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Cheap flights from Monterey to Chicago 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 Monterey to Chicago departing on 10/1. 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

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Find the cheapest flights from Monterey to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:33 pm - 10:01 amMRY  Monterey Regional-ORD Chicago O'Hare Intl
17h 28m2 stops Las Vegas Harry Reid Intl Denver Intl
Multiple Airlines Logo
7:00 am - 1:43 pmORD  Chicago O'Hare Intl-MRY Monterey Regional
8h 43m1 stop Las Vegas Harry Reid Intl
$309Multiple Airlines
Fri, Nov 6 - Fri, Nov 13
American Airlines Logo
4:12 pm - 12:35 amMRY  Monterey Regional-ORD Chicago O'Hare Intl
6h 23m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
6:00 am - 11:54 amORD  Chicago O'Hare Intl-MRY Monterey Regional
7h 54m1 stop Dallas/Fort Worth
$359American Airlines
Thu, Oct 8 - Sun, Oct 11
United Airlines Logo
10:20 am - 6:56 pmMRY  Monterey Regional-ORD Chicago O'Hare Intl
6h 36m1 stop Los Angeles
United Airlines Logo
7:00 am - 11:52 amORD  Chicago O'Hare Intl-MRY Monterey Regional
6h 52m1 stop Los Angeles
$359United Airlines
Fri, Nov 13 - Wed, Nov 18
United Airlines Logo
12:15 pm - 8:40 pmMRY  Monterey Regional-ORD Chicago O'Hare Intl
6h 25m1 stop San Francisco
United Airlines Logo
7:00 am - 11:48 amORD  Chicago O'Hare Intl-MRY Monterey Regional
6h 48m1 stop Los Angeles
$359United Airlines
Wed, Sep 2 - Sun, Sep 6
Alaska Airlines Logo
6:01 am - 7:21 pmMRY  Monterey Regional-ORD Chicago O'Hare Intl
11h 20m1 stop San Diego
Alaska Airlines Logo
2:18 pm - 11:59 pmORD  Chicago O'Hare Intl-MRY Monterey Regional
11h 41m1 stop San Diego
$359Alaska Airlines
Tue, Sep 15 - Thu, Sep 17
American Airlines Logo
7:01 pm - 5:24 amMRY  Monterey Regional-ORD Chicago O'Hare Intl
8h 23m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
5:00 am - 11:47 amORD  Chicago O'Hare Intl-MRY Monterey Regional
8h 47m1 stop Dallas/Fort Worth
$359American Airlines
Sun, Sep 6 - Sun, Sep 13
American Airlines Logo
7:13 pm - 5:59 amMRY  Monterey Regional-ORD Chicago O'Hare Intl
8h 46m1 stop Phoenix Sky Harbor Intl
American Airlines Logo
6:00 am - 11:54 amORD  Chicago O'Hare Intl-MRY Monterey Regional
7h 54m1 stop Dallas/Fort Worth
$359American Airlines
Fri, Oct 9 - Sun, Oct 11
United Airlines Logo
2:00 pm - 10:59 pmMRY  Monterey Regional-ORD Chicago O'Hare Intl
6h 59m1 stop Los Angeles
United Airlines Logo
2:30 pm - 7:19 pmORD  Chicago O'Hare Intl-MRY Monterey Regional
6h 49m1 stop San Francisco
$359United Airlines
Fri, Nov 6 - Fri, Nov 13
Alaska Airlines Logo
6:00 am - 6:59 pmMRY  Monterey Regional-ORD Chicago O'Hare Intl
10h 59m1 stop San Diego
Alaska Airlines Logo
7:00 am - 10:31 pmORD  Chicago O'Hare Intl-MRY Monterey Regional
17h 31m2 stops Seattle/Tacoma Intl San Diego
$364Alaska Airlines
Fri, Nov 13 - Wed, Nov 18
Alaska Airlines Logo
6:01 am - 11:59 pmMRY  Monterey Regional-ORD Chicago O'Hare Intl
15h 58m2 stops San Diego Seattle/Tacoma Intl
Alaska Airlines Logo
2:18 pm - 11:59 pmORD  Chicago O'Hare Intl-MRY Monterey Regional
11h 41m1 stop San Diego
$364Alaska Airlines
Tue, Sep 15 - Thu, Sep 17

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United Airlines flights from Monterey to Chicago O'Hare Intl Airport

Our best United Airlines deals on Monterey to Chicago O'Hare Intl Airport flight tickets
United Airlines
Sep 2
MRY12:15 pmMonterey Regional
6h 25m
1 stop
ORD8:40 pmChicago O'Hare Intl
Sep 6
ORD7:00 amChicago O'Hare Intl
6h 48m
1 stop
MRY11:48 amMonterey Regional
$359
United Airlines
Aug 26
MRY8:00 amMonterey Regional
7h 05m
1 stop
ORD5:05 pmChicago O'Hare Intl
Aug 30
ORD4:20 pmChicago O'Hare Intl
7h 39m
1 stop
MRY9:59 pmMonterey Regional
$394
United Airlines
Aug 26
MRY12:35 pmMonterey Regional
6h 54m
1 stop
ORD9:29 pmChicago O'Hare Intl
Aug 29
ORD4:20 pmChicago O'Hare Intl
7h 39m
1 stop
MRY9:59 pmMonterey Regional
$429

Alaska Airlines flights from Monterey to Chicago O'Hare Intl Airport

Our best Alaska Airlines deals on Monterey to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Sep 16
MRY6:01 amMonterey Regional
15h 58m
2 stops
ORD11:59 pmChicago O'Hare Intl
Sep 23
ORD6:00 amChicago O'Hare Intl
19h 59m
2 stops
MRY11:59 pmMonterey Regional
$370
Alaska Airlines
Sep 2
MRY6:01 amMonterey Regional
11h 20m
1 stop
ORD7:21 pmChicago O'Hare Intl
Sep 8
ORD7:20 amChicago O'Hare Intl
18h 39m
1 stop
MRY11:59 pmMonterey Regional
$424
Alaska Airlines
Sep 2
MRY6:01 amMonterey Regional
15h 58m
2 stops
ORD11:59 pmChicago O'Hare Intl
Sep 6
ORD6:00 amChicago O'Hare Intl
19h 59m
2 stops
MRY11:59 pmMonterey Regional
$439

momondo Fare Finder

 
Customize your flight search to find flights from Monterey to Chicago O'Hare Intl Airport 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 13, 2026.
Use the filters below to find and compare flights from Monterey to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Fri 11/6

2:33 pm-10:01 am

2 stops17h 28m

Chicago O'Hare Intl

Fri 11/13

7:00 am-1:43 pm

1 stop8h 43m

$309

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Thu 10/8

4:12 pm-12:35 am

1 stop6h 23m

Chicago O'Hare Intl

Sun 10/11

6:00 am-11:54 am

1 stop7h 54m

$359

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Fri 11/13

10:20 am-6:56 pm

1 stop6h 36m

Chicago O'Hare Intl

Wed 11/18

7:00 am-11:52 am

1 stop6h 52m

$359
Quickest round-trip

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Wed 9/2

12:15 pm-8:40 pm

1 stop6h 25m

Chicago O'Hare Intl

Sun 9/6

7:00 am-11:48 am

1 stop6h 48m

$359

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Tue 9/15

6:01 am-7:21 pm

1 stop11h 20m

Chicago O'Hare Intl

Thu 9/17

2:18 pm-11:59 pm

1 stop11h 41m

$359

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Sun 9/6

7:01 pm-5:24 am

1 stop8h 23m

Chicago O'Hare Intl

Sun 9/13

5:00 am-11:47 am

1 stop8h 47m

$359

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Fri 10/9

7:13 pm-5:59 am

1 stop8h 46m

Chicago O'Hare Intl

Sun 10/11

6:00 am-11:54 am

1 stop7h 54m

$359

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Fri 11/6

2:00 pm-10:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Fri 11/13

2:30 pm-7:19 pm

1 stop6h 49m

$359

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Fri 11/13

6:00 am-6:59 pm

1 stop10h 59m

Chicago O'Hare Intl

Wed 11/18

7:00 am-10:31 pm

2 stops17h 31m

$364

MontereyChicago

MRY Monterey Regional - ORD Chicago O'Hare Intl

MRYORD

Monterey Regional

Tue 9/15

6:01 am-11:59 pm

2 stops15h 58m

Chicago O'Hare Intl

Thu 9/17

2:18 pm-11:59 pm

1 stop11h 41m

$364

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 Chicago from

How to get the cheapest flight ticket from Monterey to Chicago O'Hare Intl Airport

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Monterey averaging around $309.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $444. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Monterey because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $582.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Monterey in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $470 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $509. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Monterey Regional to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Monterey to Chicago O'Hare Intl Airport flights?

There is only 1 cabin class available to choose from on Monterey to Chicago O'Hare Intl Airport 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 Monterey to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Monterey to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Monterey to Chicago O'Hare Intl Airport (MRY to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Monterey to Chicago O'Hare Intl Airport

Fastest flight time

6h 25m

Direct flights

None
The fastest flight from Monterey to Chicago O'Hare Intl Airport takes 6h 25m
There are no direct flights from Monterey to Chicago O'Hare Intl Airport. There are no popular flight routes from Monterey to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Monterey to Chicago O'Hare Intl Airport

  • How far is Monterey Regional to Chicago O'Hare Intl by plane?

    The straight-line distance from Monterey Regional to Chicago O'Hare Intl is 1841.3 mi. 6h 25m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Monterey Regional Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Monterey Regional Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Monterey Regional Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Monterey Regional Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Monterey Regional Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Monterey to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Monterey to Chicago O'Hare Intl Airport?

Best airlines flying from Monterey to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Monterey to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $258Free CancellationRating
7.1
11,923 reviews
Search American Airlines flights
United AirlinesPriceFrom $289Free CancellationRating
7.4
10,111 reviews
Search United Airlines flights

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from Monterey to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Monterey to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Monterey to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Monterey with this policy.

How can momondo help me find flights from Monterey to Chicago?

Once all potential Monterey to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Monterey to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Monterey 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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