$180+ Cheap flights from Chicago (CHI) to Monterey (MRY)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MRY
Sep 8 — Sep 151
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Monterey with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Monterey
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to MontereyExplore the most affordable flight options available from Chicago to Monterey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 9, 2026.
Explore the most affordable flight options available from Chicago to Monterey. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2211:06 am -
2 stops29h 45m
Mon 10/264:31 pm -
1 stop11h 11m
Deal found 8/6![Multiple Airlines logo]()
$315
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am -
1 stop13h 46m
Tue 9/156:23 pm -
1 stop9h 57m
Deal found 8/5![Alaska Airlines logo]()
$359
This Expedia deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:03 pm -
2 stops12h 56m
Wed 9/306:01 am -
2 stops15h 58m
Deal found 8/5![Alaska Airlines logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:20 am -
1 stop8h 46m
Tue 10/65:28 pm -
1 stop10h 12m
Deal found 8/5![Alaska Airlines logo]()
$394
This Alaska Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
2 stops19h 59m
Tue 9/296:23 pm -
1 stop9h 57m
Deal found 8/8![Alaska Airlines logo]()
$399
This United Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:50 pm -
1 stop7h 15m
Sun 10/43:31 pm -
1 stop7h 24m
Deal found 8/6![United Airlines logo]()
$416
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:30 pm -
1 stop7h 29m
Sun 9/273:31 pm -
1 stop7h 28m
Deal found 8/8![United Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:57 am -
Nonstop4h 46m
Sat 8/298:00 am -
1 stop7h 05m
Deal found 8/5![United Airlines logo]()
$429
Best flights from Chicago to MontereyDiscover carefully curated flight deals from Chicago to Monterey that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
Discover carefully curated flight deals from Chicago to Monterey that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 9, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/42:18 pm -
1 stop11h 41m
Tue 9/86:01 am -
1 stop11h 20m
Deal found 8/7![Alaska Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/93:51 pm -
1 stop7h 44m
Tue 1/125:05 am -
1 stop7h 29m
Deal found 8/9![United Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am -
1 stop13h 46m
Tue 9/156:23 pm -
1 stop9h 57m
Deal found 8/5![Alaska Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:00 am -
2 stops17h 59m
Wed 9/236:01 am -
2 stops15h 58m
Deal found 8/4![Alaska Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:25 am -
1 stop9h 06m
Sun 11/226:34 pm -
1 stop8h 46m
Deal found 8/8![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2211:51 am -
1 stop8h 08m
Sun 1/246:50 pm -
1 stop8h 57m
Deal found 8/7![United Airlines logo]()
$459
This Alaska Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:49 pm -
1 stop29h 08m
Tue 11/33:31 pm -
1 stop6h 18m
Deal found 8/8![Alaska Airlines logo]()
$431
This Alaska Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:01 am -
1 stop10h 05m
Sat 9/56:23 pm -
1 stop9h 57m
Deal found 8/4![Alaska Airlines logo]()
$439
This Alaska Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:21 pm -
1 stop10h 36m
Tue 10/135:28 pm -
1 stop10h 12m
Deal found 8/6![Alaska Airlines logo]()
$442
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:18 pm -
1 stop11h 41m
Mon 9/216:01 am -
2 stops15h 58m
Deal found 8/5![Alaska Airlines logo]()
$444
Last-minute flights from Chicago to MontereyDiscover last-minute flight deals from Chicago to Monterey. Data last updated August 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Monterey. Data last updated August 9, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:57 am -
Nonstop4h 46m
Sat 8/298:00 am -
1 stop7h 05m
Deal found 8/5![United Airlines logo]()
$429
This Alaska Airlines deal was found by Cheapflights users on 8/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:01 am -
1 stop10h 05m
Sat 9/52:43 pm -
1 stop26h 38m
Deal found 8/6![Alaska Airlines logo]()
$431
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am -
1 stop13h 46m
Tue 9/156:23 pm -
1 stop9h 57m
Deal found 8/5![Alaska Airlines logo]()
$359
This United Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/184:30 pm -
1 stop7h 29m
Sun 9/273:31 pm -
1 stop7h 28m
Deal found 8/8![United Airlines logo]()
$427
This Alaska Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am -
2 stops19h 59m
Tue 9/296:23 pm -
1 stop9h 57m
Deal found 8/8![Alaska Airlines logo]()
$399
This Expedia deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:03 pm -
2 stops12h 56m
Wed 9/306:01 am -
2 stops15h 58m
Deal found 8/5![Alaska Airlines logo]()
$369
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:20 am -
1 stop8h 46m
Tue 10/65:28 pm -
1 stop10h 12m
Deal found 8/5![Alaska Airlines logo]()
$394
One-way flights from Chicago to MontereySearch for one-way flight options from Chicago to Monterey. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
Search for one-way flight options from Chicago to Monterey. Find affordable one-way fares based on user searches. Data last updated August 9, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/169:20 am -
1 stop7h 13m
Deal found 8/9![Alaska Airlines logo]()
$180
This Expedia deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:18 pm -
1 stop11h 41m
Deal found 8/5![Alaska Airlines logo]()
$185
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am -
2 stops19h 59m
Deal found 8/5![Alaska Airlines logo]()
$191
This Alaska Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:01 am -
1 stop10h 05m
Deal found 8/8![Alaska Airlines logo]()
$215
This Alaska Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:17 pm -
1 stop19h 49m
Deal found 8/9![Alaska Airlines logo]()
$220
This Alaska Airlines deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:01 am -
1 stop10h 05m
Deal found 8/8![Alaska Airlines logo]()
$265
This Alaska Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/36:01 am -
1 stop19h 58m
Deal found 8/5![Alaska Airlines logo]()
$298
This Alaska Airlines deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:20 am -
1 stop18h 39m
Deal found 8/9![Alaska Airlines logo]()
$307
Find flight deals from Chicago to Monterey
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Monterey (MRY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $315 (Kiwi.com) |
One-way from | $180 (Alaska Airlines) |
Popular in | May |
Cheapest in | July |
Average price | $556 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Monterey that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 9, 2026.
Use the filters below to find and compare flights from Chicago to Monterey that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Fri 9/4
2:18 pm-11:59 pm
1 stop11h 41m
Monterey Regional
Tue 9/8
6:01 am-7:21 pm
1 stop11h 20m
$359
Quickest round-trip
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Sat 1/9
3:51 pm-9:35 pm
1 stop7h 44m
Monterey Regional
Tue 1/12
5:05 am-2:34 pm
1 stop7h 29m
$359
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Wed 9/9
6:00 am-5:46 pm
1 stop13h 46m
Monterey Regional
Tue 9/15
6:23 pm-6:20 am
1 stop9h 57m
$359
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Sat 9/19
8:00 am-11:59 pm
2 stops17h 59m
Monterey Regional
Wed 9/23
6:01 am-11:59 pm
2 stops15h 58m
$370
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Fri 10/30
7:49 pm-10:57 pm
1 stop29h 08m
Monterey Regional
Tue 11/3
3:31 pm-11:49 pm
1 stop6h 18m
$431
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Tue 9/1
6:01 am-2:06 pm
1 stop10h 05m
Monterey Regional
Sat 9/5
6:23 pm-6:20 am
1 stop9h 57m
$439
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Sat 10/10
2:21 pm-10:57 pm
1 stop10h 36m
Monterey Regional
Tue 10/13
5:28 pm-5:40 am
1 stop10h 12m
$442
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Fri 9/18
2:18 pm-11:59 pm
1 stop11h 41m
Monterey Regional
Mon 9/21
6:01 am-11:59 pm
2 stops15h 58m
$444
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Sun 11/15
10:25 am-5:31 pm
1 stop9h 06m
Monterey Regional
Sun 11/22
6:34 pm-5:20 am
1 stop8h 46m
$459
ChicagoMonterey
ORD Chicago O'Hare Intl - MRY Monterey Regional
ORDMRY
Chicago O'Hare Intl
Fri 1/22
11:51 am-5:59 pm
1 stop8h 08m
Monterey Regional
Sun 1/24
6:50 pm-5:47 am
1 stop8h 57m
$459
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Chicago to Monterey
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Monterey in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Monterey flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Monterey flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Monterey flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Monterey flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Monterey flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Monterey
Have a flexible travel schedule? Discover the best time to fly to Monterey from Chicago with our price prediction graph.
CHI-MRY
ORD-MRY
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Monterey
CHI-MRY
ORD-MRY
What is the cheapest month to book a flight from Chicago to Monterey?
Currently, November is the cheapest month in which you can book a flight from Chicago to Monterey (average of $410). Flying from Chicago to Monterey in December is currently the most expensive (average of $602). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to MRY?
Find hourly flight availability from Chicago to Monterey. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 9, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Monterey as you normally would.
Reviews of airlines servicing Monterey
Get insights into the airlines that provide service to Monterey. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Monterey. Reviews last updated August 9, 2026.
See what other customers who have flown with United Airlines and American Airlines from Chicago to Monterey have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Boarding
7.7
Overall
7.4
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Boarding
7.7
Overall
7.4
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Boarding
7.7
Overall
7.4
Entertainment
7.1
Food
6.7
Comfort
7.3
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Monterey. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Monterey flight routes
Other flight options
Other flights from Chicago
Popular flights
Alternative routes for Chicago to Monterey
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Monterey by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Monterey by cabin class
Find flights from Chicago to Monterey, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Monterey
Explore flights to Monterey departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 9, 2026.
Chicago and Monterey flights
Browse other Chicago and Monterey flight options. Last updated on August 9, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Monterey
Discover the top 3 airlines that operate flights from Chicago to Monterey. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$509 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$289 | Average$459 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$352 | Average$458 | FlexibilityNo cancel fee | On-time75% |