$71 Cheap flight deals from Chicago (CHI) to Nantucket (ACK)
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This Weekend's Flight Deals from Chicago to Nantucket
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Midway Intl.
BOS
Logan Intl.
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
RFD
Greater Rockford
BOS
Logan Intl.
$292 Roundtrip, found 3 days ago
$292
Roundtrip
found 3 days ago
ORD
O'Hare Intl.
BOS
Logan Intl.
$334 Roundtrip, found 1 hour ago
$334
Roundtrip
found 1 hour ago
ORD
O'Hare Intl.
ACK
Nantucket Memorial
$535 Roundtrip, found 1 day ago
$535
Roundtrip
found 1 day ago
Airfares from $71 One Way, $141 Round Trip from Chicago to Nantucket
Prices starting at $141 for return flights and $71 for one-way flights to Nantucket were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
ORD
Chicago
BOS
Boston
$141 Roundtrip, found 3 hours ago
$141
Roundtrip
found 3 hours ago
ORD
Chicago
BOS
Boston
$141 Roundtrip, just found
$141
Roundtrip
just found
RFD
Rockford
BOS
Boston
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
MDW
Chicago
BOS
Boston
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
ORD
Chicago
MVY
Vineyard Haven
$195 Roundtrip, found 6 days ago
$195
Roundtrip
found 6 days ago
Nantucket economy flight packages
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Boston Harbor Hotel
9.8/10 Exceptional! (1,001 reviews)
Aug 7 - Aug 11
4 night stay
Chicago (CHI) to Boston (BOS)
United • Roundtrip • Coach
Save 100% on your flight
Price was $1,942, price is now $1,163 per person
$1,163
per person
found 1 day ago
From the moment I checked in with Natalie, our 4 days were superb! Natalie was so friendly and explained the property and amenities (our first time there). Even though I researched the property, and am originally from close to Boston, it was the 4th of July weekend, and there was Sooo much going on. Head concierge Nathan provided lots of tips about the best places to see certain events. So helpful.
Our room was beautiful and well appointed. I miss the days of the shower cap, sewing kit, slippers, robes, etc. and they provided all that. The bed was extremely comfortable and the housekeeping staff wonderful. We go to Boston a few times a year and will be looking forward to returning here. Fabulous location!
Reviewed on Jul 8, 2026
3.0-star property
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
10/10 Exceptional! (9 reviews)
Aug 12 - Aug 17
5 night stay
Chicago (CHI) to Boston (BOS)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $5,471, price is now $3,391 per person
$3,391
per person
found 1 day ago
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended.
Tim Lawler
Reviewed on Oct 8, 2025
Nantucket first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Godfrey Hotel Boston
9.4/10 Exceptional! (5,105 reviews)
Sep 2 - Sep 6
4 night stay
Chicago (ORD) to Boston (BOS)
United • Roundtrip • FirstClass
Price was $1,286, price is now $972 per person
$972
per person
found 7 hours ago
Very clean room, helpful staff and just all around nice, good location close to a lot of things
Reviewed on Jul 8, 2026
5.0-star property
Boston Harbor Hotel
9.8/10 Exceptional! (1,001 reviews)
Sep 2 - Sep 6
4 night stay
Chicago (ORD) to Boston (BOS)
United • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,488, price is now $1,505 per person
$1,505
per person
found 7 hours ago
From the moment I checked in with Natalie, our 4 days were superb! Natalie was so friendly and explained the property and amenities (our first time there). Even though I researched the property, and am originally from close to Boston, it was the 4th of July weekend, and there was Sooo much going on. Head concierge Nathan provided lots of tips about the best places to see certain events. So helpful.
Our room was beautiful and well appointed. I miss the days of the shower cap, sewing kit, slippers, robes, etc. and they provided all that. The bed was extremely comfortable and the housekeeping staff wonderful. We go to Boston a few times a year and will be looking forward to returning here. Fabulous location!
Reviewed on Jul 8, 2026
More About Flying To Nantucket from Chicago
Route Information for Flights from Chicago to Nantucket
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | ACK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Nantucket
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- Flights from Aberdeen (ABR) to Nantucket (ACK)
- Flights from Aur (AUL) to Nantucket (ACK)
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- Flights from Cheyenne (CYS) to Nantucket (ACK)
- Flights from Washington (DCA) to Nantucket (ACK)
- Flights from Dehradun (DED) to Nantucket (ACK)
- Flights from Detroit (DTW) to Nantucket (ACK)
- Flights from Danbury (DXR) to Nantucket (ACK)
- Flights from North Eleuthera (ELH) to Nantucket (ACK)
- Flights from Kenai (ENA) to Nantucket (ACK)
- Flights from Erfurt (ERF) to Nantucket (ACK)
- Flights from New Bern (EWN) to Nantucket (ACK)
- Flights from Newark Liberty Intl. Airport (EWR) to Nantucket (ACK)
- Flights from Fort Lauderdale (FLL) to Nantucket (ACK)
- Flights from Funchal (FNC) to Nantucket (ACK)
- Flights from Gisborne (GIS) to Nantucket (ACK)
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- Flights from White Plains (HPN) to Nantucket (ACK)
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- Flights from Hanga Roa (IPC) to Nantucket (ACK)
- Flights from New York (JFK) to Nantucket (ACK)
- Flights from Jinghong (JHG) to Nantucket (ACK)
- Flights from Yogyakarta (JOG) to Nantucket (ACK)
- Flights from Johnstown (JST) to Nantucket (ACK)
- Flights from Kuching (KCH) to Nantucket (ACK)
- Flights from Kashi (KHG) to Nantucket (ACK)
- Flights from Kirkenes (KKN) to Nantucket (ACK)
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- Flights from Tampa (TPA) to Nantucket (ACK)
- Flights from Torreón (TRC) to Nantucket (ACK)
- Flights from Tri-Cities (TRI) to Nantucket (ACK)
- Flights from Samui Intl. Airport (USM) to Nantucket (ACK)
- Flights from Weifang (WEF) to Nantucket (ACK)
- Flights from Fayetteville (XNA) to Nantucket (ACK)
- Flights from Kingston (YGK) to Nantucket (ACK)
- Flights from Charlottetown (YYG) to Nantucket (ACK)
- Flights from St. John's (YYT) to Nantucket (ACK)
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.