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ORD - MRY

$234 Find cheap flights from Chicago to Monterey

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Monterey departing on 5/30. 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
Wed 6/5
Wed 6/12

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 42,830,901 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Monterey 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
7:00 am - 4:42 pmORD-MRY
35h 42m3 stops
5:32 pm - 6:40 amMRY-ORD
11h 08m1 stop
Thu, May 30 - Mon, Jun 3
8:00 pm - 4:42 pmORD-MRY
22h 42m2 stops
5:32 pm - 6:40 amMRY-ORD
11h 08m1 stop
Thu, May 30 - Mon, Jun 3
7:00 am - 4:42 pmORD-MRY
35h 42m3 stops
5:32 pm - 11:33 pmMRY-ORD
28h 01m3 stops
Thu, May 30 - Mon, Jun 3
7:00 am - 4:42 pmORD-MRY
35h 42m3 stops
5:32 pm - 3:58 pmMRY-ORD
20h 26m2 stops
Thu, May 30 - Mon, Jun 3
5:04 am - 9:01 pmORD-MRY
17h 57m1 stop
5:05 am - 9:35 amMRY-ORD
26h 30m1 stop
$456United Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
5:34 pm - 10:48 pmORD-MRY
7h 14m1 stop
12:59 pm - 10:04 pmMRY-ORD
7h 05m1 stop
$472American Airlines
Find Deal
Mon, Jun 10 - Sat, Jun 15
4:00 pm - 9:34 pmORD-MRY
7h 34m1 stop
12:59 pm - 11:41 pmMRY-ORD
8h 42m2 stops
$477American Airlines
Find Deal
Mon, Jun 10 - Sat, Jun 15
1:12 pm - 7:42 pmORD-MRY
8h 30m2 stops
5:05 am - 9:35 amMRY-ORD
26h 30m1 stop
$484United Airlines
Find Deal
Thu, May 30 - Mon, Jun 3
6:00 am - 1:18 pmORD-MRY
9h 18m1 stop
6:10 am - 6:20 amMRY-ORD
22h 10m2 stops
$577Alaska Airlines
Find Deal
Thu, May 23 - Sun, May 26
8:00 am - 1:18 pmORD-MRY
31h 18m2 stops
6:10 am - 6:20 amMRY-ORD
22h 10m2 stops
$667Alaska Airlines
Find Deal
Thu, May 23 - Sun, May 26

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 Thursdays 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 March and May, where the average cost of tickets is $701 and $623 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure 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 average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Monterey, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 32 days before departure.

Which airlines provide the cheapest flights from Chicago to Monterey?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Chicago to Monterey found on KAYAK was with United Airlines for $376. United Airlines proposed a round-trip connection from $456 and American Airlines from $472.

Good to know

Low season

January

High season

July

Cheapest flight

$234
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 35% 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 $376 for a one-way ticket and $234 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?

    Star Alliance, and oneworld 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 $550 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 $503 and an overall rating of 7.3.

  • 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 11118 reviews
8.1Crew
7.2Comfort
7.1Entertainment
6.7Food
7.7Boarding
Airline reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

8.0 ExcellentAnonymous, Apr 2024ORD - PHX
Read more about United Airlines reviews

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

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.
5/12Sun
1 stopUnited Airlines
8h 15mORD-MRY
$376
5/12Sun
2 stopsAmerican Airlines
11h 06mORD-MRY
$380

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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.
5/10Fri
multi-stopUnited Airlines
17h 51mORD-MRY
5/12Sun
multi-stopUnited Airlines
15h 46mMRY-ORD
$760
5/10Fri
multi-stopUnited Airlines
9h 56mORD-MRY
5/12Sun
multi-stopUnited Airlines
13h 12mMRY-ORD
$805
5/10Fri
multi-stopUnited Airlines
9h 20mORD-MRY
5/12Sun
multi-stopUnited Airlines
13h 12mMRY-ORD
$859

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Chicago - Monterey Flights

Departure:

Chicago (ORD)United States

Destination:

Monterey (MRY)United States

Return flight deals:

Monterey - Chicago

Cabin classes: