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Cheap flights from Monterey to Chicago from $149

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 1/17. 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.
Multiple Airlines Logo
10:06 pm - 12:13 amMRY-ORD
48h 07m2 stops
Multiple Airlines Logo
3:27 pm - 5:12 pmORD-MRY
27h 45m1 stop
$240Multiple Airlines
Find Deal
Fri, Dec 12 - Thu, Dec 18
Alaska Airlines Logo
6:00 am - 2:09 pmMRY-ORD
6h 09m1 stop
Alaska Airlines Logo
3:05 pm - 11:29 pmORD-MRY
10h 24m1 stop
$288Alaska Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
Multiple Airlines Logo
10:06 pm - 6:05 amMRY-ORD
29h 59m2 stops
Multiple Airlines Logo
12:59 pm - 9:16 pmORD-MRY
10h 17m1 stop
$293Multiple Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Alaska Airlines Logo
6:00 am - 2:09 pmMRY-ORD
6h 09m1 stop
Alaska Airlines Logo
8:55 am - 11:29 pmORD-MRY
16h 34m1 stop
$298Alaska Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
Alaska Airlines Logo
6:00 am - 2:09 pmMRY-ORD
6h 09m1 stop
Alaska Airlines Logo
8:00 am - 11:29 pmORD-MRY
17h 29m2 stops
$304Alaska Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
Alaska Airlines Logo
6:00 am - 2:09 pmMRY-ORD
6h 09m1 stop
Alaska Airlines Logo
3:05 pm - 11:29 pmORD-MRY
10h 24m1 stop
$308Alaska Airlines
Find Deal
Tue, Dec 9 - Tue, Dec 16
American Airlines Logo
12:45 pm - 11:35 pmMRY-ORD
8h 50m2 stops
American Airlines Logo
10:24 am - 6:41 pmORD-MRY
10h 17m2 stops
$309American Airlines
Find Deal
Wed, Dec 3 - Tue, Dec 9
United Airlines Logo
7:00 am - 4:55 pmMRY-ORD
7h 55m1 stop
United Airlines Logo
12:55 pm - 5:57 pmORD-MRY
7h 02m1 stop
$334United Airlines
Find Deal
Wed, Mar 11 - Tue, Mar 24
American Airlines Logo
12:45 pm - 11:35 pmMRY-ORD
8h 50m2 stops
American Airlines Logo
8:11 am - 3:52 pmORD-MRY
9h 41m2 stops
$344American Airlines
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Wed, Dec 3 - Tue, Dec 9
United Airlines Logo
10:27 am - 7:30 pmMRY-ORD
7h 03m1 stop
United Airlines Logo
3:46 pm - 9:36 pmORD-MRY
7h 50m1 stop
$424United Airlines
Find Deal
Thu, Nov 27 - Wed, Dec 3

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
Dec 3
MRY6:00 amMonterey Regional
6h 09m
1 stop
ORD2:09 pmChicago O'Hare Intl
Dec 9
ORD3:05 pmChicago O'Hare Intl
10h 24m
1 stop
MRY11:29 pmMonterey Regional
$288
Find similar
Alaska Airlines
Dec 3
MRY6:00 amMonterey Regional
6h 09m
1 stop
ORD2:09 pmChicago O'Hare Intl
Dec 9
ORD8:55 amChicago O'Hare Intl
16h 34m
1 stop
MRY11:29 pmMonterey Regional
$298
Find similar
Alaska Airlines
Dec 3
MRY6:00 amMonterey Regional
6h 09m
1 stop
ORD2:09 pmChicago O'Hare Intl
Dec 9
ORD8:00 amChicago O'Hare Intl
17h 29m
2 stops
MRY11:29 pmMonterey Regional
$304
Find similar

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

Our best American Airlines deals on Monterey to Chicago O'Hare Intl Airport flight tickets
American Airlines
Dec 3
MRY12:45 pmMonterey Regional
8h 50m
2 stops
ORD11:35 pmChicago O'Hare Intl
Dec 9
ORD10:24 amChicago O'Hare Intl
10h 17m
2 stops
MRY6:41 pmMonterey Regional
$309
Find similar
American Airlines
Dec 3
MRY12:45 pmMonterey Regional
8h 50m
2 stops
ORD11:35 pmChicago O'Hare Intl
Dec 9
ORD8:11 amChicago O'Hare Intl
9h 41m
2 stops
MRY3:52 pmMonterey Regional
$344
Find similar
American Airlines
Dec 3
MRY12:45 pmMonterey Regional
8h 50m
2 stops
ORD11:35 pmChicago O'Hare Intl
Dec 8
ORD5:00 amChicago O'Hare Intl
9h 15m
1 stop
MRY12:15 pmMonterey Regional
$382
Find similar

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 November 3, 2025.
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

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 12/12

10:06 pm-12:13 am

2 stops48h 07m

Chicago O'Hare Intl

Thu 12/18

3:27 pm-5:12 pm

1 stop27h 45m

$240

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 12/3

6:00 am-2:09 pm

1 stop6h 09m

Chicago O'Hare Intl

Tue 12/9

3:05 pm-11:29 pm

1 stop10h 24m

$288

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 12/12

10:06 pm-6:05 am

2 stops29h 59m

Chicago O'Hare Intl

Mon 12/15

12:59 pm-9:16 pm

1 stop10h 17m

$293

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 12/3

6:00 am-2:09 pm

1 stop6h 09m

Chicago O'Hare Intl

Tue 12/9

8:55 am-11:29 pm

1 stop16h 34m

$298

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 12/3

6:00 am-2:09 pm

1 stop6h 09m

Chicago O'Hare Intl

Tue 12/9

8:00 am-11:29 pm

2 stops17h 29m

$304

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Tue 12/9

6:00 am-2:09 pm

1 stop6h 09m

Chicago O'Hare Intl

Tue 12/16

3:05 pm-11:29 pm

1 stop10h 24m

$308

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 12/3

12:45 pm-11:35 pm

2 stops8h 50m

Chicago O'Hare Intl

Tue 12/9

10:24 am-6:41 pm

2 stops10h 17m

$309

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 3/11

7:00 am-4:55 pm

1 stop7h 55m

Chicago O'Hare Intl

Tue 3/24

12:55 pm-5:57 pm

1 stop7h 02m

$334

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 12/3

12:45 pm-11:35 pm

2 stops8h 50m

Chicago O'Hare Intl

Tue 12/9

8:11 am-3:52 pm

2 stops9h 41m

$344

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 11/27

10:27 am-7:30 pm

1 stop7h 03m

Chicago O'Hare Intl

Wed 12/3

3:46 pm-9:36 pm

1 stop7h 50m

$424

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 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 $405. 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 $507.

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 $412 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $466. Of course, these prices can vary depending on the time of year and what airport you fly to.

How have Monterey to Chicago O'Hare Intl Airport flight prices changed over time?

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

Direct flights

None
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

  • 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. 5h 59m 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 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
7.2
11,038 reviews
Search American Airlines flights
United AirlinesPriceFrom $443Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

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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