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Cape Cod and the Islands

$96+ Cheap flights from O'Hare Intl (ORD) to Cape Cod and the Islands

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ACK
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Cape Cod and the Islands

Keep the following information in mind while searching for O'Hare Intl to Cape Cod and the Islands flight deals. Data was last updated September 17, 2025.

Round-trip from

$365
(JetBlue)

One-way from

$96
(JetBlue)

Popular in

April

Cheapest in

September

Average price

$207
From Chicago O'Hare Intl to Cape Cod and the Islands
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One-way flight from Chicago O'Hare Intl to Cape Cod and the Islands
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Highest demand for flights based on searches. 6% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from O'Hare Intl to Cape Cod and the Islands

Cheapest flights from O'Hare Intl to Cape Cod and the Islands
Explore the most affordable flight options available from O'Hare Intl to Cape Cod and the Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This JetBlue deal was found by Cheapflights users on 9/14. 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 9/236:45 amORD - ACK
1 stop6h 26mJetBlue
Thu 9/254:20 pmACK - ORD
1 stop5h 29mJetBlue
Deal found 9/14$312
This JetBlue deal was found by Cheapflights users on 9/16. 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 10/1710:08 amORD - HYA
1 stop7h 31mJetBlue
Sun 10/1912:07 pmHYA - ORD
1 stop7h 11mJetBlue
Deal found 9/16$365
This JetBlue deal was found by Cheapflights users on 9/17. 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 9/309:51 amORD - PVC
1 stop6h 48mJetBlue
Fri 10/310:55 amPVC - ORD
1 stop9h 00mJetBlue
Deal found 9/17$390
This JetBlue deal was found by Cheapflights users on 9/16. 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 10/1710:08 amORD - MVY
1 stop4h 42mJetBlue
Sun 10/1911:40 amMVY - ORD
1 stop7h 38mJetBlue
Deal found 9/16$424
This JetBlue deal was found by Cheapflights users on 9/16. 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.
Mon 9/299:51 amORD - PVC
1 stop4h 55mJetBlue
Thu 10/212:51 pmPVC - ORD
1 stop7h 04mJetBlue
Deal found 9/16$430
This Expedia deal was found by Cheapflights users on 9/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/227:50 pmORD - ACK
2 stops19h 37mJetBlue
Thu 9/254:10 pmACK - ORD
1 stop5h 39mJetBlue
Deal found 9/14$431
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/309:51 amORD - HYA
1 stop6h 47mJetBlue
Sat 10/410:16 amHYA - ORD
1 stop9h 07mJetBlue
Deal found 9/15$432
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Wed 12/1711:25 amORD - HYA
1 stop6h 14mJetBlue
Wed 12/2412:07 pmHYA - ORD
1 stop7h 22mJetBlue
Deal found 9/15$485
This JetBlue deal was found by Cheapflights users on 9/15. 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.
Sun 9/289:51 amORD - PVC
1 stop6h 35mJetBlue
Wed 10/110:55 amPVC - ORD
1 stop9h 00mJetBlue
Deal found 9/15$495
This JetBlue deal was found by Cheapflights users on 9/14. 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 9/236:45 amORD - ACK
1 stop6h 26mJetBlue
Fri 9/264:20 pmACK - ORD
1 stop5h 29mJetBlue
Deal found 9/14$500
This JetBlue deal was found by Cheapflights users on 9/14. 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 10/29:51 amORD - PVC
1 stop4h 22mJetBlue
Mon 10/612:00 pmPVC - ORD
1 stop7h 18mJetBlue
Deal found 9/14$525
This JetBlue deal was found by Cheapflights users on 9/17. 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.
Wed 10/19:51 amORD - PVC
1 stop6h 35mJetBlue
Tue 10/710:31 amPVC - ORD
1 stop8h 47mJetBlue
Deal found 9/17$555

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Cape Cod and the Islands 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands that are best for you.

Fly from

O'Hare Intl

Fly to

Cape Cod and the Islands

Route

Depart

Return

Price

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 11/1

9:50 am-6:39 pm

1 stop7h 49m

Hyannis Barnstable

Mon 11/3

12:07 pm-6:22 pm

1 stop7h 15m

$365

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 10/17

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

Sun 10/19

12:07 pm-6:18 pm

1 stop7h 11m

$365

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Tue 9/30

9:51 am-5:39 pm

1 stop6h 48m

Provincetown

Fri 10/3

10:55 am-6:55 pm

1 stop9h 00m

$390

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Fri 10/17

10:08 am-3:50 pm

1 stop4h 42m

West Tisbury Martha's Vineyard

Sun 10/19

11:40 am-6:18 pm

1 stop7h 38m

$424

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Sat 11/1

9:50 am-3:50 pm

1 stop5h 00m

West Tisbury Martha's Vineyard

Mon 11/3

1:34 pm-6:22 pm

1 stop5h 48m

$424

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 2/16

12:10 pm-6:39 pm

1 stop5h 29m

Hyannis Barnstable

Fri 2/20

12:07 pm-5:31 pm

1 stop6h 24m

$425

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 3/12

12:10 pm-6:39 pm

1 stop5h 29m

Hyannis Barnstable

Mon 3/16

12:07 pm-5:31 pm

1 stop6h 24m

$430

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Mon 9/29

9:51 am-3:46 pm

1 stop4h 55m

Provincetown

Thu 10/2

12:51 pm-6:55 pm

1 stop7h 04m

$430

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 9/30

9:51 am-5:38 pm

1 stop6h 47m

Hyannis Barnstable

Sat 10/4

10:16 am-6:23 pm

1 stop9h 07m

$432

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 12/17

11:25 am-6:39 pm

1 stop6h 14m

Hyannis Barnstable

Wed 12/24

12:07 pm-6:29 pm

1 stop7h 22m

$485

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 60 results
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Best time to book a flight from O'Hare Intl to Cape Cod and the Islands

Have a flexible travel schedule? Discover the best time to fly to Cape Cod and the Islands from O'Hare Intl 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 Chicago O'Hare Intl Airport to Cape Cod and the Islands
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Cape Cod and the Islands

Get insights into the airlines that provide service to Cape Cod and the Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cape Cod and the Islands. Reviews last updated September 17, 2025.
See what other customers who have flown with United Airlines, American Airlines, and JetBlue from Chicago O'Hare Intl Airport to Cape Cod and the Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.
JetBlue
7.2
Good
2,914 reviews
United Airlines
7.4
Good
8,926 reviews

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Julia,Sep 2025

BUF - DEN

The staff were amazing, from check in to boarding and on the flight. The range of entertainment options were really good as well.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Cape Cod and the Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

    Airlines like JetBlue fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands in about 7h 49m. The time it takes to get you to your destination can typically vary by up to . The distance between Chicago O'Hare Intl Airport and Cape Cod and the Islands is about 905 mi.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

    While some choose either Chicago O'Hare Intl - Nantucket Memorial or Chicago O'Hare Intl - Hyannis Barnstable, Chicago O'Hare Intl - West Tisbury Martha's Vineyard is the most popular route from Chicago O'Hare Intl Airport to Cape Cod and the Islands.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

    The top 3 most reliable airlines when flying from Chicago O'Hare Intl Airport to Cape Cod and the Islands are American Airlines (83%), Republic Airways (83%) and SkyWest Airlines (80%).

  • Can I find deals for flights from O'Hare Intl to Cape Cod and the Islands that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Cape Cod and the Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Cape Cod and the Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Cape Cod and the Islands.

  • Can I find deals for business class flights from O'Hare Intl to Cape Cod and the Islands?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Cape Cod and the Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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Top 3 airlines flying from O'Hare Intl to Cape Cod and the Islands

Discover the top 3 airlines that operate flights from O'Hare Intl to Cape Cod and the Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$162Average$393FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$304Average$628FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$319Average$548FlexibilityNo cancel feeOn-time71%

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