:26 pm

2 stops11h 20m

Monterey Regional

Tue 1/20

3:14 pm-2:29 pm

1 stop21h 15m

$253

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 1/29

9:00 am-2:37 pm

1 stop7h 37m

Monterey Regional

Wed 2/4

3:14 pm-11:37 pm

1 stop6h 23m

$267

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 2/21

8:20 am-2:06 pm

1 stop7h 46m

Monterey Regional

Fri 2/27

7:13 pm-11:56 pm

1 stop26h 43m

$269

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 1/29

2:06 pm-11:26 pm

2 stops11h 20m

Monterey Regional

Tue 2/3

3:14 pm-2:29 pm

1 stop21h 15m

$272

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 1/10

8:00 am-11:26 pm

2 stops17h 26m

Monterey Regional

Sat 1/17

6:00 am-11:37 pm

1 stop15h 37m

$284

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 3/13

3:07 pm-11:43 pm

1 stop10h 36m

Monterey Regional

Tue 3/17

2:43 pm-11:59 pm

1 stop7h 16m

$289

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 3/13

2:07 pm-11:43 pm

2 stops11h 36m

Monterey Regional

Tue 3/17

6:00 am-2:58 pm

1 stop6h 58m

$294

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 1/29

9:00 am-2:37 pm

1 stop7h 37m

Monterey Regional

Mon 2/2

3:14 pm-11:37 pm

1 stop6h 23m

$298

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

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 $436.

What is the cheapest day to depart on your flight to Monterey?

The cheapest day to depart from Chicago to Monterey is on a Tuesday. Travelers who choose to depart for Monterey on a Tuesday will often find tickets for as low as $432. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Monterey for around $695.

What is the cheapest time of day to depart on your flight to Monterey?

According to our data, the cheapest time of day to fly to Monterey is in the afternoon. momondo users have found flights departing from Chicago to Monterey in the afternoon for as low as $445. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the morning are often more expensive with an average ticket price of $551.

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	6h 33m
Direct flights	Sun
Airports in Monterey	1 airport

The fastest flight from Chicago to Monterey takes 6h 33m

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

There is 1 airport near Monterey: Monterey Regional (MRY)

Search flight deals

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 55m.
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 December 2025, 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 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 11,047 reviews		Search American Airlines flights
United Airlines	PriceFrom $358	Free Cancellation	Rating 7.4 9,066 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.