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MRY - ORD

$125 Find cheap flights from Monterey to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Monterey to Chicago departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 6/6
Thu 6/13

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Monterey to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Monterey to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,707,506 times on KAYAK, and here is why:

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Cheap flight deals from Monterey to Chicago (MRY-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Monterey to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:04 pm - 12:19 amMRY-ORD
6h 15m1 stop
11:02 am - 7:00 pmORD-MRY
9h 58m1 stop
$392American Airlines
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Tue, Aug 6 - Sat, Aug 10
8:30 pm - 12:05 pmMRY-ORD
13h 35m1 stop
2:36 pm - 8:51 pmORD-MRY
8h 15m1 stop
$403United Airlines
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Sat, May 18 - Sun, May 19
7:17 pm - 5:24 amMRY-ORD
8h 07m1 stop
3:10 pm - 9:34 pmORD-MRY
8h 24m1 stop
$442American Airlines
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Thu, Jun 27 - Tue, Jul 2
2:00 pm - 9:45 amMRY-ORD
17h 45m2 stops
6:05 am - 11:46 pmORD-MRY
19h 41m1 stop
$471United Airlines
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Tue, Aug 6 - Sat, Aug 10
5:10 am - 3:42 pmMRY-ORD
8h 32m1 stop
2:00 pm - 6:35 pmORD-MRY
6h 35m1 stop
$472American Airlines
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Sat, Jul 13 - Thu, Jul 18
2:00 pm - 9:45 amMRY-ORD
17h 45m2 stops
3:50 pm - 11:46 pmORD-MRY
9h 56m2 stops
$479United Airlines
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Tue, Aug 6 - Sat, Aug 10
5:10 am - 11:59 pmMRY-ORD
16h 49m1 stop
10:35 am - 11:46 pmORD-MRY
15h 11m2 stops
$496United Airlines
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Wed, Jul 17 - Wed, Jul 31
3:23 pm - 6:20 amMRY-ORD
12h 57m2 stops
6:35 am - 9:52 pmORD-MRY
17h 17m2 stops
$547Alaska Airlines
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Wed, Jul 17 - Wed, Jul 31
1:51 pm - 11:59 pmMRY-ORD
8h 08m1 stop
6:00 am - 1:08 pmORD-MRY
9h 08m1 stop
$553Alaska Airlines
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Fri, Oct 18 - Sun, Oct 20
1:48 pm - 11:59 pmMRY-ORD
8h 11m1 stop
6:00 am - 1:08 pmORD-MRY
9h 08m1 stop
$614Alaska Airlines
Find Deal
Thu, Oct 17 - Sun, Oct 20

Flights from Monterey to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from Monterey to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Monterey to Chicago?

The average price of all flights from Monterey to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Monterey to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Monterey to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Monterey to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Monterey to Chicago O'Hare Intl Airport is January, where tickets cost $298 on average. On the other hand, the most expensive months are June and May, where the average cost of tickets is $462 and $427 respectively.

How far in advance should I book a flight from Monterey to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Monterey to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Monterey to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 85 days before departure.

Which airlines provide the cheapest flights from Monterey to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Monterey to Chicago were found on American Airlines ($392) and United Airlines ($403). Sun Country Air proposed the cheapest one-way flight at $125.

Good to know

Low season

January

High season

July

Cheapest flight

$125
Best time to beat the crowds but there is an average 95% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Monterey to Chicago

When to book flights from Monterey to Chicago

Are your dates flexible? Find out the best times to travel from Monterey to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Monterey to Chicago flights

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

    In the last 3 days, the lowest price for a flight from Monterey to Chicago O'Hare Intl Airport was $125 for a one-way ticket and $392 for a round-trip.

  • Do I need a passport to fly between Monterey and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Monterey to Chicago?

    Monterey and Chicago are both served by 1 main airport. You will leave Monterey from Monterey Regional and will be arriving at Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Monterey to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Monterey to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Monterey and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Monterey to Chicago, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Monterey to Chicago are United Airlines and American Airlines. With an average price for the route of $547 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $529 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Monterey to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Monterey to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Monterey to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Monterey is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Monterey to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Monterey with another airline. Booking your flights between Monterey and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Monterey to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Monterey up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Monterey to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Monterey to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Monterey to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 11073 reviews
7.7Boarding
7.2Comfort
6.7Food
7.1Entertainment
8.1Crew
Airline reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

8.0 ExcellentMichelle, Apr 2024MBS - ORD
Read more about United Airlines reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The CX617 from HK to BKK was delayed more than 1.5 hours.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Book cheap flights from Monterey to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Monterey to Chicago found on KAYAK in the last 72 hours.
8/11Sun
1 stopSun Country Air
23h 05mMRY-ORD
$125
8/22Thu
1 stopSun Country Air
23h 32mMRY-ORD
$128
6/7Fri
1 stop
11h 04mMRY-ORD
$179
6/7Fri
2 stops
16h 12mMRY-ORD
$187
7/3Wed
1 stopAmerican Airlines
6h 12mMRY-ORD
$206
8/11Sun
1 stopUnited Airlines
7h 40mMRY-ORD
$236
7/17Wed
2 stopsAlaska Airlines
22h 20mMRY-ORD
$267
7/3Wed
2 stopsUnited Airlines
18h 10mMRY-ORD
$269
6/15Sat
2 stopsAmerican Airlines
8h 42mMRY-ORD
$271
6/15Sat
1 stopAlaska Airlines
12h 37mMRY-ORD
$343

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Last minute flights from Monterey to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Monterey to Chicago that are departing in the next 10 days.
5/11Sat
multi-stopUnited Airlines
11h 55mMRY-ORD
5/15Wed
multi-stopUnited Airlines
20h 00mORD-MRY
$661
5/11Sat
multi-stopUnited Airlines
13h 12mMRY-ORD
5/15Wed
multi-stopUnited Airlines
9h 56mORD-MRY
$667
5/11Sat
multi-stopUnited Airlines
13h 12mMRY-ORD
5/15Wed
multi-stopUnited Airlines
12h 55mORD-MRY
$672
5/12Sun
multi-stopAmerican Airlines
5h 54mMRY-ORD
5/15Wed
multi-stopAmerican Airlines
8h 20mORD-MRY
$867

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Monterey - Chicago Flights

Departure:

Monterey (undefined)United States

Destination:

Chicago (ORD)United States

Return flight deals:

Chicago - Monterey

Cabin classes: