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O'Hare Intl

$152+ Cheap flights from Monterey (MRY) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
MRY — ORD
May 24 — May 311
Sun 5/24
Sun 5/31
1 adult, Economy
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Cheap flight deals from Monterey to O'Hare Intl

Cheapest flights from Monterey to O'Hare Intl
Explore the most affordable flight options available from Monterey to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2026.

This Alaska Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:55 pm
MRY
-
ORD
1 stop7h 00m
Alaska Airlines
Wed 6/39:00 am
ORD
-
MRY
1 stop7h 18m
Alaska Airlines
Deal found 4/24$303
This Expedia deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:57 pm
MRY
-
ORD
1 stop9h 23m
Alaska Airlines
Wed 5/202:10 pm
ORD
-
MRY
1 stop11h 21m
Alaska Airlines
Deal found 4/21$326
This United Airlines deal was found by Cheapflights users on 4/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/41:54 pm
MRY
-
ORD
1 stop7h 22m
United Airlines
Sat 6/68:40 am
ORD
-
MRY
Nonstop4h 49m
United Airlines
Deal found 4/20$339
This American Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:03 pm
MRY
-
ORD
1 stop9h 16m
American Airlines
Thu 7/25:19 pm
ORD
-
MRY
1 stop7h 14m
American Airlines
Deal found 4/19$349
This Alaska Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:00 am
MRY
-
ORD
2 stops11h 55m
Alaska Airlines
Sat 10/319:20 am
ORD
-
MRY
1 stop7h 13m
Alaska Airlines
Deal found 4/23$354
This Orbitz deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:01 am
MRY
-
ORD
2 stops15h 40m
Alaska Airlines
Fri 8/287:00 am
ORD
-
MRY
2 stops18h 59m
Alaska Airlines
Deal found 4/21$359
This Alaska Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:55 pm
MRY
-
ORD
1 stop7h 00m
Alaska Airlines
Sun 5/249:00 am
ORD
-
MRY
1 stop7h 18m
Alaska Airlines
Deal found 4/23$360
This Alaska Airlines deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:57 pm
MRY
-
ORD
1 stop9h 23m
Alaska Airlines
Sat 5/309:00 am
ORD
-
MRY
1 stop7h 18m
Alaska Airlines
Deal found 4/19$376
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/232:06 pm
MRY
-
ORD
Nonstop4h 34m
United Airlines
Tue 5/267:00 am
ORD
-
MRY
1 stop6h 41m
United Airlines
Deal found 4/22$379
This Alaska Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:00 am
MRY
-
ORD
1 stop10h 57m
Alaska Airlines
Thu 7/232:20 pm
ORD
-
MRY
1 stop11h 38m
Alaska Airlines
Deal found 4/22$383
This Orbitz deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
MRY
-
ORD
2 stops21h 00m
Alaska Airlines
Sat 6/136:20 am
ORD
-
MRY
1 stop10h 08m
Alaska Airlines
Deal found 4/23$388

Find flight deals from Monterey to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Monterey (MRY) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$303
(Alaska Airlines)

One-way from

$152
(Alaska Airlines)

Popular in

August

Cheapest in

September

Average price

$839
Provider with most accurate pricing for Monterey Regional-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Monterey Regional-Chicago O'Hare Intl flights.
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From Monterey Regional to Chicago O'Hare Intl
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One-way flight from Monterey Regional to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($52 potential savings vs. average RT price).
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Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Monterey to O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated April 24, 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

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

$303

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 5/30

2:55 pm-11:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Wed 6/3

9:00 am-2:18 pm

1 stop7h 18m

$303

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Thu 7/16

3:05 pm-11:36 pm

1 stop6h 31m

Chicago O'Hare Intl

Tue 7/21

7:59 pm-2:28 pm

1 stop20h 29m

$383

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 6/1

2:55 pm-11:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Thu 6/4

10:00 am-6:14 pm

1 stop10h 14m

$399

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 5/30

2:55 pm-11:55 pm

1 stop7h 00m

Chicago O'Hare Intl

Mon 6/1

7:59 pm-2:18 pm

1 stop20h 19m

$403

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 6/29

6:00 am-6:57 pm

1 stop10h 57m

Chicago O'Hare Intl

Mon 7/6

7:59 pm-2:28 pm

1 stop20h 29m

$417

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Fri 7/3

3:05 pm-11:36 pm

1 stop6h 31m

Chicago O'Hare Intl

Tue 7/7

6:20 am-2:28 pm

1 stop10h 08m

$428
Quickest round-trip

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 5/30

2:06 pm-8:40 pm

Nonstop4h 34m

Chicago O'Hare Intl

Tue 6/2

2:33 pm-9:10 pm

1 stop8h 37m

$439

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Mon 5/11

1:58 pm-11:28 pm

1 stop7h 30m

Chicago O'Hare Intl

Sat 5/16

11:00 am-5:59 pm

1 stop8h 59m

$484
Cheapest one-way

MontereyChicago

MRY - ORD

MRYORD

Monterey Regional

Sat 5/30

2:55 pm-11:55 pm

1 stop7h 00m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3
  • Most accurate provider: When it comes to deals on Monterey-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Monterey-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Monterey-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Monterey-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Monterey-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Monterey to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Monterey with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Monterey to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Monterey to Chicago O'Hare Intl Airport?

Currently, September is the cheapest month in which you can book a flight from Monterey to Chicago O'Hare Intl Airport (average of $268). Flying from Monterey to Chicago O'Hare Intl Airport in August is currently the most expensive (average of $1,085). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Monterey to Chicago O'Hare Intl Airport?

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated April 24, 2026.
See what other customers who have flown with United Airlines and American Airlines from Monterey to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,643 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,643 reviews
United Airlines
7.4
Good
9,643 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,666 reviews
United Airlines
7.4
Good
9,643 reviews

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Monterey to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Monterey to Chicago O'Hare Intl?

    Monterey Regional (MRY), located 3.2 mi from the city center, is the airport you fly out of when you book flights from Monterey to Chicago O'Hare Intl. 2 airlines have flights from Monterey Regional to Chicago O'Hare Intl on a regular basis. Booking flights from Monterey Regional to Chicago O'Hare Intl should not be difficult; the airport handles an average of 0 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Monterey to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Monterey to Chicago O'Hare Intl Airport in 7h. Fly via Alaska Airlines to get the fastest option. The distance between Monterey and Chicago O'Hare Intl Airport is about 1839 mi.

  • What are the cheapest airlines flying from Monterey to Chicago O'Hare Intl Airport round-trip?

    Our cheapest airline available from Monterey to Chicago O'Hare Intl Airport is American Airlines. Our recent data shows that you can find tickets from as low as $258 on this airline. An additional option worth looking into is United Airlines, starting at $276. Users have found that American Airlines is 50% cheaper than the other options available to this destination.

  • Can I find deals for flights from Monterey to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Monterey to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Monterey to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Monterey to O'Hare Intl.

  • Can I find deals for business class flights from Monterey to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Monterey to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Monterey to Chicago O'Hare Intl Airport?

    Currently, September is the cheapest month in which you can book a flight from Monterey to Chicago O'Hare Intl Airport (average of $268). Flying from Monterey to Chicago O'Hare Intl Airport in August is currently the most expensive (average of $1,085). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Rosemont
Schaumburg
Naperville
Gurnee
Lake Geneva
Delavan
Hoffman Estates
Downers Grove
Oakbrook Terrace
Benton Harbor
Des Plaines
Oak Brook
South Holland
Libertyville
Elgin
Warrenville
Elk Grove Village
Bridgeview
Great Lakes
Lansing

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Top 2 airlines flying from Monterey to O'Hare Intl

Discover the top 2 airlines that operate flights from Monterey to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$450FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$276Average$499FlexibilityNo cancel feeOn-time69%

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