HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$282+ Cheap flights from Nantucket Island to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
ACK — CHI
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Nantucket Island to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Nantucket Island to Chicago

Keep the following information in mind while searching for Nantucket Island to Chicago flight deals. Data was last updated November 3, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Popular in

April

Cheapest in

September

Average price

$248
Provider with most accurate pricing for Boston Logan Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Chicago (CHI) flights.
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Nantucket Island to Chicago

One-way flights from Nantucket Island to Chicago
Search for one-way flight options from Nantucket Island to Chicago. Find affordable one-way fares based on user searches. Data last updated November 3, 2025.

This JetBlue deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:45 pmACK - ORD
1 stop5h 58mJetBlue
Deal found 11/3$282
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/112:32 pmACK - ORD
1 stop7h 14mJetBlue
Deal found 11/2$289
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/3012:32 pmACK - ORD
1 stop6h 12mJetBlue
Deal found 11/2$292
This JetBlue deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:32 pmACK - ORD
1 stop7h 14mJetBlue
Deal found 11/2$297
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/44:54 pmACK - ORD
2 stops44h 00mMultiple Airlines
Deal found 11/2$298
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/306:41 pmACK - ORD
3 stops45h 31mMultiple Airlines
Deal found 11/2$322
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:35 pmACK - ORD
2 stops24h 41mMultiple Airlines
Deal found 11/3$327
This JetBlue deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:24 pmACK - ORD
1 stop7h 19mJetBlue
Deal found 11/3$332
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:25 pmACK - ORD
2 stops25h 02mMultiple Airlines
Deal found 11/3$333
This Kiwi.com deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:38 pmACK - ORD
3 stops26h 55mMultiple Airlines
Deal found 11/2$360

Cheapflights Fare Finder

 
Customize your flight search to find flights from Nantucket Island to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Nantucket Island to Chicago that are best for you.

Fly from

Nantucket Island

Fly to

Chicago

Route

Depart

Return

Price

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Fri 12/5

2:45 pm-7:43 pm

1 stop5h 58m

$282

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Tue 2/3

12:32 pm-5:44 pm

1 stop6h 12m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Sat 1/31

11:05 am-5:44 pm

1 stop7h 39m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Thu 2/5

11:40 am-5:44 pm

1 stop7h 04m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Wed 2/4

12:32 pm-5:44 pm

1 stop6h 12m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Fri 1/30

12:32 pm-5:44 pm

1 stop6h 12m

$292

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Fri 1/2

12:32 pm-6:46 pm

1 stop7h 14m

$297

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Thu 1/29

12:32 pm-5:44 pm

1 stop6h 12m

$297

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Mon 1/5

11:40 am-6:46 pm

1 stop8h 06m

$297

NantucketChicago

ACK - ORD

ACKORD

Nantucket Memorial

Tue 12/30

12:32 pm-6:46 pm

1 stop7h 14m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 12 results
1
2

Best time to book a flight from Nantucket Island to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Nantucket Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Nantucket Island to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Nantucket Island to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Nantucket Island to Chicago that include hotel bookings?

    Yes. In addition to deals on Nantucket Island to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Nantucket Island to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Nantucket Island to Chicago.

  • Can I find deals for business class flights from Nantucket Island to Chicago?

    Yes. Cheapflights offers flight deals from Nantucket Island to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Nantucket Island to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Boston to O'Hare Intl flights
Hartford to O'Hare Intl flights
Boston to Midway flights
Boston to St. Louis flights
Albany to O'Hare Intl flights
Hartford to Midway flights
Albany to Midway flights
Hartford to St. Louis flights
Boston to Moline flights
Albany to St. Louis flights
Boston to Bloomington flights
Boston to Peoria flights
Boston to Evansville flights
Hyannis to O'Hare Intl flights
Boston to Dubuque flights
Worcester to O'Hare Intl flights
Albany to Moline flights
Hartford to Peoria flights
Boston to Rockford flights
Hartford to Bloomington flights
Boston to Paducah flights
West Tisbury to O'Hare Intl flights
Boston to Springfield flights
Albany to Peoria flights
Hartford to Springfield flights
Boston to Champaign flights
Hartford to Moline flights
Boston to Decatur flights
Hartford to Rockford flights
Hartford to Evansville flights
Albany to Evansville flights
Albany to Champaign flights
Provincetown to O'Hare Intl flights
Nantucket to O'Hare Intl flights
New Bedford to O'Hare Intl flights
Boston to Burlington flights
West Tisbury to St. Louis flights
Albany to Springfield flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.