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Cheap flights from Monterey to Chicago from $127

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 6/15. 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
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
10:04 pm - 12:49 am
MRY
-
ORD
24h 45m
2 stops
Multiple Airlines Logo
7:15 am - 9:14 pm
ORD
-
MRY
15h 59m
1 stop
$290Multiple Airlines
Mon, Aug 10 - Fri, Aug 14
Multiple Airlines Logo
10:04 pm - 12:49 am
MRY
-
ORD
24h 45m
2 stops
Multiple Airlines Logo
7:15 am - 9:14 pm
ORD
-
MRY
15h 59m
1 stop
$295Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Multiple Airlines Logo
10:04 pm - 5:28 am
MRY
-
ORD
29h 24m
1 stop
Multiple Airlines Logo
7:15 am - 9:14 pm
ORD
-
MRY
15h 59m
1 stop
$299Multiple Airlines
Mon, Aug 10 - Fri, Aug 14
Multiple Airlines Logo
10:04 pm - 5:28 am
MRY
-
ORD
29h 24m
1 stop
Multiple Airlines Logo
7:15 am - 9:14 pm
ORD
-
MRY
15h 59m
1 stop
$304Multiple Airlines
Mon, Aug 10 - Mon, Aug 17
Alaska Airlines Logo
2:55 pm - 11:55 pm
MRY
-
ORD
7h 00m
1 stop
Alaska Airlines Logo
9:00 am - 2:18 pm
ORD
-
MRY
7h 18m
1 stop
$313Alaska Airlines
Sat, May 30 - Tue, Jun 2
Alaska Airlines Logo
2:55 pm - 11:55 pm
MRY
-
ORD
7h 00m
1 stop
Alaska Airlines Logo
5:59 pm - 11:58 pm
ORD
-
MRY
7h 59m
1 stop
$331Alaska Airlines
Sat, Jun 6 - Sat, Jun 13
Alaska Airlines Logo
6:00 am - 6:50 pm
MRY
-
ORD
10h 50m
1 stop
Alaska Airlines Logo
2:20 pm - 11:58 pm
ORD
-
MRY
11h 38m
1 stop
$336Alaska Airlines
Sat, Jun 6 - Fri, Jun 12
United Airlines Logo
2:06 pm - 8:40 pm
MRY
-
ORD
4h 34mnonstop
United Airlines Logo
2:30 pm - 8:36 pm
ORD
-
MRY
8h 06m
1 stop
$339United Airlines
Sat, Jun 6 - Fri, Jun 12
Alaska Airlines Logo
6:40 pm - 6:20 am
MRY
-
ORD
9h 40m
1 stop
Alaska Airlines Logo
7:20 am - 2:07 pm
ORD
-
MRY
8h 47m
1 stop
$349Alaska Airlines
Wed, Oct 28 - Sat, Oct 31
Alaska Airlines Logo
6:03 am - 11:59 pm
MRY
-
ORD
15h 56m
2 stops
Alaska Airlines Logo
2:21 pm - 10:52 pm
ORD
-
MRY
10h 31m
1 stop
$354Alaska Airlines
Wed, Oct 28 - Sat, Oct 31

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
Jun 6
MRY2:06 pmMonterey Regional
4h 34m
ORD8:40 pmChicago O'Hare Intl
Jun 12
ORD2:30 pmChicago O'Hare Intl
8h 06m
1 stop
MRY8:36 pmMonterey Regional
$339
United Airlines
May 23
MRY2:06 pmMonterey Regional
4h 34m
ORD8:40 pmChicago O'Hare Intl
May 27
ORD7:40 amChicago O'Hare Intl
9h 15m
1 stop
MRY2:55 pmMonterey Regional
$409
United Airlines
Jun 5
MRY3:30 pmMonterey Regional
7h 29m
1 stop
ORD12:59 amChicago O'Hare Intl
Jun 13
ORD9:17 amChicago O'Hare Intl
4h 49m
MRY12:06 pmMonterey Regional
$418

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
May 30
MRY2:55 pmMonterey Regional
7h 00m
1 stop
ORD11:55 pmChicago O'Hare Intl
Jun 2
ORD9:00 amChicago O'Hare Intl
7h 18m
1 stop
MRY2:18 pmMonterey Regional
$313
Alaska Airlines
Jun 6
MRY2:55 pmMonterey Regional
7h 00m
1 stop
ORD11:55 pmChicago O'Hare Intl
Jun 13
ORD5:59 pmChicago O'Hare Intl
7h 59m
1 stop
MRY11:58 pmMonterey Regional
$331
Alaska Airlines
Jun 6
MRY6:00 amMonterey Regional
10h 50m
1 stop
ORD6:50 pmChicago O'Hare Intl
Jun 12
ORD2:20 pmChicago O'Hare Intl
11h 38m
1 stop
MRY11:58 pmMonterey Regional
$336

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 May 10, 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 - ORD

MRYORD

Monterey Regional

Mon 8/10

10:04 pm-12:49 am

2 stops24h 45m

Chicago O'Hare Intl

Fri 8/14

7:15 am-9:14 pm

1 stop15h 59m

$290

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 8/10

10:04 pm-12:49 am

2 stops24h 45m

Chicago O'Hare Intl

Mon 8/17

7:15 am-9:14 pm

1 stop15h 59m

$295

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 8/10

10:04 pm-5:28 am

1 stop29h 24m

Chicago O'Hare Intl

Fri 8/14

7:15 am-9:14 pm

1 stop15h 59m

$299

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 8/10

10:04 pm-5:28 am

1 stop29h 24m

Chicago O'Hare Intl

Mon 8/17

7:15 am-9:14 pm

1 stop15h 59m

$304

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 5/30

2:55 pm-11:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Tue 6/2

9:00 am-2:18 pm

1 stop7h 18m

$313

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 6/6

2:55 pm-11:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Sat 6/13

5:59 pm-11:58 pm

1 stop7h 59m

$331

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 6/6

6:00 am-6:50 pm

1 stop10h 50m

Chicago O'Hare Intl

Fri 6/12

2:20 pm-11:58 pm

1 stop11h 38m

$336
Quickest round-trip

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 6/6

2:06 pm-8:40 pm

Nonstop4h 34m

Chicago O'Hare Intl

Fri 6/12

2:30 pm-8:36 pm

1 stop8h 06m

$339

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 10/28

6:40 pm-6:20 am

1 stop9h 40m

Chicago O'Hare Intl

Sat 10/31

7:20 am-2:07 pm

1 stop8h 47m

$349

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Wed 10/28

6:03 am-11:59 pm

2 stops15h 56m

Chicago O'Hare Intl

Sat 10/31

2:21 pm-10:52 pm

1 stop10h 31m

$354

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 December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Monterey averaging around $298.

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 Tuesday when prices can be found for as low as $427. 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 $541.

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 $429 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $469. 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

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

$339

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 $339
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 $258Free CancellationRating
7.1
11,667 reviews
Search American Airlines flights
United AirlinesPriceFrom $276Free CancellationRating
7.4
9,694 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
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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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