ORD - MRY

$118 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 3/3. 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, 0 bags

KAYAK searches 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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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$208
Overall average: $446
Hawaiian Airlines
Sat 2/14Wed 2/18
ORD - MRY • 1 stop
Cheapest one-way
$118
Alaska Airlines
Tue 3/3
ORD - MRY • 1 stop
Top airlines
Hawaiian Airlines
Cheapest • from $208 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
February
Cheapest • 21% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Monterey!
Flight Deals
Booking Insights
Flight Deals

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

Recent round-trip flight deals from Chicago to Monterey

Sat, Feb 14 - Wed, Feb 18
Hawaiian Airlines Logo
3:07 pm - 11:43 pmORD-MRY
10h 36m1 stop
Hawaiian Airlines Logo
6:00 am - 2:58 pmMRY-ORD
6h 58m1 stop
$208Hawaiian Airlines
Find Deal
Sat, Jan 17 - Fri, Jan 23
Hawaiian Airlines Logo
9:00 am - 11:26 pmORD-MRY
16h 26m1 stop
Hawaiian Airlines Logo
6:07 pm - 11:50 pmMRY-ORD
27h 43m1 stop
$211Hawaiian Airlines
Find Deal
Tue, Mar 3 - Sat, Mar 7
Alaska Airlines Logo
8:20 am - 2:06 pmORD-MRY
7h 46m1 stop
Alaska Airlines Logo
6:00 am - 2:58 pmMRY-ORD
6h 58m1 stop
$257Alaska Airlines
Find Deal
Sat, Feb 14 - Wed, Feb 18
Hawaiian Airlines Logo
3:07 pm - 11:43 pmORD-MRY
10h 36m1 stop
Hawaiian Airlines Logo
2:43 pm - 11:59 pmMRY-ORD
7h 16m1 stop
$258Hawaiian Airlines
Find Deal
Tue, Mar 3 - Sat, Mar 7
Alaska Airlines Logo
3:07 pm - 11:43 pmORD-MRY
10h 36m1 stop
Alaska Airlines Logo
2:43 pm - 12:11 pmMRY-ORD
19h 28m2 stops
$263Alaska Airlines
Find Deal
Sat, Feb 7 - Mon, Feb 9
Alaska Airlines Logo
3:44 pm - 11:26 pmORD-MRY
9h 42m1 stop
Alaska Airlines Logo
6:07 pm - 5:10 pmMRY-ORD
21h 03m1 stop
$264Alaska Airlines
Find Deal
Sat, Feb 14 - Wed, Feb 18
Hawaiian Airlines Logo
3:07 pm - 11:43 pmORD-MRY
10h 36m1 stop
Hawaiian Airlines Logo
6:00 am - 2:58 pmMRY-ORD
6h 58m1 stop
$278Hawaiian Airlines
Find Deal
Tue, Feb 3 - Sat, Feb 7
Alaska Airlines Logo
3:44 pm - 11:26 pmORD-MRY
9h 42m1 stop
Alaska Airlines Logo
3:14 pm - 11:37 pmMRY-ORD
6h 23m1 stop
$279Alaska Airlines
Find Deal
Fri, Mar 13 - Tue, Mar 17
Alaska Airlines Logo
3:07 pm - 11:43 pmORD-MRY
10h 36m1 stop
Alaska Airlines Logo
2:43 pm - 11:59 pmMRY-ORD
7h 16m1 stop
$289Alaska Airlines
Find Deal
Fri, Feb 6 - Sun, Feb 8
Alaska Airlines Logo
3:44 pm - 2:37 pmORD-MRY
24h 53m1 stop
Alaska Airlines Logo
3:14 pm - 11:37 pmMRY-ORD
6h 23m1 stop
$291Alaska Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Monterey flights

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 Friday, 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 $446 (return) on average. On the other hand, the most expensive months are March and January, where the average cost of round-trip tickets is $850 and $729 respectively.

Good to know

Low seasonJune
Cheapest flight$118
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 $118 for a one-way ticket and $208 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 Star Alliance 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 $502 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 $542 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.

Reviews of the 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 9065 reviews
7.7Boarding
7.3Comfort
8.1Crew
6.6Food
7.1Entertainment
Airline reviews

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

8.0 Excellentt, Dec 2025ORD - RSW
Read more United Airlines reviews

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

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

Information on your arrival and departure airports