$127 Cheap Flights from Nantucket (ACK) to Chicago (ORD)

View $127 flight on Wed, Oct 1, 2025Opens in a new window

Popular airlines from Nantucket, MA (ACK-Nantucket Memorial) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Nantucket to Chicago (ACK-ORD)

Prices were available within the past 7 days and start at $127 for one-way flights and $251 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, Oct 1 - Sat, Oct 18
ACK
Nantucket
ORD
Chicago
$251 Roundtrip, found 17 hours ago
$251
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Nantucket to Chicago, returning Sat, Oct 18, priced at $251 found 17 hours ago
JetBlue Airways
Wed, Oct 1 - Tue, Oct 7
ACK
Nantucket
ORD
Chicago
$253 Roundtrip, found 17 hours ago
$253
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Nantucket to Chicago, returning Tue, Oct 7, priced at $253 found 17 hours ago
JetBlue Airways
Tue, Sep 30 - Tue, Oct 7
ACK
Nantucket
ORD
Chicago
$258 Roundtrip, found 17 hours ago
$258
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Tue, Sep 30 from Nantucket to Chicago, returning Tue, Oct 7, priced at $258 found 17 hours ago
JetBlue Airways
Mon, Sep 29 - Tue, Oct 7
ACK
Nantucket
ORD
Chicago
$268 Roundtrip, found 17 hours ago
$268
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Mon, Sep 29 from Nantucket to Chicago, returning Tue, Oct 7, priced at $268 found 17 hours ago
JetBlue Airways
Thu, Oct 2 - Sat, Oct 18
ACK
Nantucket
ORD
Chicago
$271 Roundtrip, found 17 hours ago
$271
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Thu, Oct 2 from Nantucket to Chicago, returning Sat, Oct 18, priced at $271 found 17 hours ago
JetBlue Airways
Fri, Oct 3 - Tue, Oct 7
ACK
Nantucket
ORD
Chicago
$272 Roundtrip, found 6 hours ago
$272
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Fri, Oct 3 from Nantucket to Chicago, returning Tue, Oct 7, priced at $272 found 6 hours ago
JetBlue Airways
Wed, Sep 24 - Tue, Sep 30
ACK
Nantucket
ORD
Chicago
$278 Roundtrip, found 22 hours ago
$278
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Wed, Sep 24 from Nantucket to Chicago, returning Tue, Sep 30, priced at $278 found 22 hours ago
JetBlue Airways
Thu, Sep 25 - Tue, Sep 30
ACK
Nantucket
ORD
Chicago
$312 Roundtrip, found 22 hours ago
$312
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Thu, Sep 25 from Nantucket to Chicago, returning Tue, Sep 30, priced at $312 found 22 hours ago
JetBlue Airways
Sat, Oct 4 - Sat, Oct 18
ACK
Nantucket
ORD
Chicago
$329 Roundtrip, found 17 hours ago
$329
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Oct 4 from Nantucket to Chicago, returning Sat, Oct 18, priced at $329 found 17 hours ago
JetBlue Airways
Sat, Oct 4 - Tue, Oct 7
ACK
Nantucket
ORD
Chicago
$331 Roundtrip, found 17 hours ago
$331
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Oct 4 from Nantucket to Chicago, returning Tue, Oct 7, priced at $331 found 17 hours ago

Find the cheapest month to fly from Nantucket (ACK) to Chicago (ORD)

July is typically the cheapest month to fly

From $197 - $732 per traveler.

Frequently asked questions

How much does a flight from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD) cost?
Lock in a cheap one-way flight from $127 or cheap return flight from $251 from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from ACK to ORD is October, when demand is low. Off-peak season is usually when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest ACK to ORD flight.
How many flights per day from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD)?
There are no daily nonstop flights departing from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD). But you can opt for flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way before you know it.
What day of the week has the most flights from ACK to ORD?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays are often the quietest.* But this can change depending on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from ACK to ORD?
With 80% of journeys typically arriving on schedule, American Airlines has the best on-time performance for direct flights from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD). To check your flight status and receive notifications about any changes, use the Expedia App.
What is the best time to fly from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD)?
Choose a flight from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD) last-minute?
Booking your flight from ACK to ORD shortly before your getaway is typically more expensive. But if there's some wiggle room with your departure dates and times, you could snag a cheap last-minute fare.
Is it cheaper to book an ACK to ORD flight and hotel package?
You can save money by booking an ACK to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After choosing your ideal flights and accommodations, consider adding extras such as tours, car rentals and activities.
Can I cancel or change the date of my flight from Nantucket Memorial Airport (ACK) to O'Hare Intl. Airport (ORD)?
If you reserved your ACK to ORD flight in the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you want more information.

Travel information

Travel information

Origin airport
Nantucket Memorial
Destination airport
O'Hare Intl.
Airlines serving
JetBlue Airways, United
Roundtrip price
$250
Distance
921 mi

Book with confidence

Book with confidence

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 October. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $127 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.

 

Nantucket to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.