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Cheap flights from Monterey (MRY) to Chicago (CHI) from $161

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 6/7. 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.
MRY — CHI
May 20 — May 271
From?
To?
Mon 5/20
Mon 5/27
1 adult, Economy
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Cheap flight deals from Monterey to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Monterey (MRY) to Chicago (CHI). 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 May 15, 2024.

Popular in

December

Cheapest in

September

Round-trip from

$223

One-way from

$221
High demand for flights, 31% potential price rise
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Best time to find cheap flights, 24% potential price drop
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From Monterey Regional to Chicago (CHI)
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One-way flight from Monterey Regional to Chicago (CHI)
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What is the cheapest day to fly round-trip from Monterey to Chicago?

Sunday flights are found to be more expensive to fly from Monterey to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Monterey to Chicago?

Travelers have found it’s best to book a flight 47 days in advance to save up to 39% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 47 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Monterey to Chicago 1-2 weeks in advance for as low as $323, or $473 for flights within the next 24 hours.

What is the cheapest month to fly from Monterey to Chicago?

October can be a great time to fly to Chicago from Monterey with a flight ticket averaging about $320. Cheapflights users have found deals in the month of October for as cheap as $88. The most expensive prices can be found in the month of June.

When is the cheapest time to fly from Monterey to Chicago (MRY - CHI)?

A simple way to save on the total cost of your ticket is to fly from Monterey to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the evening.

Cheap United Airlines flights from Monterey to Chicago

Explore cheap flight options specifically provided by United Airlines for the route between Monterey and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Find some of the cheapest United Airlines flights traveling from Monterey to Chicago. It's recommended that users confirm their flight details before booking.
Sat 7/132:00 pmMRY - ORD
2 stops17h 45mUnited Airlines
Thu 7/185:16 amORD - MRY
1 stop17h 40mUnited Airlines
Deal found 5/14$488
Sat 6/158:23 pmMRY - ORD
1 stop6h 59mUnited Airlines
Tue 6/187:10 amORD - MRY
1 stop18h 34mUnited Airlines
Deal found 5/13$494
Tue 7/25:10 amMRY - ORD
1 stop6h 05mUnited Airlines
Tue 7/307:10 amORD - MRY
1 stop6h 52mUnited Airlines
Deal found 5/14$502
Thu 6/65:05 amMRY - ORD
1 stop16h 54mUnited Airlines
Tue 6/114:23 pmORD - MRY
1 stop9h 21mUnited Airlines
Deal found 5/14$525
Thu 7/252:00 pmMRY - ORD
1 stop13h 22mUnited Airlines
Tue 7/307:10 amORD - MRY
1 stop6h 52mUnited Airlines
Deal found 5/13$529
Thu 6/65:05 amMRY - ORD
1 stop16h 54mUnited Airlines
Mon 6/1010:15 pmORD - MRY
1 stop27h 29mUnited Airlines
Deal found 5/15$551
Mon 6/178:23 pmMRY - ORD
1 stop6h 59mUnited Airlines
Thu 6/206:30 pmORD - MRY
1 stop7h 14mUnited Airlines
Deal found 5/13$562
Sat 7/132:00 pmMRY - ORD
2 stops17h 45mUnited Airlines
Thu 7/183:50 pmORD - MRY
2 stops9h 56mUnited Airlines
Deal found 5/14$566
Thu 6/135:05 amMRY - ORD
1 stop16h 54mUnited Airlines
Thu 6/2010:35 amORD - MRY
2 stops15h 09mUnited Airlines
Deal found 5/14$575

Cheap American Airlines flights from Monterey to Chicago

Explore cheap flight options specifically provided by American Airlines for the route between Monterey and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Some of the best deals we've found on American Airlines flights traveling from Monterey to Chicago. Ensure the flight price, dates, time, and airline match your criteria before you book.
Thu 6/135:10 amMRY - ORD
1 stop8h 30mAmerican Airlines
Thu 6/204:00 pmORD - MRY
1 stop7h 34mAmerican Airlines
Deal found 5/14$472
Tue 6/2512:59 pmMRY - ORD
2 stops8h 42mAmerican Airlines
Fri 6/282:00 pmORD - MRY
1 stop6h 37mAmerican Airlines
Deal found 5/15$507
Thu 5/301:05 pmMRY - ORD
1 stop9h 10mAmerican Airlines
Sun 6/29:35 amORD - MRY
1 stop8h 01mAmerican Airlines
Deal found 5/14$542
Thu 5/306:12 amMRY - ORD
1 stop7h 46mAmerican Airlines
Sun 6/25:00 amORD - MRY
2 stops9h 35mAmerican Airlines
Deal found 5/14$547
Thu 5/301:05 pmMRY - ORD
2 stops7h 55mAmerican Airlines
Sun 6/25:00 amORD - MRY
2 stops9h 35mAmerican Airlines
Deal found 5/14$682
Sun 6/166:10 amMRY - ORD
1 stop5h 58mAmerican Airlines
Wed 6/198:05 amORD - MRY
1 stop6h 24mAmerican Airlines
Deal found 5/13$818

Cheap Monterey to Chicago flights in May & June 2024

Find cheap flight options from Monterey to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Prices were last updated on May 15, 2024.
These are some of the most attractive deals on flights from Monterey to Chicago in 2024. Check back regularly for other flight deals.
Fri 6/75:20 pmMRY - ORD
1 stop11h 04mMultiple Airlines
Mon 6/109:54 amORD - MRY
1 stop8h 36mMultiple Airlines
Deal found 5/15$340
Fri 6/75:20 pmMRY - ORD
2 stops16h 12mMultiple Airlines
Mon 6/109:54 amORD - MRY
1 stop8h 36mMultiple Airlines
Deal found 5/15$355
Fri 6/75:20 pmMRY - ORD
3 stops29h 57mMultiple Airlines
Mon 6/109:54 amORD - MRY
1 stop8h 36mMultiple Airlines
Deal found 5/15$388
Fri 6/75:20 pmMRY - ORD
3 stops29h 57mMultiple Airlines
Mon 6/106:53 amORD - MRY
2 stops11h 37mMultiple Airlines
Deal found 5/15$444
Thu 6/135:10 amMRY - ORD
1 stop8h 30mAmerican Airlines
Thu 6/204:00 pmORD - MRY
1 stop7h 34mAmerican Airlines
Deal found 5/14$472
Sat 6/158:23 pmMRY - ORD
1 stop6h 59mUnited Airlines
Tue 6/187:10 amORD - MRY
1 stop18h 34mUnited Airlines
Deal found 5/13$494
Tue 6/2512:59 pmMRY - ORD
2 stops8h 42mAmerican Airlines
Fri 6/282:00 pmORD - MRY
1 stop6h 37mAmerican Airlines
Deal found 5/15$507
Thu 6/65:05 amMRY - ORD
1 stop16h 54mUnited Airlines
Tue 6/114:23 pmORD - MRY
1 stop9h 21mUnited Airlines
Deal found 5/14$525
Thu 5/301:05 pmMRY - ORD
1 stop9h 10mAmerican Airlines
Sun 6/29:35 amORD - MRY
1 stop8h 01mAmerican Airlines
Deal found 5/14$542

Monterey to Chicago 2024 flight deals

Discover exclusive flight deals for travel between Monterey and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
These are some of the most attractive deals on flights from Monterey to Chicago in 2024. Check back regularly for other flight deals.
Fri 6/75:20 pmMRY - ORD
1 stop11h 04mMultiple Airlines
Mon 6/109:54 amORD - MRY
1 stop8h 36mMultiple Airlines
Deal found 5/15$340
Fri 6/75:20 pmMRY - ORD
2 stops16h 12mMultiple Airlines
Mon 6/109:54 amORD - MRY
1 stop8h 36mMultiple Airlines
Deal found 5/15$355
Fri 6/75:20 pmMRY - ORD
3 stops29h 57mMultiple Airlines
Mon 6/109:54 amORD - MRY
1 stop8h 36mMultiple Airlines
Deal found 5/15$388
Sat 9/712:15 pmMRY - ORD
1 stop6h 45mAmerican Airlines
Tue 9/103:00 pmORD - MRY
1 stop7h 36mAmerican Airlines
Deal found 5/13$392
Sat 9/712:30 pmMRY - ORD
2 stops8h 42mAmerican Airlines
Tue 9/106:00 amORD - MRY
1 stop7h 50mAmerican Airlines
Deal found 5/13$397
Thu 8/227:09 pmMRY - ORD
1 stop8h 19mAmerican Airlines
Tue 8/277:05 amORD - MRY
1 stop7h 21mAmerican Airlines
Deal found 5/14$432
Thu 8/222:48 pmMRY - ORD
2 stops12h 42mAlaska Airlines
Tue 8/277:00 amORD - MRY
2 stops31h 55mAlaska Airlines
Deal found 5/14$443
Fri 6/75:20 pmMRY - ORD
3 stops29h 57mMultiple Airlines
Mon 6/106:53 amORD - MRY
2 stops11h 37mMultiple Airlines
Deal found 5/15$444
Thu 6/135:10 amMRY - ORD
1 stop8h 30mAmerican Airlines
Thu 6/204:00 pmORD - MRY
1 stop7h 34mAmerican Airlines
Deal found 5/14$472

Monterey to Chicago flights leaving soon

Find last-minute flight options from Monterey to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Have a look at some of the last-minute flights available departing from Monterey to Chicago. It's wise to confirm all flight details are correct before booking.
Fri 5/248:23 pmMRY - ORD
1 stop14h 52mUnited Airlines
Sun 5/268:45 amORD - MRY
1 stop14h 16mUnited Airlines
Deal found 5/13$627
Mon 5/205:15 amMRY - ORD
1 stop6h 00mUnited Airlines
Wed 5/228:49 amORD - MRY
1 stop6h 30mUnited Airlines
Deal found 5/13$902

One-way flights to Chicago from Monterey

Search for one-way flight options from Monterey to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,644,845 searches. Data last updated May 15, 2024.
Some of the best available deals we've found on one-way flights from Monterey to Chicago. Those needing a return flight from Monterey to Chicago can use the search form above.
Fri 6/75:20 pmMRY - ORD
1 stop11h 04mMultiple Airlines
Deal found 5/14$161
Fri 6/75:20 pmMRY - ORD
2 stops16h 12mMultiple Airlines
Deal found 5/14$221
Tue 7/95:10 amMRY - ORD
1 stop8h 32mAmerican Airlines
Deal found 5/14$236
Tue 7/912:55 pmMRY - ORD
2 stops8h 51mAmerican Airlines
Deal found 5/14$241
Wed 7/312:03 pmMRY - ORD
2 stops13h 12mAlaska Airlines
Deal found 5/13$253
Thu 6/64:06 pmMRY - ORD
1 stop6h 12mAmerican Airlines
Deal found 5/14$281
Thu 7/112:00 pmMRY - ORD
2 stops7h 59mUnited Airlines
Deal found 5/14$286
Mon 6/31:44 pmMRY - ORD
1 stop8h 15mUnited Airlines
Deal found 5/13$326
Fri 5/312:10 pmMRY - ORD
1 stop7h 39mAlaska Airlines
Deal found 5/14$331

Find flights from Monterey to Chicago within your budget

Customize your flight search to find flights from Monterey to Chicago 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 2,644,845 searches. Data last updated May 15, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$340 - $666

Route

Depart

Return

Price

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Fri 6/7

1 stop11h 04m

Chicago O'Hare Intl

Mon 6/10

1 stop8h 36m

$340

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Fri 6/7

2 stops16h 12m

Chicago O'Hare Intl

Mon 6/10

1 stop8h 36m

$355

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Fri 6/7

3 stops29h 57m

Chicago O'Hare Intl

Mon 6/10

1 stop8h 36m

$388

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Fri 6/7

3 stops29h 57m

Chicago O'Hare Intl

Mon 6/10

2 stops11h 37m

$444

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Thu 6/13

1 stop8h 30m

Chicago O'Hare Intl

Thu 6/20

1 stop7h 34m

$472

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Sat 7/13

2 stops17h 45m

Chicago O'Hare Intl

Thu 7/18

1 stop17h 40m

$488

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Sat 6/15

1 stop6h 59m

Chicago O'Hare Intl

Tue 6/18

1 stop18h 34m

$494

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Tue 6/25

2 stops8h 42m

Chicago O'Hare Intl

Fri 6/28

1 stop6h 37m

$507

Monterey RegionalChicago O'Hare Intl

MRY - ORD

MRYORD

Monterey Regional

Thu 6/13

2 stops13h 12m

Chicago O'Hare Intl

Thu 6/20

2 stops17h 17m

$666

Flights are sorted by cheapest first

Deals found on 5/15

When is the cheapest time to fly from Monterey to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Monterey to Chicago. Price data was last updated on May 12, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Monterey to Chicago flight should consider departing on Saturday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Chicago by month

Plan your trip from Monterey to Chicago by taking into account the cheapest months to travel. The average price of a one-way flight from Monterey to Chicago is currently $260 while a round-trip flight costs $462. Price data was last updated on May 12, 2024.

Currently, February is the cheapest month in which you can book a flight from Monterey to Chicago (average of $244). Flying from Monterey to Chicago in June is currently the most expensive (average of $342). 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.

January

$248

February

$244

March

$280

April

$258

May

$278

June

$342

July

$327

August

$274

September

$258

October

$248

November

$270

December

$248

Temperature and rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 15, 2024.
Read reviews from past customers who have flown United Airlines and American Airlines from Monterey to Chicago. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.3

Entertainment

7.3

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,157 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.3

Entertainment

7.3

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

United Airlines
7.4
Good
10,959 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.3

Entertainment

7.3

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

American Airlines
7.3
Good
14,561 reviews
Alaska Airlines
8.1
Very good
9,157 reviews
Check prices

Comfort

7.9

Crew

8.6

Food

7.3

Entertainment

7.3

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Related info for your journey

Find useful and relevant information for your journey from Monterey to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Monterey to Chicago?

    Most people fly from Monterey Regional (MRY) if they book a flight from Monterey to Chicago. On average, Monterey Regional has 0 outbound flights to Chicago per day from 2 airlines. Monterey Regional is conveniently located just 3.2 mi from Monterey’s city center.

  • Can I find flights from Monterey to Chicago for under $400 on Cheapflights?

    Yes, there are multiple flights from Monterey to Chicago for under $400. The cheapest flight booked recently is on Multiple Airlines for just $340, but on average you can expect to pay $507.

  • Are there last-minute flights available from Monterey to Chicago for under $700?

    There are currently 2+ open flights from Monterey to Chicago within the next 7 days for less than $700.

  • What are the cheapest airlines flying from Monterey to Chicago round-trip?

    Our cheapest airline available from Monterey to Chicago is American Airlines. Our recent data shows that you can find tickets from as low as $472 on this airline. Additional options worth looking into are United Airlines and Alaska Airlines, starting at $488 and $666 round-trip. American Airlines is currently priced 13% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Monterey to Chicago one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $236. Alaska Airlines flights start at $253 while deals on United Airlines start at $286 one-way.

  • What does MRY to ORD mean?

    Great question - MRY to ORD just means Monterey Regional Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Monterey to Chicago that include extra baggage allowance?

    The amount of baggage you can bring on your Monterey to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Monterey to Chicago with specific airlines?

    Yes, Cheapflights allows you to browse and filter Monterey to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Monterey to Chicago that include hotel bookings?

    Yes. In addition to deals on Monterey to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Monterey to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Monterey to Chicago.

  • Can I find deals for business class flights from Monterey to Chicago?

    Yes. Cheapflights offers flight deals from Monterey to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Monterey to Chicago that allow pets onboard?

    Many airlines flying from Monterey to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Monterey to Chicago?

    Yes, you can often find last-minute deals on Monterey to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Monterey to Chicago flight deals updated?

    The Monterey to Chicago flight deals you see on this page were last updated on 5/15.

See more FAQs

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Alternative routes for Monterey to Chicago
See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from Monterey to Chicago

Discover the top 2 airlines that operate flights from Monterey to Chicago. 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 2,644,845 searches. Data last updated May 15, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$307Average$547FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$376Average$559FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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Search flights from Monterey to Chicago by cabin class

Find flights from Monterey to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Monterey to Chicago?

Cheapflights makes it easy to find Monterey to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Monterey to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Monterey to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Monterey to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Monterey to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Monterey to Chicago become cheaper?

Yes! Start tracking prices for Monterey to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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