$72 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.
ORD
O'Hare Intl.
BOS
Logan Intl.
$278 Roundtrip, found 2 hours ago
$278
Roundtrip
found 2 hours ago
RFD
Greater Rockford
BOS
Logan Intl.
$293 Roundtrip, found 6 days ago
$293
Roundtrip
found 6 days ago
MDW
Midway Intl.
BOS
Logan Intl.
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$356 Roundtrip, found 4 days ago
$356
Roundtrip
found 4 days ago
Airfares from $72 One Way, $141 Round Trip from Chicago to Nantucket
Prices starting at $141 for return flights and $72 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.
MDW
Chicago
BOS
Boston
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
ORD
Chicago
BOS
Boston
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
RFD
Rockford
BOS
Boston
$144 Roundtrip, found 3 days ago
$144
Roundtrip
found 3 days ago
ORD
Chicago
ACK
Nantucket
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
ORD
Chicago
MVY
Vineyard Haven
$195 Roundtrip, found 4 days ago
$195
Roundtrip
found 4 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)
Sep 5 - Sep 7
2 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,165, price is now $737 per person
$737
per person
found 1 day ago
My experience was ruined by a two and a half hr wait beyond the declared 3 pm check in. A free drink at the bar and apologies don’t cut it.
3 pm check in means 3 pm check in especially when one is paying way over one thousand dollars for a room.
Reviewed on Jul 14, 2026
4.0-star property
Boston Lodge and Suites
8.4/10 Very Good! (190 reviews)
Sep 3 - Sep 10
7 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,321, price is now $1,308 per person
$1,308
per person
found 1 day ago
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
3.0-star property
Furnished Apartment Near Longwood
7.4/10 Good! (3 reviews)
Sep 3 - Sep 10
7 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,222, price is now $1,417 per person
$1,417
per person
found 1 day ago
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on Jul 6, 2026
Nantucket packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Eurostars The Boxer
8.8/10 Excellent! (1,524 reviews)
Aug 21 - Aug 23
2 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • PremiumEconomy
Price was $828, price is now $671 per person
$671
per person
found 16 hours ago
Eurostars has an ideal location for those that want to explore downtown Boston! The hotel was extremely clean and secure. Highly recommend!!
Reviewed on Jul 13, 2026
5.0-star property
Boston Harbor Hotel
9.8/10 Exceptional! (1,001 reviews)
Aug 21 - Aug 23
2 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,346, price is now $864 per person
$864
per person
found 16 hours ago
My experience was ruined by a two and a half hr wait beyond the declared 3 pm check in. A free drink at the bar and apologies don’t cut it.
3 pm check in means 3 pm check in especially when one is paying way over one thousand dollars for a room.
Reviewed on Jul 14, 2026
5.0-star property
Encore Boston Harbor
9.6/10 Exceptional! (3,888 reviews)
Aug 21 - Aug 23
2 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • PremiumEconomy
Price was $942, price is now $771 per person
$771
per person
found 16 hours ago
Rooms always extremely clean, service is outstanding, and plenty entertainment throughout the entire property
Reviewed on Jul 13, 2026
Nantucket first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
AutoCamp Cape Cod
9.4/10 Exceptional! (353 reviews)
Sep 5 - Sep 8
3 night stay
Chicago (CHI) to Boston (BOS)
American Airlines • Roundtrip • FirstClass
Price was $1,351, price is now $1,266 per person
$1,266
per person
found 1 day ago
Great place to stay. Helpful staff
Reviewed on Jul 7, 2026
3.5-star property
Sea Crest Beach Resort
7.8/10 Good! (336 reviews)
Sep 5 - Sep 8
3 night stay
Chicago (CHI) to Boston (BOS)
American Airlines • Roundtrip • FirstClass
Price was $1,590, price is now $1,372 per person
$1,372
per person
found 1 day ago
There are several reasons why I would absolutely tell anyone to avoid this hotel. First, there is no security. Anyone can park, and/or walk, at the hotel and walk onto the beach and the pool. One the weekend in which we stayed, there were literally hundreds of people without wrist bands signifying they were not Seacrest members or guests. They place is disgusting. Towels everywhere, toilets overflowing, and trash piling out of the bins. It was so bad, they had to close the pool on Monday. The staff are bunch of kids on their phones and the management is none existent. Try calling and the phone will never be answered. The walls are paper thin and the Lantern restaurant so noisy it's like being in a tin can. This place used to be exclusive, but over the years it has fallen apart. It's literally an dump. The Town of Falmouth should shut if down. Even the members and management told me the place is disgusting. Never again.
Reviewed on Jul 14, 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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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.
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