Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to San Francisco from $180

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 9/15. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to San Francisco

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:02 pm - 1:43 pm
ORD
-
MRY
26h 41m
1 stop
Multiple Airlines Logo
3:07 pm - 5:35 am
MRY
-
ORD
12h 28m
1 stop
$253Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Multiple Airlines Logo
2:46 pm - 1:43 pm
ORD
-
MRY
24h 57m
2 stops
Multiple Airlines Logo
3:07 pm - 5:35 am
MRY
-
ORD
12h 28m
1 stop
$278Multiple Airlines
Thu, Nov 12 - Mon, Nov 16
Multiple Airlines Logo
6:50 am - 2:51 pm
ORD
-
MRY
10h 01m
1 stop
Multiple Airlines Logo
4:31 pm - 5:42 am
MRY
-
ORD
11h 11m
1 stop
$295Multiple Airlines
Fri, Oct 23 - Mon, Oct 26
United Airlines Logo
4:05 pm - 9:50 pm
ORD
-
MRY
7h 45m
1 stop
United Airlines Logo
5:10 am - 1:15 pm
MRY
-
ORD
6h 05m
1 stop
$354United Airlines
Fri, Oct 23 - Sat, Oct 24
United Airlines Logo
4:30 pm - 9:59 pm
ORD
-
MRY
7h 29m
1 stop
United Airlines Logo
3:36 pm - 12:59 am
MRY
-
ORD
7h 23m
1 stop
$359United Airlines
Thu, Sep 10 - Sun, Sep 13
American Airlines Logo
6:00 am - 11:47 am
ORD
-
MRY
7h 47m
1 stop
American Airlines Logo
12:37 pm - 10:04 pm
MRY
-
ORD
7h 27m
1 stop
$359American Airlines
Sat, Sep 19 - Wed, Sep 23
American Airlines Logo
5:00 am - 12:18 pm
ORD
-
MRY
9h 18m
1 stop
American Airlines Logo
9:54 am - 6:02 pm
MRY
-
ORD
6h 08m
1 stop
$359American Airlines
Sat, Oct 3 - Tue, Oct 20
Alaska Airlines Logo
8:00 am - 5:46 pm
ORD
-
MRY
11h 46m
1 stop
Alaska Airlines Logo
2:43 pm - 1:22 pm
MRY
-
ORD
20h 39m
1 stop
$359Alaska Airlines
Wed, Sep 16 - Wed, Sep 23
Alaska Airlines Logo
3:52 pm - 5:46 pm
ORD
-
MRY
27h 54m
1 stop
Alaska Airlines Logo
6:23 pm - 6:20 am
MRY
-
ORD
9h 57m
1 stop
$359Alaska Airlines
Fri, Sep 18 - Mon, Sep 21
United Airlines Logo
4:40 pm - 9:50 pm
ORD
-
MRY
7h 10m
1 stop
United Airlines Logo
1:53 pm - 10:55 pm
MRY
-
ORD
7h 02m
1 stop
$359United Airlines
Fri, Oct 2 - Sat, Oct 17

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

United Airlines flights from Chicago to Monterey

Our best United Airlines deals on Chicago to Monterey flight tickets
United Airlines
Oct 23
ORD4:05 pmChicago O'Hare Intl
7h 45m
1 stop
MRY9:50 pmMonterey Regional
Oct 24
MRY5:10 amMonterey Regional
6h 05m
1 stop
ORD1:15 pmChicago O'Hare Intl
$354
United Airlines
Nov 21
ORD1:00 pmChicago O'Hare Intl
6h 53m
1 stop
MRY5:53 pmMonterey Regional
Nov 25
MRY2:25 pmMonterey Regional
7h 02m
1 stop
ORD11:27 pmChicago O'Hare Intl
$378
United Airlines
Sep 19
ORD4:30 pmChicago O'Hare Intl
7h 29m
1 stop
MRY9:59 pmMonterey Regional
Oct 4
MRY3:31 pmMonterey Regional
7h 24m
1 stop
ORD12:55 amChicago O'Hare Intl
$416

American Airlines flights from Chicago to Monterey

Our best American Airlines deals on Chicago to Monterey flight tickets
American Airlines
Oct 27
ORD11:00 amChicago O'Hare Intl
9h 34m
2 stops
MRY6:34 pmMonterey Regional
Nov 10
MRY12:49 pmMonterey Regional
9h 10m
2 stops
ORD11:59 pmChicago O'Hare Intl
$369
American Airlines
Aug 18
ORD8:20 amChicago O'Hare Intl
9h 18m
2 stops
MRY3:38 pmMonterey Regional
Aug 25
MRY12:40 pmMonterey Regional
7h 20m
1 stop
ORD10:00 pmChicago O'Hare Intl
$399
American Airlines
Sep 13
ORD5:00 amChicago O'Hare Intl
9h 08m
1 stop
MRY12:08 pmMonterey Regional
Sep 18
MRY4:20 pmMonterey Regional
6h 10m
1 stop
ORD12:30 amChicago O'Hare Intl
$427

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 August 3, 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

Thu 11/12

1:02 pm-1:43 pm

1 stop26h 41m

Monterey Regional

Mon 11/16

3:07 pm-5:35 am

1 stop12h 28m

$253

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 11/12

2:46 pm-1:43 pm

2 stops24h 57m

Monterey Regional

Mon 11/16

3:07 pm-5:35 am

1 stop12h 28m

$278

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/23

6:50 am-2:51 pm

1 stop10h 01m

Monterey Regional

Mon 10/26

4:31 pm-5:42 am

1 stop11h 11m

$295
Quickest round-trip

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/23

4:05 pm-9:50 pm

1 stop7h 45m

Monterey Regional

Sat 10/24

5:10 am-1:15 pm

1 stop6h 05m

$354

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Thu 9/10

4:30 pm-9:59 pm

1 stop7h 29m

Monterey Regional

Sun 9/13

3:36 pm-12:59 am

1 stop7h 23m

$359

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 9/19

6:00 am-11:47 am

1 stop7h 47m

Monterey Regional

Wed 9/23

12:37 pm-10:04 pm

1 stop7h 27m

$359

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Sat 10/3

5:00 am-12:18 pm

1 stop9h 18m

Monterey Regional

Tue 10/20

9:54 am-6:02 pm

1 stop6h 08m

$359

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Wed 9/16

8:00 am-5:46 pm

1 stop11h 46m

Monterey Regional

Wed 9/23

2:43 pm-1:22 pm

1 stop20h 39m

$359

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 9/18

3:52 pm-5:46 pm

1 stop27h 54m

Monterey Regional

Mon 9/21

6:23 pm-6:20 am

1 stop9h 57m

$359

ChicagoMonterey

ORD - MRY

ORDMRY

Chicago O'Hare Intl

Fri 10/2

4:40 pm-9:50 pm

1 stop7h 10m

Monterey Regional

Sat 10/17

1:53 pm-10:55 pm

1 stop7h 02m

$359

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

Prices are currently low for flights on this route.

Typical prices usually range from $439 to $593.
The lowest price recently found on this route was $253.

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 $410. If you’re not able to fly to Monterey in November, then July is your next best option. Flight prices from Chicago to Monterey during July average around $443.

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 flights?

There is only 1 cabin class available to choose from on Chicago to Monterey flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Monterey flights?

You could potentially save up to 11% on your flight if you consider stops on a Chicago to Monterey flight.

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 53m

Direct flights

Sun

Airports in Monterey

1 airport
The fastest flight from Chicago to Monterey takes 6h 53m
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

Frequently asked questions about flying from Chicago to Monterey

  • 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 53m.

  • 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 $268Free CancellationRating
7.1
11,845 reviews
Search American Airlines flights
United AirlinesPriceFrom $307Free CancellationRating
7.4
10,058 reviews
Search United Airlines flights
Alaska AirlinesPriceFrom $352Free CancellationRating
7.9
12,758 reviews
Search Alaska Airlines flights

  • United Airlines Flights From Chicago to Monterey

    United Airlines flight deals from Chicago to Monterey start from $307 round-trip. Over the 8 United Airlines flights for this route in a normal week, average airfare is usually $459 round-trip - but some users have found much cheaper deals with momondo.

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.

An easier way to manage your Monterey trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 9/2
Wed 9/9
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States