ORD - MRY

$223 Find Cheap Flights from Chicago to Monterey

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Monterey departing on 12/24. 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

Search hundreds of travel sites at once for deals on flights to Monterey

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Monterey, 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 Chicago to Monterey, as well as popular online travel agencies
In the last 7 days travelers have searched 46,646,933 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago to Monterey (ORD-MRY)

 
These are the cheapest deals for flights from Chicago to Monterey currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Monterey

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Monterey.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:28 pm - 6:40 pmORD-MRY
8h 12m1 stop
6:00 am - 2:14 pmMRY-ORD
6h 14m1 stop
$327American Airlines
Find Deal
Sat, Dec 14 - Sat, Jan 11
7:15 am - 11:52 amORD-MRY
6h 37m1 stop
5:00 am - 1:15 pmMRY-ORD
6h 15m1 stop
$396United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
4:05 pm - 7:07 pmORD-MRY
29h 02m2 stops
2:25 pm - 11:59 pmMRY-ORD
7h 34m1 stop
$417Alaska Airlines
Find Deal
Sat, Mar 15 - Sat, Mar 22
5:10 am - 3:03 pmORD-MRY
11h 53m2 stops
2:32 pm - 7:47 amMRY-ORD
15h 15m2 stops
Mon, Dec 16 - Fri, Jan 3
5:10 am - 3:03 pmORD-MRY
11h 53m2 stops
2:32 pm - 5:30 amMRY-ORD
12h 58m1 stop
Mon, Dec 16 - Fri, Jan 3
7:00 am - 12:25 pmORD-MRY
7h 25m1 stop
4:26 pm - 12:31 amMRY-ORD
6h 05m1 stop
$429American Airlines
Find Deal
Mon, Dec 16 - Fri, Jan 3
6:56 pm - 2:05 pmORD-MRY
21h 09m2 stops
6:00 am - 1:07 pmMRY-ORD
29h 07m2 stops
$433Alaska Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
6:00 am - 12:25 pmORD-MRY
8h 25m1 stop
9:56 am - 9:16 pmMRY-ORD
9h 20m1 stop
$439American Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
6:00 am - 12:25 pmORD-MRY
8h 25m1 stop
7:15 pm - 5:11 amMRY-ORD
7h 56m1 stop
$440American Airlines
Find Deal
Sun, Jan 5 - Sun, Jan 12
1:00 pm - 9:17 pmORD-MRY
10h 17m1 stop
7:05 am - 6:30 pmMRY-ORD
9h 25m1 stop
$497United Airlines
Find Deal
Sat, Dec 7 - Sat, Dec 14

Flights from Chicago to Monterey - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Monterey 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 Chicago to Monterey?

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Monterey, 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 Chicago O'Hare Intl Airport to Monterey is January, where tickets cost $316 on average. On the other hand, the most expensive months are November and March, where the average cost of tickets is $833 and $701 respectively.

Good to know

Low season

January

High season

July

Cheapest flight

$223
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago to Monterey

When to book flights from Chicago to Monterey

Are your dates flexible? Find out the best times to travel from Chicago to Monterey 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 Chicago to Monterey flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Monterey was $223 for a one-way ticket and $327 for a round-trip.

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

    A passport is not required to fly from Chicago to Monterey.

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

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

  • Which airline alliances offer flights from Chicago to Monterey?

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to Monterey are United Airlines and American Airlines. With an average price for the route of $582 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 $497 and an overall rating of 7.2.

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

    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 Chicago to Monterey.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Monterey from Chicago 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 Chicago to Monterey?

    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 Monterey with an airline and back to Chicago with another airline. Booking your flights between Chicago and MRY 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 Chicago to Monterey?

    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 Monterey from Chicago 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 Chicago to Monterey

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Monterey. 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 Chicago to Monterey? 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 9172 reviews
6.7Food
7.7Boarding
8.1Crew
7.1Entertainment
7.3Comfort
Airline reviews

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

6.0 GoodErick, Oct 2024ORD - IAH
Read more United Airlines reviews

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Didn't make it dir to delays - no support from United staff

My flight was delayed for a whole day, so I lost a day of my vacation.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

seats were way too small. Too short of a flight to offer amenities.

The main problem was delay. The plane was at the gate early and bags were loaded. However, there was no crew for the flight. They were inbound from LGA and had to land and make their way to our gate. It took more than 40 minutes. Then, once the crew arrived and boarded, one of the crew members had to deplane and then a replacement crew member had to be found. It took another 40 minutes or so to get the final crew member. In all, we took off about 2 hours later than our scheduled departure time. Once in the air, the flight was great. Smooth most of the way. The crew was professional and efficient.

Perfect flight. Efficient boarding, on time take off and early arrival. Generally smooth flight.

American is a steady for me. I always get what I expect from them. Sincere effort to get me from one place to another.

Book cheap flights from Chicago to Monterey

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Monterey found on KAYAK in the last 72 hours.
12/24Tue
1 stopAlaska Airlines
30h 23mORD-MRY
$223
12/2Mon
2 stops
14h 05mORD-MRY
$251
1/5Sun
2 stopsAlaska Airlines
53h 34mORD-MRY
$260
1/5Sun
1 stopAmerican Airlines
8h 25mORD-MRY
$267
12/8Sun
1 stopAlaska Airlines
29h 52mORD-MRY
$283
12/23Mon
1 stopUnited Airlines
7h 17mORD-MRY
$327
12/24Tue
2 stopsUnited Airlines
8h 49mORD-MRY
$348
12/2Mon
1 stop
10h 28mORD-MRY
$358
12/2Mon
3 stops
18h 10mORD-MRY
$363
12/4Wed
1 stopAlaska Airlines
29h 24mORD-MRY
$437

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Last minute flights from Chicago to Monterey

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 Chicago to Monterey that are departing in the next 10 days.
11/24Sun
multi-stop
19h 27mORD-MRY
11/27Wed
multi-stop
11h 54mMRY-ORD
$591
11/24Sun
multi-stop
19h 27mORD-MRY
11/27Wed
multi-stop
15h 04mMRY-ORD
$664
11/24Sun
multi-stop
19h 27mORD-MRY
11/27Wed
multi-stop
22h 08mMRY-ORD
$668
11/24Sun
multi-stop
27h 26mORD-MRY
11/27Wed
multi-stop
22h 08mMRY-ORD
$747
11/24Sun
multi-stopUnited Airlines
23h 20mORD-MRY
11/27Wed
multi-stopUnited Airlines
22h 01mMRY-ORD
$833
11/23Sat
multi-stopUnited Airlines
10h 40mORD-MRY
11/26Tue
multi-stopUnited Airlines
18h 56mMRY-ORD
$1,024
11/23Sat
multi-stopAmerican Airlines
9h 40mORD-MRY
11/26Tue
multi-stopAmerican Airlines
10h 49mMRY-ORD
$1,129
11/23Sat
multi-stopUnited Airlines
14h 07mORD-MRY
11/26Tue
multi-stopUnited Airlines
13h 51mMRY-ORD
$1,139

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

Information on your arrival and departure airports

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