In terms of precipitation, rainfall in Monterey ranges from 0.0 - 3.8 inches per month. January is typically the wettest month, when rainfall can reach 3.8 in. July is typically the driest time to visit Monterey when rainfall is around 0.0 in.

If weather is an important factor for your trip to Monterey, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 60.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

What is the cheapest time of day to fly from MDW to MRY?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Monterey as you normally would.

Most accurate provider : When it comes to deals on Chicago Midway Airport-Monterey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Monterey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Monterey flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago Midway Airport-Monterey flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Monterey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to Monterey from Chicago Midway?

Monterey Regional (MRY) is the airport you will fly into if you book a flight from Chicago Midway to Monterey. You should not have trouble finding flights to Monterey Regional from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Monterey airport from Chicago Midway. It is only a 3.2 mi journey from Monterey Regional (MRY) to Monterey’s city center.

Can I find deals for flights from Midway to Monterey that include hotel bookings?

Yes. In addition to deals on Midway to Monterey flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Midway to Monterey?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Monterey.

Can I find deals for business class flights from Midway to Monterey?

Yes. Cheapflights offers flight deals from Midway to Monterey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$294+ Cheap Flights from Chicago Midway Airport to Monterey

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1. Tell us where you want to go

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Cheap flight deals from Midway to Monterey

One-way

One-way flights from Midway to Monterey
Search for one-way flight options from Midway to Monterey. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.

Sun 11/86:42 pm -

2 stops21h 30m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/7

$294

Mon 9/286:46 pm -

3 stops25h 00m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/6

$588

Fri 10/211:45 am -

3 stops31h 06m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/6

$622

Wed 9/168:23 pm -

3 stops53h 36m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/8

$647

Fri 9/183:20 pm -

3 stops28h 26m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/8

$816

Wed 10/216:21 am -

3 stops36h 30m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/7

$843

Thu 9/173:20 pm -

2 stops52h 26m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/8

$1,029

Sat 9/192:32 pm -

3 stops35h 27m

Wed 12/3112:00 am -

Nonstop0h 00m

Deal found 9/8

$1,039

Find flight deals from Midway to Monterey

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	June
Cheapest in	September
Average price	$335

Provider with most accurate pricing for Chicago Midway-Monterey Regional flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago Midway-Monterey Regional flights.

Search Deals

Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Monterey that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Sun 11/8

6:42 pm-2:12 pm

2 stops21h 30m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$294

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Mon 9/28

6:46 pm-5:46 pm

3 stops25h 00m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$588

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Fri 10/2

11:45 am-4:51 pm

3 stops31h 06m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$622

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Wed 9/16

8:23 pm-11:59 pm

3 stops53h 36m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$647

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Fri 9/18

3:20 pm-5:46 pm

3 stops28h 26m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$816

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Wed 10/21

6:21 am-4:51 pm

3 stops36h 30m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$843

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Sat 9/19

2:32 pm-11:59 pm

3 stops35h 27m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$1,039

ChicagoMonterey

MDW Chicago Midway - MRY Monterey Regional

MDWMRY

Chicago Midway

Thu 9/17

3:20 pm-5:46 pm

3 stops28h 26m

Monterey Regional

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$1,217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/7

Sorted by cheapest first

Compare providers for flights from Midway to Monterey

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Monterey in September.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago Midway Airport-Monterey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Monterey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Monterey flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago Midway Airport-Monterey flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Monterey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Monterey

Have a flexible travel schedule? Discover the best time to fly to Monterey from Midway with our price prediction graph.

MDW-MRY

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

What airport do you fly into for flights to Monterey from Chicago Midway?
Monterey Regional (MRY) is the airport you will fly into if you book a flight from Chicago Midway to Monterey. You should not have trouble finding flights to Monterey Regional from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Monterey airport from Chicago Midway. It is only a 3.2 mi journey from Monterey Regional (MRY) to Monterey’s city center.
Can I find deals for flights from Midway to Monterey that include hotel bookings?
Yes. In addition to deals on Midway to Monterey flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to Monterey?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Monterey.
Can I find deals for business class flights from Midway to Monterey?
Yes. Cheapflights offers flight deals from Midway to Monterey by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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$294+ Cheap flights from Midway (MDW) to Monterey (MRY)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/8. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Monterey with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to Monterey

One-way flights from Midway to MontereySearch for one-way flight options from Midway to Monterey. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.

Search for one-way flight options from Midway to Monterey. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.

Find flight deals from Midway to Monterey

Most accurate provider

Most trusted provider

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Monterey that are best for you.

Compare providers for flights from Midway to Monterey

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Monterey in September.

Best time to book a flight from Midway to Monterey

Have a flexible travel schedule? Discover the best time to fly to Monterey from Midway with our price prediction graph.

Related info for your journey

What airport do you fly into for flights to Monterey from Chicago Midway?

Can I find deals for flights from Midway to Monterey that include hotel bookings?

How can I find direct flights from Midway to Monterey?

Can I find deals for business class flights from Midway to Monterey?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Monterey

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Monterey by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Midway to Monterey by cabin class

Find flights from Midway to Monterey, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Other flights to Monterey

Explore flights to Monterey departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.

Midway and Monterey flights

Browse other Midway and Monterey flight options. Last updated on September 11, 2026.

Other flights from Midway

Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 11, 2026.

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One-way flights from Midway to Monterey
Search for one-way flight options from Midway to Monterey. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.