Bluebird
Monterey, California

Private charter · MDW → MRY

Chicago to Monterey

1,848 miles. One price for the whole airplane.

Photo: Smatprt · Public domain

Price your flight from Chicago to Monterey

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Monterey, door to door faster.

Trade about 39 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Monterey Regional Airport in Monterey, 1,848 miles in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.

Distance
1,848 mi
Flight
—
Driving
39 hours
Passengers
Up to 1
MDWChicagoMRYMonterey
MDW → MRY1,848 miles direct

Departing Chicago

Airports in Chicago

  • MDW

    Major airport

    Chicago Midway International Airport

    Chicago · KMDW

    From downtown
    9 mi
    Longest runway
    6,522 ft

  • ORD

    Major airport

    Chicago O'Hare International Airport

    Chicago · KORD

    From downtown
    16 mi
    Longest runway
    13,000 ft

  • PWK

    Commercial airport

    Chicago Executive Airport

    Chicago/Prospect Heights/Wheeling · KPWK

    From downtown
    21 mi
    Longest runway
    5,001 ft

  • GYY

    Commercial airport

    Gary/Chicago International Airport

    Gary · KGYY

    From downtown
    21 mi
    Longest runway
    8,859 ft

Arriving Monterey

Airports in Monterey

  • MRY

    Commercial airport

    Monterey Regional Airport

    Monterey · KMRY

    From downtown
    3 mi
    Longest runway
    7,175 ft

  • SNS

    Commercial airport

    Salinas Municipal Airport

    Salinas · KSNS

    From downtown
    16 mi
    Longest runway
    6,004 ft

When you land

Things to do in Monterey

Monterey was California’s capital under Spanish and Mexican rule, and later a sardine-canning center made famous by John Steinbeck’s Cannery Row. Today the peninsula’s economy rests on tourism, the Monterey Bay Aquarium and a group of institutions that includes the Naval Postgraduate School and the Defense Language Institute. The neighboring Salinas Valley, often called the Salad Bowl of the World, supplies much of the country’s lettuce and greens, and Pacific Grove, Carmel-by-the-Sea and Pebble Beach complete the peninsula.

  1. 01

    Monterey Bay Aquarium

    Built in a former cannery on the edge of the bay, the aquarium is known for its towering kelp forest exhibit, sea otters, jellyfish galleries and open-ocean tank.

  2. 02

    Pebble Beach and 17-Mile Drive

    The scenic toll road winds past the Lone Cypress, rocky coves and mansions to Pebble Beach Golf Links, a frequent U.S. Open host open to public play.

  3. 03

    Carmel-by-the-Sea

    This walkable village of storybook cottages, galleries, wine tasting rooms and restaurants ends at a white-sand beach, with Carmel Mission a short drive away.

  4. 04

    Point Lobos State Natural Reserve

    South of Carmel, trails follow granite headlands and hidden coves where sea otters, harbor seals and seasonal whales are often spotted. Arrive early, as parking fills quickly.

  5. 05

    Cannery Row

    The waterfront street immortalized by Steinbeck now holds restaurants, hotels, tasting rooms and shops in restored cannery buildings, with the bay steps away.

  6. 06

    Big Sur

    Highway 1 continues south past Bixby Creek Bridge and Pfeiffer Big Sur State Park along one of the world’s great coastlines. Check road conditions, as slides can close sections.

Explore Monterey charter

Questions

Chicago to Monterey flights

How long is a private flight from Chicago to Monterey?

About a short flight in a private jet, for 1,848 miles direct. Driving the same trip takes about 39 hours.

Which airports do flights from Chicago to Monterey use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Monterey Regional Airport (MRY) or Salinas Municipal Airport (SNS). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Monterey cost?

The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.

Can I book a round trip between Chicago and Monterey?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Monterey back to Chicago are priced the same way.

Return flight

Monterey to Chicago

More flights from Chicago

More flights to Monterey

Explore Chicago private charter and Monterey private charter, airports and things to do. Arriving at Monterey Regional Airport (MRY).

Chicago to Monterey, on your schedule

Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.

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