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Cape Cod and the Islands

$107+ Cheap flights from Chicago (CHI) 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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACK
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Chicago to Cape Cod and the Islands

Keep the following information in mind while searching for Chicago to Cape Cod and the Islands flight deals. Data was last updated June 12, 2025.

Round-trip from

$192
(JetBlue)

One-way from

$107
(JetBlue)

Popular in

April

Cheapest in

August

Average price

$220
From Chicago (CHI) to Cape Cod and the Islands
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One-way flight from Chicago (CHI) to Cape Cod and the Islands
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Highest demand for flights based on searches. 9% potential increase in price ($22 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 June 2025
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Find flight deals from Chicago to Cape Cod and the Islands

Cheapest flights from Chicago to Cape Cod and the Islands
Explore the most affordable flight options available from Chicago to Cape Cod and the Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/11. 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 7/86:16 amORD - ACK
1 stop4h 37mJetBlue
Tue 7/154:18 pmACK - ORD
1 stop7h 10mJetBlue
Deal found 6/11$192
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/57:00 amORD - ACK
1 stop5h 04mAmerican Airlines
Wed 7/95:19 pmACK - ORD
2 stops7h 38mAmerican Airlines
Deal found 6/12$234
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amORD - ACK
1 stop4h 35mDelta
Tue 7/1512:15 pmACK - ORD
2 stops9h 00mDelta
Deal found 6/11$244
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/116:12 amORD - HYA
1 stop7h 02mAmerican Airlines
Fri 7/185:12 pmHYA - ORD
1 stop7h 17mAmerican Airlines
Deal found 6/11$279
This JetBlue deal was found by Cheapflights users on 6/12. 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 6/276:15 amORD - HYA
1 stop8h 04mJetBlue
Tue 7/15:15 pmHYA - ORD
1 stop7h 10mJetBlue
Deal found 6/12$281
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amMDW - ACK
2 stops9h 05mDelta
Tue 7/1512:15 pmACK - MDW
2 stops7h 25mDelta
Deal found 6/11$314
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1210:35 amORD - ACK
Nonstop2h 54mUnited Airlines
Tue 7/154:46 pmACK - ORD
1 stop7h 55mUnited Airlines
Deal found 6/12$352
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/87:16 pmORD - MVY
1 stop15h 25mAmerican Airlines
Tue 7/152:17 pmMVY - ORD
1 stop8h 08mAmerican Airlines
Deal found 6/11$373
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/255:05 amORD - HYA
2 stops11h 33mMultiple Airlines
Sun 6/2910:36 amHYA - ORD
2 stops29h 57mMultiple Airlines
Deal found 6/10$525
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/85:35 amORD - MVY
2 stops8h 07mDelta
Tue 7/152:13 pmMVY - ORD
2 stops10h 56mDelta
Deal found 6/11$549
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/265:05 amORD - PVC
2 stops13h 51mMultiple Airlines
Mon 6/304:46 pmPVC - ORD
2 stops31h 59mMultiple Airlines
Deal found 6/10$591
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/85:05 amORD - MVY
3 stops34h 25mMultiple Airlines
Fri 7/116:10 pmMVY - ORD
2 stops23h 47mMultiple Airlines
Deal found 6/9$636

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago 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 June 12, 2025.
Use the filters below to find and compare flights from Chicago to Cape Cod and the Islands that are best for you.

Fly from

Chicago

Fly to

Cape Cod and the Islands

Route

Depart

Return

Price

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Tue 7/8

6:16 am-11:53 am

1 stop4h 37m

Nantucket Memorial

Tue 7/15

4:18 pm-10:28 pm

1 stop7h 10m

$192

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Sat 7/5

7:00 am-1:04 pm

1 stop5h 04m

Nantucket Memorial

Wed 7/9

5:19 pm-11:57 pm

2 stops7h 38m

$234

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Tue 7/8

6:00 am-11:35 am

1 stop4h 35m

Nantucket Memorial

Tue 7/15

12:15 pm-8:15 pm

2 stops9h 00m

$244

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 7/11

6:12 am-2:14 pm

1 stop7h 02m

Hyannis Barnstable

Fri 7/18

5:12 pm-11:29 pm

1 stop7h 17m

$279

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 6/27

6:15 am-3:19 pm

1 stop8h 04m

Hyannis Barnstable

Tue 7/1

5:15 pm-11:25 pm

1 stop7h 10m

$281

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Tue 7/8

6:00 am-4:05 pm

2 stops9h 05m

Nantucket Memorial

Tue 7/15

12:15 pm-6:40 pm

2 stops7h 25m

$314

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Sat 7/12

10:35 am-2:29 pm

Nonstop2h 54m

Nantucket Memorial

Tue 7/15

4:46 pm-11:41 pm

1 stop7h 55m

$352

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Tue 7/8

7:16 pm-11:41 am

1 stop15h 25m

West Tisbury Martha's Vineyard

Tue 7/15

2:17 pm-9:25 pm

1 stop8h 08m

$373

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 6/25

5:05 am-5:38 pm

2 stops11h 33m

Hyannis Barnstable

Sun 6/29

10:36 am-3:33 pm

2 stops29h 57m

$525

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Tue 7/8

5:35 am-2:42 pm

2 stops8h 07m

West Tisbury Martha's Vineyard

Tue 7/15

2:13 pm-12:09 am

2 stops10h 56m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 31 results
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Best time to book a flight from Chicago to Cape Cod and the Islands

Have a flexible travel schedule? Discover the best time to fly to Cape Cod and the Islands from Chicago 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 to Cape Cod and the Islands

What is the cheapest time of day to fly from CHI to KDT?

Find hourly flight availability from Chicago to Cape Cod and the Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Cape Cod and the Islands as you normally would.

Rainfall in Cape Cod and the Islands by month

Plan your trip to Cape Cod and the Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cape Cod and the Islands ranges from 1.6 - 4.3 inches per month. January is typically the wettest month, when rainfall can reach 4.3 in. June is typically the driest time to visit Cape Cod and the Islands when rainfall is around 1.6 in.

Temperature in Cape Cod and the Islands by month

Plan your trip to Cape Cod and the Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cape Cod and the Islands, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of February, when temperatures are typically at their lowest (around 32.0 F).

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 June 12, 2025.
Read reviews from past customers who have flown Delta, United Airlines and JetBlue from Chicago to Cape Cod and the Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,946 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago 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.

  • What are the cheapest airlines to fly from Chicago to Cape Cod and the Islands one-way?

    The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $107. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Chicago to Cape Cod and the Islands for a low price.

  • What are the most popular routes from Chicago to Cape Cod and the Islands?

    The most popular route from Chicago to Cape Cod and the Islands is Chicago O'Hare Intl - Nantucket Memorial. You may also consider Chicago Midway - Nantucket Memorial or Chicago O'Hare Intl - West Tisbury Martha's Vineyard.

  • Can I find deals for flights from Chicago to Cape Cod and the Islands that include hotel bookings?

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

  • How can I find direct flights from Chicago 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 Chicago to Cape Cod and the Islands.

  • Can I find deals for business class flights from Chicago to Cape Cod and the Islands?

    Yes. Cheapflights offers flight deals from Chicago 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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Alternative routes for Chicago to Cape Cod and the Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Chicago to Cape Cod and the Islands

Discover the top 3 airlines that operate flights from Chicago 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$183Average$608FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$201Average$464FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$480Average$620FlexibilityNo cancel feeOn-time69%

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