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Planes from New York City to Chicago

from
New York City, United States of America
to
Chicago, United States of America

Why Choose Plane from New York City to Chicago

Choosing the right mode of transportation for your trip from New York City to Chicago is crucial for maximizing comfort and efficiency. With multiple options available, understanding the specific advantages and disadvantages can greatly enhance your travel experience.

💰 Speed and Convenience

pros
  • The direct flight from New York LaGuardia to Chicago Midway takes only 2 hours and 25 minutes, making it the fastest option available.
  • Less time spent traveling means more time to enjoy Chicago’s attractions once you arrive.
cons
  • Travel time does not account for additional time spent on airport security and transfers to and from the airport.

🛎️ Comfort and Amenities

pros
  • Airlines such as Delta and Southwest often provide complimentary snacks and beverages, enhancing the travel experience.
  • Flights typically offer more comfortable seating and less crowded conditions compared to trains and buses, especially for long-distance travel.
cons
  • Some flights may still face delays, which can be inconvenient despite the overall shorter travel time.

⭐ Route Flexibility

pros
  • Numerous flights operate daily, providing travelers with a range of options to choose from according to their schedule.
  • Direct flights minimize the hassle of transfers, providing a more straightforward travel experience.
cons
  • Flight prices can vary significantly, ranging from $100 to $665, potentially making it less predictable for budget travelers.

highlights:

Be prepared for possible additional costs due to fluctuating flight prices, which may affect overall travel budgets.

Flight travel from New York City to Chicago is the quickest option available.

Enhanced comfort and in-flight amenities contribute to a more pleasant travel experience.

Flexibility in flight schedules allows for convenient planning and time management.

Flight Options from New York City to Chicago

Typecompanydeparture airportarrival airportdeparture timearrival timeFrequencyDurationPrice Rangelayover city
DirectDelta AirlinesLaGuardia Airport, New York CityMidway Airport, Chicago06:00, 08:30, 11:15, 14:00, 17:4507:25, 09:55, 12:40, 15:25, 19:10Daily2h 25m
$
100-665
DirectSouthwest AirlinesLaGuardia Airport, New York CityMidway Airport, Chicago07:15, 10:00, 12:45, 16:30, 19:1508:40, 11:25, 14:10, 17:55, 20:40Daily2h 25m
$
150-600
ConnectingAmerican AirlinesJohn F. Kennedy International Airport, New York CityO'Hare International Airport, Chicago09:30, 13:15, 18:4512:05, 16:50, 22:20Daily4h 43m
$
200-650
Dallas
ConnectingUnited AirlinesNewark Liberty International Airport, New York CityMidway Airport, Chicago08:50, 12:30, 17:1011:15, 15:00, 19:40Daily5h 15m
$
150-500
Houston

Comparison of Flight Operators from New York City to Chicago

Comparing airlines for routes like New York City to Chicago is crucial for travelers looking to optimize their experience, balancing budget, convenience, and amenities. This route is serviced by multiple airlines, each offering distinct options that can significantly impact the travel experience. Understanding the differences in pricing, policies, and services is essential for making an informed decision.

Criteria
Price Range$ 100 - $ 665$ 120 - $ 600
pricing policies
refund policyNon-refundable, but can be converted to flight credit for 1 year.No fee to change or cancel, credits expire after 12 months.
Ticket ChangesChanges allowed with a fee, varies based on fare class.No change fees; fare difference may apply.
discountsOffers discounts for students and military personnel.Offers discounts for military and government travel.
amenitiesWi-Fi available for purchase, Complimentary snacks, Personal entertainment screens, In-flight refreshmentsFree in-flight entertainment, Complimentary soft drinks, No assigned seating, Wi-Fi available for purchase
baggage allowance
Additional FeesFees for additional checked bags start at $30.Fees for oversized baggage start at $75.
accessibilityOffers wheelchair assistance and priority boarding for passengers with disabilities.Provides assistance for boarding and deplaning, as well as special seating arrangements for disabled passengers.

When choosing between Delta Airlines and Southwest Airlines for the New York City to Chicago route, travelers should weigh their priorities. Delta may be better for those seeking in-flight amenities and a faster response for ticket changes, albeit at a higher variability in price. Conversely, Southwest offers a more flexible pricing policy with the added benefit of additional free bags, making it a good choice for budget-conscious travelers and families. Ultimately, the decision should be based on individual preferences regarding price sensitivity, baggage needs, and desired amenities.

Flight Stops and Airports from New York City to Chicago

Understanding the airports involved in your journey from New York City to Chicago is crucial for a smooth and enjoyable travel experience.

Main Flight Stops in New York City

John F. Kennedy International Airport (JFK)

Located in Queens, about 15 miles from Manhattan, JFK is easily accessible and near landmarks such as the Rockaway Beach and the Jamaica Bay Wildlife Refuge.
facilities
  • Restrooms
  • Waiting areas with seating
  • Check-in counters and self-service kiosks
  • Luggage storage lockers
  • Free Wi-Fi
  • Food and beverage options (cafés, restaurants, vending machines)
  • ATMs and currency exchange services
  • Accessibility features (ramps, elevators)
Transportation Links
  • Public transportation via AirTrain JFK, New York City Subway (A line), and several bus routes
  • Taxi and rideshare services available (Uber, Lyft)
  • Parking facilities including short-term and long-term parking garages
  • Arrive at least 2-3 hours before your flight departure.
  • Be aware of liquids and electronics restrictions during security checks.
  • Try to avoid morning and evening peak hours for lesser crowds.
  • Consider nearby amenities like hotels and shopping centers if you have extra time.

Main Flight Stops in Chicago

Chicago O'Hare International Airport (ORD)

Located in the O'Hare neighborhood of Chicago, about 17 miles northwest of downtown, ORD is one of the busiest airports in the world, close to the Donald E. Stephens Convention Center.
facilities
  • Restrooms
  • Waiting areas with seating
  • Check-in counters and self-service kiosks
  • Luggage storage lockers
  • Free Wi-Fi
  • Diverse food and beverage options (fast food, restaurants, cafés)
  • ATMs and currency exchange services
  • Accessibility features (ramps, elevators)
Transportation Links
  • Public transportation via Chicago Transit Authority's Blue Line, connecting directly to downtown
  • Taxi and rideshare services readily available
  • Long-term and short-term parking available with shuttle services
  • Aim to arrive at least 2 hours before your scheduled arrival time.
  • Check for additional security procedures based on your flight.
  • Consider traveling outside of rush hours to avoid congested roads.
  • Explore nearby amenities such as hotels and restaurants if time allows.

En Route Stops

Detroit Metropolitan Wayne County Airport (DTW)

Duration: 1h 15m

facilities

  • Restrooms
  • Food and beverage options (restaurants, cafés)
  • Free Wi-Fi
  • Gift shops and lounges

Cleveland Hopkins International Airport (CLE)

Duration: 1h 30m

facilities

  • Restrooms
  • Convenient food options and shops
  • Free Wi-Fi
  • Lounges with comfortable seating

Familiarizing yourself with JFK and ORD, along with the potential stopovers, helps ensure that your journey between New York City and Chicago is smooth and efficient. Considering transport options, facilities, and tips can make your travel experience much more enjoyable.

Travel Tips

  • ⛰ Embrace Chicago's Food Culture

    Before you board, familiarize yourself with Chicago's culinary scene. Consider packing a small item unique to NYC (like a bagel) to share with fellow travelers, and upon arrival, explore local favorites such as deep-dish pizza or Chicago-style hot dogs. You might even find eateries in the airport offering these specialties!

  • 📍 Dress in Layers

    Given Chicago's unpredictable weather, dressing in layers is key. Temperatures can vary significantly from New York to Chicago, and even during the flight. Layer up to stay comfortable whether you encounter a chilly cabin or a warm sunny Chicago day.

  • 🚍 Check for Business-Focused Flights

    If traveling for work, consider catching a business-focused flight, often available on this route. Airlines like United or American may offer amenities like power outlets, enhanced Wi-Fi, and priority boarding that can make your journey smoother and more productive.

  • 🎭 Explore In-Flight Entertainment

    On flights from NYC to Chicago, many airlines provide tailored entertainment options. Check out shows and movies that feature Chicago landmarks or culture. This can help set the mood for your visit and ignite your excitement for the city’s attractions.

  • 🏛 Arrive Early for Security

    New York City airports can be unpredictable. Arrive at least two hours early, especially during peak travel times. This gives you ample time to clear security and perhaps enjoy a coffee and snack before your flight to Chicago.

FAQ

You will need a government-issued photo ID, like a passport or driver's license, to board your flight. Make sure to also check if you are required to provide any additional documentation or proof of identity.
Yes, there are numerous direct flights available from several airports in New York City (JFK, LGA, EWR) to both Chicago O'Hare (ORD) and Chicago Midway (MDW). Direct flights typically take about 3 to 3.5 hours.
Chicago is one hour behind New York City. When it is 12 PM in NYC, it is 11 AM in Chicago. Be sure to adjust your watch or phone accordingly to avoid any scheduling mishaps!
Chicagoans are generally friendly but expect a distinct Midwestern politeness. It’s common to greet strangers with a smile or a nod. Tipping is also customary, typically around 15-20% in restaurants and for taxi services.
Both O'Hare and Midway airports offer extensive connectivity with shops, restaurants, and free Wi-Fi. O'Hare is larger, offering more amenities, while Midway provides a more streamlined experience. Check airport maps for specific services before departure!

Trips from New York City