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$279 Cheap Flights from Nantucket (ACK) to Chicago (ORD)

Photo by by O'Hare Intl Airport
Open Photo by by O'Hare Intl Airport

Cheap Flights from Nantucket to Chicago (ACK-ORD)

Prices were available within the past 7 days and start at $279 for one-way flights and $383 for roundtrip, for the period specified. Prices and availability are subject to change.

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Nantucket (ACK) to Chicago (ORD) at a glance

Travel from Nantucket (ACK) to Chicago (ORD) with a range of airlines catering to this domestic short-haul route. Whether you’re looking for cheap flights from Nantucket or prefer full-service options, you can easily compare itineraries that align with your budget and schedule. Discover the essentials for flights from Nantucket Memorial Airport to O'Hare International Airport as you prepare to explore the iconic sights and diverse neighborhoods of Chicago.

  • Fastest flight duration: around 3 hours non-stop
  • Route distance: roughly 900 miles (1,450 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $120–$630, depending on seasonality and how far ahead you book

Flights from Nantucket Memorial Airport (ACK) to O'Hare International Airport (ORD)

Based on the latest traveler bookings, here are the top airlines flying from Nantucket to Chicago, typically favored for both non-stop and one-stop flights. Popular layover options include LaGuardia Airport, LGA (approximately 1h 15m layover), Logan International Airport, BOS (around 1h 15m layover), and Ronald Reagan Washington National Airport, DCA (about 2 hours layover). These choices provide the flexibility to combine price, total travel time, and cabin class to create your ideal itinerary.

  • American Airlines: This full-service airline provides both non-stop and one-stop options, with one-way ticket prices generally falling between $185 and $495. It represents around 38% of departures for this route, with an in-flight duration of approximately 4 hours and 15 minutes, totaling around 5 hours and 45 minutes for the entire journey.
  • Delta: Known for its full-service offerings, Delta provides one-stop flights with one-way fares typically ranging from $120 to $615. Accounting for about 23% of departures on this route, passengers can expect an in-flight time of 4 hours and 15 minutes, leading to a total travel duration of roughly 5 hours and 45 minutes, including layover time.
  • JetBlue Airways: As a low-cost carrier, JetBlue offers one-stop services with one-way fares usually between $145 and $540. This airline makes up roughly 22% of departures for this route, featuring an in-flight time of 4 hours and 15 minutes, resulting in a total journey time of about 5 hours and 45 minutes when factoring in layovers.
  • United: This full-service airline provides both non-stop and one-stop flights, with one-way fares typically ranging from $285 to $670. United accounts for around 17% of departures on this route, with a typical non-stop flight lasting about 3 hours.

Alternative route from Nantucket (ACK) to Chicago (ORD)

  • Vineyard Haven to Chicago (MVY-ORD): Martha's Vineyard Airport (MVY) is located approximately 30 miles from Nantucket Memorial Airport (ACK). Generally, one-way economy fares for this route fall between $105 and $655, influenced by the time of year and how far in advance the ticket is booked. Travelers can choose from both non-stop and one-stop flights, with common layover points being Logan International Airport (BOS) and John F. Kennedy International Airport (JFK). Major airlines servicing this route include JetBlue Airways (a budget-friendly option) and Delta, with first-class service available as well.

How to find the best prices for flights from Nantucket (ACK) to Chicago (ORD)

Getting some of the best deals on flights from Nantucket to Chicago is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are generally found when booking at least two months in advance, although most travelers book their flights two to eight weeks ahead. Departures in the afternoon (12 PM to 6 PM) are not only popular but also tend to offer lower prices, and flying on Wednesday usually results in cheaper fares, while Friday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.*
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at O'Hare International Airport from Nantucket Memorial Airport

Chicago welcomes travelers from Nantucket with a range of transport options based on price, convenience, and proximity. Here's how to reach Chicago efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Chicago, with private rides that can be arranged in advance.
  • Car rental: Renting a car from O'Hare International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at O'Hare International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From O'Hare International Airport, O'Hare Station, a metro station, is located about 0.1 miles away on foot, while Rosemont Station, a train station, is situated approximately 2.2 miles from the airport and is best reached by car.

Nantucket to Chicago Flights

The cheapest times to fly from Nantucket to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Nantucket to Chicago are during the month of June. You can find some of the cheapest flights from Nantucket to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Nantucket to Chicago

Sunday is one of the best days to book for cheap flights from Nantucket to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Nantucket to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Nantucket to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $279 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Nantucket to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Nantucket to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently Asked Questions

How much does a flight from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) cost?

You can find cheap one-way flights from $279 and cheap return flights $383 Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights generally range between $394 and $1144. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.

*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.

What is the cheapest month to fly from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

The cheapest month to fly from ACK to ORD is June when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you're able to. Use the calendar view in your search to see which months have low fares on this route.

Which airlines fly direct from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

There are 2 airlines offering direct flights from ACK to ORD:

  • United operates around 7 direct flights from ACK to ORD every week
  • American Airlines operates around 7 direct flights from ACK to ORD every week

What is the cheapest airline that flies from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

JetBlue Airways, Delta and United are just some of the carriers that fly from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.). Use Expedia's flight search tool to compare airlines on this route and find our cheapest option for your trip. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

*Prices based on flights available on Expedia in the last year.

How do I find cheap flights from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

To find a cheap flight from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

What is the best airline to fly with from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

The best airline to fly with from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. American Airlines offers the most daily flights from Nantucket to Chicago, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

What is the best time to fly from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

How many flights per day from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

There are approximately 1 nonstop flights per day from Nantucket Memorial (ACK) to O'Hare Intl. (ORD). For more options, look at flights that include layovers.

What is the earliest flight from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

The earliest flight from Nantucket Memorial Airport (ACK) to O'Hare International Airport (ORD) typically leaves at 6:40 AM, operated by 9K and American Airlines. This seasonal service runs in September, and an early flight can help you make the most of your day in Chicago. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

What are the most popular departure times for flights from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

When flying from Nantucket (ACK) to Chicago (ORD), the most popular departure times are in the late afternoon, from 3pm to 6pm. This accounts for about 33% of total traffic. Airlines like United and Delta provide flights during this window. Many travelers prefer this timing because it allows for a leisurely morning before heading to the airport.

How long does it take to fly from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

Flying nonstop from ACK to ORD takes around 3 hours 20 minutes, with the route covering approximately 921 miles. Flights with a layover typically take 2 hours longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.

Can you fly business or first class from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

You can fly first class between ACK and ORD. First class cabins are available on:

  • United Airlines
  • Delta Air Lines
  • American Airlines

How do I earn miles on a Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?

It's easy to earn miles on a Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

What airports do you fly into for Chicago from Nantucket Memorial (ACK)?

From Nantucket Memorial (ACK), you can fly into O'Hare Intl. (ORD) to reach Chicago. Some flights may connect through major hubs like LaGuardia (LGA), Ronald Reagan Washington National (DCA), Logan Intl. (BOS) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Is it cheaper to buy a plane ticket from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?

Typically, booking a last minute flight from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Is it cheaper to book a Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?

Securing a Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

Can I cancel or change the date of my flight from Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.)?

If you booked your Nantucket, MA (ACK-Nantucket Memorial) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Nantucket, MA
Destination airport
Chicago O'Hare Intl. Airport
Distance
921 miles away
Airlines serving
American Airlines, Delta
Popular airline
American Airlines
Roundtrip price
$383
*Available to One Key members.