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Cheap flights from Monterey to Chicago from $138

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 7/24. 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 Monterey to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
2:05 pm - 8:39 pm
MRY
-
ORD
4h 34mnonstop
United Airlines Logo
10:00 am - 12:49 pm
ORD
-
MRY
4h 49mnonstop
$329United Airlines
Sat, Jul 18 - Sat, Jul 25
Alaska Airlines Logo
3:31 pm - 11:49 pm
MRY
-
ORD
6h 18m
1 stop
Alaska Airlines Logo
7:25 am - 2:54 pm
ORD
-
MRY
9h 29m
1 stop
$349Alaska Airlines
Tue, Nov 10 - Sat, Nov 14
Alaska Airlines Logo
2:44 pm - 6:20 am
MRY
-
ORD
13h 36m
2 stops
Alaska Airlines Logo
2:21 pm - 10:52 pm
ORD
-
MRY
10h 31m
1 stop
$354Alaska Airlines
Tue, Oct 20 - Thu, Oct 22
Multiple Airlines Logo
10:00 pm - 5:37 am
MRY
-
ORD
29h 37m
1 stop
Multiple Airlines Logo
7:15 am - 9:10 pm
ORD
-
MRY
15h 55m
1 stop
$360Multiple Airlines
Fri, Jul 24 - Mon, Jul 27
United Airlines Logo
2:05 pm - 8:39 pm
MRY
-
ORD
4h 34mnonstop
United Airlines Logo
4:12 pm - 9:10 pm
ORD
-
MRY
6h 58m
1 stop
$366United Airlines
Sat, Jul 18 - Sat, Jul 25
Multiple Airlines Logo
10:00 pm - 12:49 am
MRY
-
ORD
24h 49m
2 stops
Multiple Airlines Logo
7:15 am - 9:10 pm
ORD
-
MRY
15h 55m
1 stop
$375Multiple Airlines
Fri, Jul 24 - Mon, Jul 27
United Airlines Logo
12:00 pm - 9:38 pm
MRY
-
ORD
7h 38m
1 stop
United Airlines Logo
4:12 pm - 9:10 pm
ORD
-
MRY
6h 58m
1 stop
$376United Airlines
Sat, Jul 18 - Sat, Jul 25
United Airlines Logo
3:36 pm - 12:59 am
MRY
-
ORD
7h 23m
1 stop
United Airlines Logo
3:56 pm - 9:10 pm
ORD
-
MRY
7h 14m
1 stop
$381United Airlines
Thu, Sep 17 - Sat, Sep 19
Alaska Airlines Logo
3:05 pm - 11:36 pm
MRY
-
ORD
6h 31m
1 stop
Alaska Airlines Logo
5:59 pm - 11:58 pm
ORD
-
MRY
7h 59m
1 stop
$383Alaska Airlines
Tue, Jul 14 - Sat, Jul 18
Alaska Airlines Logo
6:00 am - 6:57 pm
MRY
-
ORD
10h 57m
1 stop
Alaska Airlines Logo
5:59 pm - 11:58 pm
ORD
-
MRY
7h 59m
1 stop
$384Alaska Airlines
Tue, Jul 7 - Sat, Jul 18

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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
Nov 10
MRY3:31 pmMonterey Regional
6h 18m
1 stop
ORD11:49 pmChicago O'Hare Intl
Nov 14
ORD7:25 amChicago O'Hare Intl
9h 29m
1 stop
MRY2:54 pmMonterey Regional
$349
Alaska Airlines
Oct 20
MRY2:44 pmMonterey Regional
13h 36m
2 stops
ORD6:20 amChicago O'Hare Intl
Oct 22
ORD2:21 pmChicago O'Hare Intl
10h 31m
1 stop
MRY10:52 pmMonterey Regional
$354
Alaska Airlines
Jul 14
MRY3:05 pmMonterey Regional
6h 31m
1 stop
ORD11:36 pmChicago O'Hare Intl
Jul 18
ORD5:59 pmChicago O'Hare Intl
7h 59m
1 stop
MRY11:58 pmMonterey Regional
$383

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
Jul 18
MRY2:05 pmMonterey Regional
4h 34m
ORD8:39 pmChicago O'Hare Intl
Jul 25
ORD10:00 amChicago O'Hare Intl
4h 49m
MRY12:49 pmMonterey Regional
$329
United Airlines
Jul 18
MRY2:05 pmMonterey Regional
4h 34m
ORD8:39 pmChicago O'Hare Intl
Jul 25
ORD4:12 pmChicago O'Hare Intl
6h 58m
1 stop
MRY9:10 pmMonterey Regional
$366
United Airlines
Jul 18
MRY12:00 pmMonterey Regional
7h 38m
1 stop
ORD9:38 pmChicago O'Hare Intl
Jul 25
ORD4:12 pmChicago O'Hare Intl
6h 58m
1 stop
MRY9:10 pmMonterey Regional
$376

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 June 23, 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
Quickest round-trip

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 7/18

2:05 pm-8:39 pm

Nonstop4h 34m

Chicago O'Hare Intl

Sat 7/25

10:00 am-12:49 pm

Nonstop4h 49m

$329

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 11/10

3:31 pm-11:49 pm

1 stop6h 18m

Chicago O'Hare Intl

Sat 11/14

7:25 am-2:54 pm

1 stop9h 29m

$349

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 10/20

2:44 pm-6:20 am

2 stops13h 36m

Chicago O'Hare Intl

Thu 10/22

2:21 pm-10:52 pm

1 stop10h 31m

$354

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 7/24

10:00 pm-5:37 am

1 stop29h 37m

Chicago O'Hare Intl

Mon 7/27

7:15 am-9:10 pm

1 stop15h 55m

$360

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 7/18

2:05 pm-8:39 pm

Nonstop4h 34m

Chicago O'Hare Intl

Sat 7/25

4:12 pm-9:10 pm

1 stop6h 58m

$366

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 7/24

10:00 pm-12:49 am

2 stops24h 49m

Chicago O'Hare Intl

Mon 7/27

7:15 am-9:10 pm

1 stop15h 55m

$375

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 7/18

12:00 pm-9:38 pm

1 stop7h 38m

Chicago O'Hare Intl

Sat 7/25

4:12 pm-9:10 pm

1 stop6h 58m

$376

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 9/17

3:36 pm-12:59 am

1 stop7h 23m

Chicago O'Hare Intl

Sat 9/19

3:56 pm-9:10 pm

1 stop7h 14m

$381

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 7/14

3:05 pm-11:36 pm

1 stop6h 31m

Chicago O'Hare Intl

Sat 7/18

5:59 pm-11:58 pm

1 stop7h 59m

$383

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 7/7

6:00 am-6:57 pm

1 stop10h 57m

Chicago O'Hare Intl

Sat 7/18

5:59 pm-11:58 pm

1 stop7h 59m

$384

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 typical price of a round-trip flight between Monterey and Chicago O'Hare Intl Airport?

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 $441. 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 $561.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $455 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $495. 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

Best Price Found

$364

Fastest flight time

4h 34m

Direct flights

Sun
The best flight deal from Monterey to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $364
The fastest flight from Monterey to Chicago O'Hare Intl Airport takes 4h 34m
Direct flights go from Monterey to Chicago O'Hare Intl Airport on Sunday. There are no airlines offering direct flights.
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. 4h 34m 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 $268Free CancellationRating
7.1
11,745 reviews
Search American Airlines flights
United AirlinesPriceFrom $276Free CancellationRating
7.4
9,875 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Elgin
Evanston
South Holland

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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