Cheap flights from Monterey to Chicago

Monterey
MRY
Chicago FSS
CHI

Flight deals from Monterey to Chicago

Below you can see the best deals on flights Monterey — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 18 August, from $275.

Top 10 cheap flights from Monterey to Chicago

AS
AS
$ 275

Monterey — Chicago

15:05—23:36
18 Aug 2026
6 h 31 m
1 stop
AS
AS
$ 275

Monterey — Chicago

14:43—23:59
20 Aug 2026
7 h 16 m
1 stop
AS
AS
AS
$ 289

Monterey — Chicago

14:43—06:20
20 Aug 2026
13 h 37 m
2 stops
AS
AS
AS
$ 289

Monterey — Chicago

06:01—23:59
20 Aug 2026
15 h 58 m
2 stops
AS
AS
$ 290

Monterey — Chicago

18:23—06:20
20 Aug 2026
9 h 57 m
1 stop
AS
AS
AS
$ 310

Monterey — Chicago

06:00—23:59
18 Aug 2026
15 h 59 m
2 stops
AS
AS
AS
$ 310

Monterey — Chicago

14:43—06:20
19 Aug 2026
13 h 37 m
2 stops
AS
AS
$ 311

Monterey — Chicago

18:23—06:20
19 Aug 2026
9 h 57 m
1 stop
AS
AS
AS
$ 357

Monterey — Chicago

15:05—06:00
18 Aug 2026
12 h 55 m
2 stops
AS
AS
AS
$ 357

Monterey — Chicago

15:05—06:00
18 Aug 2026
12 h 55 m
2 stops

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Monterey — Chicago flight

Looking for cheap flights from Monterey to Chicago? Compare fares from different airlines, check the flight schedule and travel time — and book your Monterey — Chicago ticket online at the best price.

The route has direct flights — around 3 flights per week, flights are operated by United Airlines, a nonstop flight takes about 6 h 11 min, the distance between the cities is around 2,995 km.

Planning your trip? You may find our Chicago travel guide, how to get from the airport into town and Chicago weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $173Min. price
OctoberCheapest
AugustPeak season
YesDirect flights
2,995 kmDistance
6 h 11 minTravel time
1Airlines
3 / wkFlights

Flight ticket prices by day: Monterey — Chicago

Below is a calendar of the lowest flight ticket prices for Monterey — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $173 in October, and the most expensive are around $275 in August. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Monterey to Chicago by month. Tickets are usually cheapest in February (around $266) and priciest in December (about $385) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$272lowMay$328mediumSep$283low
Feb$266lowJun$362highOct$277low
Mar$317mediumJul$374highNov$311medium
Apr$306mediumAug$340mediumDec$385high

Some values are estimated based on seasonality.

When to fly

Weather in Chicago: it is warmest in July (up to 27 °C on average) and coolest in January (around 0 °C). The driest month is November.

Tickets are usually cheapest in October and most expensive in August. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Monterey — Chicago ticket

  • Book ahead: fares for Monterey — Chicago are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • The cheapest month to fly to Chicago is usually October — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Monterey — Chicago route are operated by 1 airline; United Airlines runs the most flights (around 100% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    1x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight MRY → ORD1x/week
    100.0%Open →

Cities and airports on the Monterey — Chicago route

Flights Monterey — Chicago depart from Monterey Regional Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Monterey

MRY
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Monterey — Chicago flight

How long is the flight from Monterey to Chicago?

A nonstop Monterey — Chicago flight takes about 6 h 11 min — the distance between the cities is around 2,995 km.

How far is it from Monterey to Chicago?

The distance from Monterey to Chicago is about 2,995 km, which a nonstop flight covers in around 6 h 11 min.

Are there direct flights from Monterey to Chicago?

Yes, there are nonstop flights Monterey — Chicago — around 3 flights per week.

Which airlines fly from Monterey to Chicago?

Airlines operating Monterey — Chicago include United Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Monterey — Chicago flights use?

Flights from Monterey depart from Monterey Regional Airport, and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Monterey to Chicago?

The price of a Monterey — Chicago ticket depends on your travel date, season and demand: it is usually cheapest to fly in October, and most expensive in August. Tickets typically cost between $173 and $275. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Monterey — Chicago?

Flights Monterey — Chicago are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is October. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Monterey to Chicago?

To catch a low fare Monterey — Chicago, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually October.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Monterey

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PhoenixSan DiegoSan FranciscoLos AngelesSeattleDenverDallasLas VegasCarlsbadBurbankSanta AnaProvoTri-CitiesMedfordVictoriaSt. George

Where else you can fly from Chicago

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New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverLondonNashvilleIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityPhoenixMiamiLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester

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