Cheap flights from Chicago (CHI) to Monterey (MRY) from $229

This is the cheapest one-way flight price, found on 6/5. Prices may vary by date and flight preferences.
CHI — MRY
Jun 11 — Jun 181

The best prices from Chicago to Monterey Regional are usually found in February or April, booked 60 days in advance, depart on a Monday or Friday and return on a Monday

How to find the cheapest flight from Chicago (CHI) to Monterey (MRY)

All the information you need to plan the best CHI to MRY flight in 2023: compare Chicago to Monterey flight prices with the expected peak season, weather and rainfall in Monterey.

Popular in

July

Cheapest in

February

Average price

$747

Round-trip from

$258
High demand for flights, 32% potential price rise
Best time to find cheap flights, 34% potential price drop
Average for round-trip flights in June 2023
From Chicago (CHI) to Monterey Regional

CHI - SFO

Price

$258 - $518

SFO

Temperature

51.8 - 62.6 °F

SFO

Rainfall

0 - 4.4 inches

Cheap flights from Chicago to Monterey in June, July 2023

The best prices found for CHI to MRY flights for June, July
These are some of the best deals we've found on flights to Monterey in 2023 at this time. Check back regularly for other flight deals.

Chicago to Monterey 2023 flight deals

Cheap flights to Monterey from Chicago found for this year
These are some of the best deals we've found on flights to Monterey in 2023 at this time. Check back regularly for other flight deals.

Cheap American Airlines flights from Chicago to Monterey

Take a look at some of the lowest-priced American Airlines flights heading from Chicago to Monterey. It's recommended that users confirm their flight details before booking.

Cheap United Airlines flights from Chicago to Monterey

To aid your search, here are some of the cheapest United Airlines flights we've found from Chicago to Monterey. Deals frequently update to provide users with more options.

Last minute flights from Chicago to Monterey

Late deals on return flights to Monterey from Chicago, departing today and this week
Users seeking a last-minute flight from Chicago to Monterey should consider booking one of these fares. Users should be sure to double check the price, date, and time of their last-minute flight.

One-way flights to Monterey from Chicago

The cheapest one-way flights from Chicago to Monterey
If you're seeking multiple options on one-way flights from Chicago to Monterey, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from Chicago to Monterey instead should update the search form at the top of page.

Find flights from Chicago to Monterey within your budget

Use the slider to find flights from Chicago to Monterey that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$262 - $457

Route

Depart

Return

Price

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Mon 7/3

1 stop8h 43m

Monterey Regional

Mon 7/10

1 stop17h 22m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 7/13

1 stop18h 41m

Monterey Regional

Mon 7/17

1 stop17h 22m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 7/14

1 stop8h 28m

Monterey Regional

Mon 7/17

1 stop17h 22m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 7/14

1 stop8h 28m

Monterey Regional

Mon 7/17

1 stop17h 22m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 7/13

1 stop18h 41m

Monterey Regional

Mon 7/17

2 stops13h 46m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 9/8

1 stop17h 27m

Monterey Regional

Mon 9/11

2 stops13h 43m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 8/25

2 stops15h 19m

Monterey Regional

Mon 8/28

2 stops13h 25m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Mon 7/3

2 stops16h 37m

Monterey Regional

Mon 7/10

2 stops18h 42m

Chicago O'Hare IntlMonterey Regional

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 7/14

1 stop7h 53m

Monterey Regional

Mon 7/17

1 stop6h 00m

Flights are sorted by cheapest first

Deals found on 6/4

Reviews of airlines servicing Monterey

Read through reviews of airlines operating flights from Chicago to Monterey, such as American Airlines and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
1,376 reviews

Entertainment

7.1

Boarding

8.3

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.2

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

Alaska Airlines
8.0
Very good
1,376 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Entertainment

7.1

Boarding

8.3

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.2

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

United Airlines
7.6
Good
1,563 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Entertainment

7.1

Boarding

8.3

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.2

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

American Airlines
7.3
Good
2,149 reviews
Alaska Airlines
8.0
Very good
1,376 reviews

Entertainment

7.1

Boarding

8.3

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.2

Reviews

1 / 10

The outlet at my seat did not work so I was not able to enjoy the in flight entertainment because my phone was dying.

Related info for your journey

Useful info, stats and facts about Chicago to Monterey flights.

Top 2 airlines flying from Chicago to Monterey

The chart below displays the airlines Cheapflights users traveling from Chicago to Monterey choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$357Average$552FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$407Average$582FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
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