ORD - MRY

$172 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 4/8. 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.
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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
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Cheap Flight Deals from O'Hare Intl to Monterey Regional (ORD-MRY)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Monterey Regional 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.

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
2:34 pm - 9:21 pmORD-MRY
8h 47m1 stop
10:01 pm - 6:42 amMRY-ORD
6h 41m1 stop
Mon, Mar 31 - Fri, Apr 4
2:34 pm - 9:21 pmORD-MRY
8h 47m1 stop
10:01 pm - 5:53 amMRY-ORD
29h 52m2 stops
Mon, Mar 31 - Fri, Apr 4
7:00 pm - 10:26 pmORD-MRY
29h 26m2 stops
7:30 am - 4:58 pmMRY-ORD
31h 28m2 stops
$335Alaska Airlines
Find Deal
Tue, Feb 25 - Tue, Mar 4
7:45 am - 7:07 pmORD-MRY
13h 22m1 stop
7:44 pm - 11:59 pmMRY-ORD
26h 15m1 stop
$338Alaska Airlines
Find Deal
Fri, Feb 28 - Mon, Mar 3
11:47 am - 6:36 pmORD-MRY
8h 49m1 stop
6:00 am - 2:13 pmMRY-ORD
6h 13m1 stop
$343American Airlines
Find Deal
Tue, Feb 25 - Tue, Mar 4
5:00 am - 11:49 amORD-MRY
8h 49m1 stop
4:30 pm - 12:44 amMRY-ORD
6h 14m1 stop
$347American Airlines
Find Deal
Wed, Mar 12 - Wed, Mar 19
8:05 am - 3:54 pmORD-MRY
9h 49m2 stops
12:34 pm - 11:56 pmMRY-ORD
9h 22m1 stop
$348American Airlines
Find Deal
Tue, Feb 25 - Tue, Mar 4
5:00 am - 11:37 amORD-MRY
8h 37m1 stop
7:10 pm - 5:11 amMRY-ORD
8h 01m1 stop
$353American Airlines
Find Deal
Tue, Apr 22 - Sat, Apr 26
4:06 pm - 8:54 pmORD-MRY
6h 48m1 stop
5:00 am - 1:15 pmMRY-ORD
6h 15m1 stop
$433United Airlines
Find Deal
Wed, Feb 19 - Wed, Feb 26
7:00 am - 1:17 pmORD-MRY
8h 17m1 stop
6:45 pm - 5:11 amMRY-ORD
8h 26m1 stop
$453United Airlines
Find Deal
Thu, Mar 13 - Thu, Mar 20

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 round-trip flights from Chicago O'Hare Intl Airport to Monterey clicked on KAYAK for each day over the last 12 months.
For Chicago to Monterey, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Monterey back to Chicago, the best deals are generally found on Monday, with Sunday being the most expensive.

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 round-trip 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 February, where tickets cost $386 (return) on average. On the other hand, the most expensive months are August and November, where the average cost of round-trip tickets is $624 and $590 respectively.

Good to know

Low season

December

High season

July

Cheapest flight

$172
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 1% 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 $172 for a one-way ticket and $309 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 $604 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 $535 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 8952 reviews
7.3Comfort
8.1Crew
7.1Entertainment
6.7Food
7.7Boarding
Airline reviews

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

8.0 ExcellentStephen, Jan 2025ORD - SEA
Read more United Airlines reviews

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

We arrived early and finally made it to our gate almost an hour after.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.

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.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

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

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

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