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

Alaska Airlines, United Airlines, and American Airlines are the most popular carriers 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 47% 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 October 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

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Cheap round-trip flights

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9:00 am - 1:56 pmORD-MRY

6h 56m1 stop

6:00 am - 1:59 pmMRY-ORD

5h 59m1 stop

$260Alaska Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

5:00 am - 12:41 pmORD-MRY

9h 41m1 stop

4:23 pm - 12:31 amMRY-ORD

6h 08m1 stop

$261American Airlines

Find Deal

Tue, Nov 11 - Wed, Dec 3

7:45 am - 11:25 pmORD-MRY

17h 40m2 stops

2:40 pm - 11:10 pmMRY-ORD

6h 30m1 stop

$266Alaska Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

6:00 am - 9:20 pmORD-MRY

17h 20m2 stops

10:03 pm - 5:32 amMRY-ORD

29h 29m1 stop

$288Multiple Airlines

Find Deal

Fri, Oct 31 - Mon, Nov 3

3:25 pm - 11:26 pmORD-MRY

10h 01m1 stop

6:00 am - 11:37 pmMRY-ORD

15h 37m1 stop

$291Alaska Airlines

Find Deal

Thu, Jan 29 - Wed, Feb 4

3:37 pm - 11:47 pmORD-MRY

10h 10m1 stop

3:14 pm - 11:37 pmMRY-ORD

6h 23m1 stop

$305Alaska Airlines

Find Deal

Fri, Dec 19 - Sun, Jan 11

5:00 am - 12:41 pmORD-MRY

9h 41m1 stop

12:31 pm - 11:31 pmMRY-ORD

9h 00m1 stop

$315American Airlines

Find Deal

Wed, Nov 12 - Tue, Dec 2

9:20 am - 2:28 pmORD-MRY

7h 08m1 stop

6:00 am - 11:32 pmMRY-ORD

15h 32m1 stop

$339Alaska Airlines

Find Deal

Wed, Nov 19 - Mon, Nov 24

7:10 am - 1:24 pmORD-MRY

8h 14m1 stop

2:30 pm - 12:59 amMRY-ORD

8h 29m1 stop

$351United Airlines

Find Deal

Tue, Nov 11 - Sun, Nov 16

3:40 pm - 9:37 pmORD-MRY

7h 57m1 stop

6:00 am - 2:25 pmMRY-ORD

6h 25m1 stop

$369United Airlines

Find Deal

Sat, Nov 22 - Wed, Nov 26

American Airlines flights from Chicago to Monterey

Our best American Airlines deals on Chicago to Monterey flight tickets

American Airlines

Nov 11

ORD5:00 amChicago O'Hare Intl

9h 41m

1 stop

MRY12:41 pmMonterey Regional

Dec 3

MRY4:23 pmMonterey Regional

6h 08m

1 stop

ORD12:31 amChicago O'Hare Intl

$261

Find similar

American Airlines

Nov 12

ORD5:00 amChicago O'Hare Intl

9h 41m

1 stop

MRY12:41 pmMonterey Regional

Dec 2

MRY12:31 pmMonterey Regional

9h 00m

1 stop

ORD11:31 pmChicago O'Hare Intl

$315

Find similar

American Airlines

Nov 11

ORD8:10 amChicago O'Hare Intl

9h 43m

2 stops

MRY3:53 pmMonterey Regional

Dec 3

MRY4:23 pmMonterey Regional

6h 08m

1 stop

ORD12:31 amChicago O'Hare Intl

$345

Find similar

Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets

Alaska Airlines

Mar 10

ORD7:45 amChicago O'Hare Intl

17h 40m

2 stops

MRY11:25 pmMonterey Regional

Mar 11

MRY2:40 pmMonterey Regional

6h 30m

1 stop

ORD11:10 pmChicago O'Hare Intl

$266

Find similar

Alaska Airlines

Jan 29

ORD3:25 pmChicago O'Hare Intl

10h 01m

1 stop

MRY11:26 pmMonterey Regional

Feb 4

MRY6:00 amMonterey Regional

15h 37m

1 stop

ORD11:37 pmChicago O'Hare Intl

$291

Find similar

Alaska Airlines

Dec 19

ORD3:37 pmChicago O'Hare Intl

10h 10m

1 stop

MRY11:47 pmMonterey Regional

Jan 11

MRY3:14 pmMonterey Regional

6h 23m

1 stop

ORD11:37 pmChicago O'Hare Intl

$305

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 3/10

9:00 am-1:56 pm

1 stop6h 56m

Monterey Regional

Wed 3/11

6:00 am-1:59 pm

1 stop5h 59m

$260

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 11/11

5:00 am-12:41 pm

1 stop9h 41m

Monterey Regional

Wed 12/3

4:23 pm-12:31 am

1 stop6h 08m

$261

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 3/10

7:45 am-11:25 pm

2 stops17h 40m

Monterey Regional

Wed 3/11

2:40 pm-11:10 pm

1 stop6h 30m

$266

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/31

6:00 am-9:20 pm

2 stops17h 20m

Monterey Regional

Mon 11/3

10:03 pm-5:32 am

1 stop29h 29m

$288

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 1/29

3:25 pm-11:26 pm

1 stop10h 01m

Monterey Regional

Wed 2/4

6:00 am-11:37 pm

1 stop15h 37m

$291

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 12/19

3:37 pm-11:47 pm

1 stop10h 10m

Monterey Regional

Sun 1/11

3:14 pm-11:37 pm

1 stop6h 23m

$305

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 11/12

5:00 am-12:41 pm

1 stop9h 41m

Monterey Regional

Tue 12/2

12:31 pm-11:31 pm

1 stop9h 00m

$315

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 11/19

9:20 am-2:28 pm

1 stop7h 08m

Monterey Regional

Mon 11/24

6:00 am-11:32 pm

1 stop15h 32m

$339

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 11/11

7:10 am-1:24 pm

1 stop8h 14m

Monterey Regional

Sun 11/16

2:30 pm-12:59 am

1 stop8h 29m

$351

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 11/22

3:40 pm-9:37 pm

1 stop7h 57m

Monterey Regional

Wed 11/26

6:00 am-2:25 pm

1 stop6h 25m

$369

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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 $350. If you’re not able to fly to Monterey in November, then October is your next best option. Flight prices from Chicago to Monterey during October average around $463.

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

Direct flights	None

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

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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 6h 41m.
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 October 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 55% of all bookings. The subsequent popular airline is United Airlines at 45%.

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 11,026 reviews		Search American Airlines flights
United Airlines	PriceFrom $358	Free Cancellation	Rating 7.4 8,994 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.