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Cheap flights from Chicago to San Francisco from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Francisco departing on 4/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
2:51 pm - 1:13 pm
MRY
-
ORD
20h 22m
1 stop
$265Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
2:51 pm - 1:13 pm
MRY
-
ORD
20h 22m
1 stop
$277Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
2:51 pm - 1:13 pm
MRY
-
ORD
20h 22m
1 stop
$287Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
8:50 am - 2:14 pm
ORD
-
MRY
7h 24m
1 stop
Alaska Airlines Logo
2:51 pm - 6:40 am
MRY
-
ORD
13h 49m
2 stops
$296Alaska Airlines
Wed, Apr 22 - Sat, Apr 25
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
2:51 pm - 6:40 am
MRY
-
ORD
13h 49m
2 stops
$302Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
6:00 am - 7:02 pm
MRY
-
ORD
11h 02m
1 stop
$307Alaska Airlines
Tue, Apr 7 - Sat, Apr 11
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
2:34 pm - 2:21 pm
MRY
-
ORD
21h 47m
1 stop
$308Alaska Airlines
Fri, Apr 10 - Tue, Apr 14
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
2:51 pm - 6:40 am
MRY
-
ORD
13h 49m
2 stops
$313Alaska Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
4:10 pm - 11:48 pm
ORD
-
MRY
9h 38m
1 stop
Alaska Airlines Logo
6:00 am - 7:02 pm
MRY
-
ORD
11h 02m
1 stop
$314Alaska Airlines
Tue, Apr 14 - Wed, Apr 15
Alaska Airlines Logo
3:52 pm - 11:59 pm
ORD
-
MRY
10h 07m
1 stop
Alaska Airlines Logo
6:02 am - 7:03 pm
MRY
-
ORD
11h 01m
1 stop
$327Alaska Airlines
Thu, May 7 - Sun, May 10

Alaska Airlines flights from Chicago to Monterey

Our best Alaska Airlines deals on Chicago to Monterey flight tickets
Alaska Airlines
Apr 15
ORD4:10 pmChicago O'Hare Intl
9h 38m
1 stop
MRY11:48 pmMonterey Regional
Apr 22
MRY2:51 pmMonterey Regional
20h 22m
1 stop
ORD1:13 pmChicago O'Hare Intl
$265
Alaska Airlines
Apr 15
ORD4:10 pmChicago O'Hare Intl
9h 38m
1 stop
MRY11:48 pmMonterey Regional
Apr 22
MRY2:51 pmMonterey Regional
20h 22m
1 stop
ORD1:13 pmChicago O'Hare Intl
$277
Alaska Airlines
Apr 15
ORD4:10 pmChicago O'Hare Intl
9h 38m
1 stop
MRY11:48 pmMonterey Regional
Apr 22
MRY2:51 pmMonterey Regional
20h 22m
1 stop
ORD1:13 pmChicago O'Hare Intl
$287

United Airlines flights from Chicago to Monterey

Our best United Airlines deals on Chicago to Monterey flight tickets
United Airlines
Apr 17
ORD4:00 pmChicago O'Hare Intl
6h 58m
1 stop
MRY8:58 pmMonterey Regional
Apr 19
MRY6:36 pmMonterey Regional
9h 29m
1 stop
ORD6:05 amChicago O'Hare Intl
$419
United Airlines
Jul 4
ORD9:05 amChicago O'Hare Intl
4h 49m
MRY11:54 amMonterey Regional
Jul 7
MRY1:54 pmMonterey Regional
9h 21m
1 stop
ORD1:15 amChicago O'Hare Intl
$429
United Airlines
Jul 10
ORD1:00 pmChicago O'Hare Intl
9h 36m
1 stop
MRY8:36 pmMonterey Regional
Jul 15
MRY1:54 pmMonterey Regional
9h 21m
1 stop
ORD1:15 amChicago O'Hare Intl
$434

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Monterey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 20, 2026.
Use the filters below to find and compare flights from Chicago to Monterey that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/15

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Wed 4/22

2:51 pm-1:13 pm

1 stop20h 22m

$265

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/15

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Wed 4/22

2:51 pm-1:13 pm

1 stop20h 22m

$277

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/15

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Wed 4/22

2:51 pm-1:13 pm

1 stop20h 22m

$287

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/22

8:50 am-2:14 pm

1 stop7h 24m

Monterey Regional

Sat 4/25

2:51 pm-6:40 am

2 stops13h 49m

$296

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/15

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Wed 4/22

2:51 pm-6:40 am

2 stops13h 49m

$302
Quickest round-trip

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 4/7

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Sat 4/11

6:00 am-7:02 pm

1 stop11h 02m

$307

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 4/10

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Tue 4/14

2:34 pm-2:21 pm

1 stop21h 47m

$308

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 4/15

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Wed 4/22

2:51 pm-6:40 am

2 stops13h 49m

$313

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Tue 4/14

4:10 pm-11:48 pm

1 stop9h 38m

Monterey Regional

Wed 4/15

6:00 am-7:02 pm

1 stop11h 02m

$314

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

$327

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San Francisco from

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

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 $419.

What is the cheapest Chicago to Monterey Regional flight route?

Fly from Chicago O'Hare Intl to Monterey Regional for the best Chicago - Monterey Regional flight prices

What cabin class options are available on Chicago to Monterey Regional flights?

There are 2 cabin classes available to choose from on Chicago to Monterey Regional flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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 34m

Direct flights

Sun

Airports in Monterey

1 airport
The fastest flight from Chicago to Monterey takes 6h 34m
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).
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 34m.

  • 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?

  • 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?

  • What is the most popular airline from Chicago to Monterey?

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 AirlinesPriceFrom $276Free CancellationRating
7.1
11,480 reviews
Search American Airlines flights
United AirlinesPriceFrom $289Free CancellationRating
7.4
9,450 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.

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1 adult
Sun 4/19
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