MRY - ORD

$134 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 10/3. 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
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
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
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Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Monterey to Chicago

vie., sep. 5 - mar., sep. 9
American Airlines Logo
12:30 pm - 11:59 pmMRY-ORD
9h 29m1 stop
American Airlines Logo
11:10 am - 6:39 pmORD-MRY
9h 29m1 stop
$269American Airlines
Find Deal
vie., sep. 26 - mar., sep. 30
American Airlines Logo
12:30 pm - 11:59 pmMRY-ORD
9h 29m1 stop
American Airlines Logo
8:25 am - 3:46 pmORD-MRY
9h 21m2 stops
$274American Airlines
Find Deal
vie., oct. 31 - lun., nov. 3
Alaska Airlines Logo
11:14 am - 9:40 pmMRY-ORD
8h 26m1 stop
Alaska Airlines Logo
7:59 pm - 2:28 pmORD-MRY
20h 29m1 stop
$305Alaska Airlines
Find Deal
vie., nov. 7 - lun., nov. 10
Alaska Airlines Logo
11:14 am - 9:40 pmMRY-ORD
8h 26m1 stop
Alaska Airlines Logo
9:20 am - 2:28 pmORD-MRY
7h 08m1 stop
$314Alaska Airlines
Find Deal
vie., oct. 31 - lun., nov. 3
Alaska Airlines Logo
11:14 am - 9:40 pmMRY-ORD
8h 26m1 stop
Alaska Airlines Logo
2:54 pm - 11:32 pmORD-MRY
10h 38m1 stop
$316Alaska Airlines
Find Deal
vie., sep. 5 - mar., sep. 9
American Airlines Logo
4:16 pm - 12:27 amMRY-ORD
6h 11m1 stop
American Airlines Logo
11:54 am - 6:39 pmORD-MRY
8h 45m2 stops
$344American Airlines
Find Deal
jue., sep. 4 - jue., sep. 11
United Airlines Logo
7:45 am - 5:10 pmMRY-ORD
7h 25m1 stop
United Airlines Logo
4:10 pm - 9:38 pmORD-MRY
7h 28m1 stop
$359United Airlines
Find Deal
vie., sep. 5 - mar., sep. 9
American Airlines Logo
12:46 pm - 11:59 pmMRY-ORD
9h 13m2 stops
American Airlines Logo
6:00 am - 11:39 amORD-MRY
7h 39m1 stop
$364American Airlines
Find Deal
vie., sep. 5 - lun., sep. 8
United Airlines Logo
2:20 pm - 12:45 amMRY-ORD
8h 25m1 stop
United Airlines Logo
2:35 pm - 8:18 pmORD-MRY
7h 43m1 stop
$404United Airlines
Find Deal
sáb., ago. 30 - mié., sep. 3
United Airlines Logo
12:35 pm - 9:32 pmMRY-ORD
6h 57m1 stop
United Airlines Logo
2:25 pm - 9:48 pmORD-MRY
9h 23m1 stop
$410United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Monterey to Chicago flights

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.

How much is a round-trip flight from Monterey to Chicago O'Hare Intl Airport?

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

The average price of all round-trip 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 Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday 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.

Good to know

Low seasonOctober
Cheapest flight$134
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 28% lower on average.
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 $134 for a one-way ticket and $269 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 $676 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 $450 and an overall rating of 7.2.

  • 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.

Reviews of the 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 8915 reviews
7.3Comfort
8.1Crew
6.6Food
7.7Boarding
7.1Entertainment
Airline reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

2.0 MediocreAnonymous, Aug 2025RSW - ORD
Read more United Airlines reviews

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Everything you need to know for your flight from Monterey to Chicago

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