Cape Cod and the Islands

$95+ 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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACK
abr. 30 — may. 71
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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 abril 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$212
(Delta)

One-way from

$95
(JetBlue)
Provider with most accurate pricing for Chicago (CHI)-Nantucket Memorial flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Nantucket Memorial flights.
From Chicago (CHI) to Cape Cod and the Islands
One-way flight from Chicago (CHI) to Cape Cod and the Islands

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 abril 25, 2025.

This Delta deal was found by Cheapflights users on 4/24. 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.
sáb. 7/57:00 amORD - ACK
1 stop6h 40mDelta
mié. 7/911:35 amACK - ORD
1 stop5h 44mDelta
Deal found 4/24$212
This American Airlines deal was found by Cheapflights users on 4/24. 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.
sáb. 7/510:58 amORD - HYA
Nonstop2h 45mAmerican Airlines
sáb. 7/1211:26 amHYA - ORD
1 stop6h 50mAmerican Airlines
Deal found 4/24$245
This JetBlue deal was found by Cheapflights users on 4/25. 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.
sáb. 6/146:15 amORD - ACK
1 stop8h 08mJetBlue
lun. 6/164:34 pmACK - ORD
1 stop7h 51mJetBlue
Deal found 4/25$274
This American Airlines deal was found by Cheapflights users on 4/24. 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.
sáb. 7/59:53 amORD - MVY
Nonstop2h 34mAmerican Airlines
mié. 7/92:17 pmMVY - ORD
1 stop8h 08mAmerican Airlines
Deal found 4/24$300
This American Airlines deal was found by Cheapflights users on 4/24. 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.
sáb. 6/218:25 pmORD - ACK
1 stop20h 33mAmerican Airlines
sáb. 6/285:16 pmACK - ORD
1 stop7h 08mAmerican Airlines
Deal found 4/24$301
This Delta deal was found by Cheapflights users on 4/25. 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.
sáb. 6/77:00 amORD - MVY
1 stop6h 28mDelta
mié. 6/1111:55 amMVY - ORD
1 stop8h 15mDelta
Deal found 4/25$347
This JetBlue Airways deal was found by Cheapflights users on 4/25. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 5/1010:50 amORD - HYA
1 stop26h 50mMultiple Airlines
mié. 5/1411:25 amHYA - ORD
1 stop8h 11mMultiple Airlines
Deal found 4/25$480
This Delta deal was found by Cheapflights users on 4/24. 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.
sáb. 7/56:00 amMDW - ACK
2 stops9h 07mDelta
mié. 7/911:35 amACK - MDW
2 stops11h 12mDelta
Deal found 4/24$494
This JetBlue deal was found by Cheapflights users on 4/24. 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.
vie. 5/98:45 amORD - HYA
1 stop4h 55mJetBlue
mar. 5/1311:25 amHYA - ORD
1 stop8h 11mJetBlue
Deal found 4/24$560
This JetBlue Airways deal was found by Cheapflights users on 4/25. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/134:51 pmORD - PVC
1 stop16h 56mMultiple Airlines
dom. 6/1512:51 pmPVC - ORD
1 stop20h 04mMultiple Airlines
Deal found 4/25$560
This JetBlue Airways deal was found by Cheapflights users on 4/23. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/710:50 amORD - ACK
1 stop21h 45mMultiple Airlines
jue. 6/125:55 pmACK - ORD
1 stop15h 00mMultiple Airlines
Deal found 4/23$605
This United Airlines deal was found by Cheapflights users on 4/25. 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.
jue. 8/147:15 amORD - ACK
1 stop6h 55mUnited Airlines
dom. 8/174:32 pmACK - ORD
Nonstop3h 23mUnited Airlines
Deal found 4/25$638

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 abril 25, 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

sáb. 7/5

7:00 am-2:40 pm

1 stop6h 40m

Nantucket Memorial

mié. 7/9

11:35 am-4:19 pm

1 stop5h 44m

$212

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 7/5

10:58 am-2:43 pm

Nonstop2h 45m

Hyannis Barnstable

sáb. 7/12

11:26 am-5:16 pm

1 stop6h 50m

$245

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

sáb. 6/14

6:15 am-3:23 pm

1 stop8h 08m

Nantucket Memorial

lun. 6/16

4:34 pm-11:25 pm

1 stop7h 51m

$274

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

sáb. 7/5

9:53 am-1:27 pm

Nonstop2h 34m

West Tisbury Martha's Vineyard

mié. 7/9

2:17 pm-9:25 pm

1 stop8h 08m

$300

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

sáb. 6/21

8:25 pm-5:58 pm

1 stop20h 33m

Nantucket Memorial

sáb. 6/28

5:16 pm-11:24 pm

1 stop7h 08m

$301

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

sáb. 6/7

7:00 am-2:28 pm

1 stop6h 28m

West Tisbury Martha's Vineyard

mié. 6/11

11:55 am-7:10 pm

1 stop8h 15m

$347

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

sáb. 5/10

10:50 am-2:40 pm

1 stop26h 50m

Hyannis Barnstable

mié. 5/14

11:25 am-6:36 pm

1 stop8h 11m

$480

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

sáb. 7/5

6:00 am-4:07 pm

2 stops9h 07m

Nantucket Memorial

mié. 7/9

11:35 am-6:28 pm

2 stops7h 53m

$494

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

vie. 5/9

8:45 am-2:40 pm

1 stop4h 55m

Hyannis Barnstable

mar. 5/13

11:25 am-6:36 pm

1 stop8h 11m

$560

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

vie. 6/13

4:51 pm-10:47 am

1 stop16h 56m

Provincetown

dom. 6/15

12:51 pm-7:55 am

1 stop20h 04m

$560

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/25

Showing 1-10 of 28 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 abril 25, 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 abril 25, 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.
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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 $95. However, be on the lookout for offers from Delta and American Airlines, 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?

  • What are the cheapest flights from Chicago to Cape Cod and the Islands?

    Looking for the cheapest flight from Chicago to Cape Cod and the Islands? While on average our users pay $647, our data indicates the cheapest price to be $480. The most popular route (Chicago O'Hare Intl - Nantucket Memorial), is priced around $206.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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 abril 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$183Average$624FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$230Average$472FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$469Average$571FlexibilityNo cancel feeOn-time69%

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