HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACK
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Cape Cod and the Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$196
(JetBlue)

One-way from

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

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 April 29, 2025.

This JetBlue deal was found by Cheapflights users on 4/29. 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.
Sat 7/56:15 amORD - ACK
1 stop8h 08mJetBlue
Wed 7/94:34 pmACK - ORD
1 stop7h 51mJetBlue
Deal found 4/29$190
This Delta deal was found by Cheapflights users on 4/28. 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 6/36:00 amORD - MVY
1 stop4h 32mDelta
Sat 6/73:08 pmMVY - ORD
1 stop7h 23mDelta
Deal found 4/28$206
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 6/256:00 amORD - ACK
1 stop4h 25mDelta
Tue 7/14:45 pmACK - ORD
1 stop6h 36mDelta
Deal found 4/28$206
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 6/256:00 amORD - ACK
1 stop5h 38mAmerican Airlines
Sat 6/285:16 pmACK - ORD
1 stop7h 08mAmerican Airlines
Deal found 4/28$218
This Delta deal was found by Cheapflights users on 4/29. 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 6/106:00 amMDW - ACK
2 stops9h 05mDelta
Tue 6/1712:05 pmACK - MDW
2 stops10h 40mDelta
Deal found 4/29$344
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 7/247:00 amORD - HYA
1 stop5h 08mAmerican Airlines
Sun 7/272:44 pmHYA - ORD
1 stop4h 40mAmerican Airlines
Deal found 4/28$371
This American Airlines deal was found by Cheapflights users on 4/28. 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 6/288:25 pmORD - MVY
1 stop19h 19mAmerican Airlines
Sat 7/55:15 pmMVY - ORD
1 stop7h 14mAmerican Airlines
Deal found 4/28$416
This JetBlue Airways deal was found by Cheapflights users on 4/28. 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.
Tue 5/138:45 amORD - HYA
1 stop4h 55mMultiple Airlines
Sat 5/176:00 amHYA - ORD
1 stop27h 00mMultiple Airlines
Deal found 4/28$445
This JetBlue Airways deal was found by Cheapflights users on 4/27. 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.
Sat 5/1710:50 amORD - ACK
1 stop22h 31mMultiple Airlines
Sat 5/2410:45 amACK - ORD
1 stop22h 15mMultiple Airlines
Deal found 4/27$545
This JetBlue deal was found by Cheapflights users on 4/28. 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 5/88:45 amORD - HYA
1 stop4h 55mJetBlue
Fri 5/91:55 pmHYA - ORD
1 stop5h 41mJetBlue
Deal found 4/28$556
This JetBlue Airways deal was found by Cheapflights users on 4/27. 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.
Thu 6/194:51 pmORD - PVC
1 stop16h 56mMultiple Airlines
Sun 6/2210:55 amPVC - ORD
1 stop22h 00mMultiple Airlines
Deal found 4/27$600
This JetBlue deal was found by Cheapflights users on 4/28. 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 5/2110:50 amORD - PVC
1 stop4h 00mJetBlue
Tue 5/272:15 pmPVC - ORD
1 stop5h 21mJetBlue
Deal found 4/28$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 April 29, 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

Sat 7/5

6:15 am-3:23 pm

1 stop8h 08m

Nantucket Memorial

Wed 7/9

4:34 pm-11:25 pm

1 stop7h 51m

$190

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Tue 6/3

6:00 am-11:32 am

1 stop4h 32m

West Tisbury Martha's Vineyard

Sat 6/7

3:08 pm-9:31 pm

1 stop7h 23m

$206

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Wed 6/25

6:00 am-11:25 am

1 stop4h 25m

Nantucket Memorial

Tue 7/1

4:45 pm-10:21 pm

1 stop6h 36m

$206

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Wed 6/25

6:00 am-12:38 pm

1 stop5h 38m

Nantucket Memorial

Sat 6/28

5:16 pm-11:24 pm

1 stop7h 08m

$218

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Tue 6/10

6:00 am-4:05 pm

2 stops9h 05m

Nantucket Memorial

Tue 6/17

12:05 pm-9:45 pm

2 stops10h 40m

$344

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 7/24

7:00 am-1:08 pm

1 stop5h 08m

Hyannis Barnstable

Sun 7/27

2:44 pm-6:24 pm

1 stop4h 40m

$371

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Sat 6/28

8:25 pm-4:44 pm

1 stop19h 19m

West Tisbury Martha's Vineyard

Sat 7/5

5:15 pm-11:29 pm

1 stop7h 14m

$416

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 5/13

8:45 am-2:40 pm

1 stop4h 55m

Hyannis Barnstable

Sat 5/17

6:00 am-8:00 am

1 stop27h 00m

$445

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Sat 5/17

10:50 am-10:21 am

1 stop22h 31m

Nantucket Memorial

Sat 5/24

10:45 am-8:00 am

1 stop22h 15m

$545

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 5/12

8:45 am-2:45 pm

1 stop5h 00m

Hyannis Barnstable

Mon 5/19

11:00 am-6:36 pm

1 stop8h 36m

$596

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 28 results
1
2
3

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 April 29, 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 April 29, 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
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,936 reviews

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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?

    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.

  • 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 $628, our data indicates the cheapest price to be $507. The most popular route (Chicago O'Hare Intl - Nantucket Memorial), is priced around $190.

  • 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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.
O'Hare Intl to Boston flights
O'Hare Intl to Hartford flights
Midway to Boston flights
St. Louis to Boston flights
O'Hare Intl to Albany flights
Midway to Hartford flights
Midway to Albany flights
O'Hare Intl to Nantucket flights
Midway to Nantucket flights
St. Louis to Hartford flights
O'Hare Intl to Worcester flights
Moline to Boston flights
O'Hare Intl to West Tisbury flights
St. Louis to Albany flights
Bloomington to Boston flights
Peoria to Boston flights
Peoria to Hartford flights
O'Hare Intl to Provincetown flights
Moline to Hartford flights
Evansville to Boston flights
Dubuque to Boston flights
Peoria to Albany flights
Springfield to Boston flights
O'Hare Intl to Hyannis flights
Decatur to Boston flights
Bloomington to Albany flights
Moline to Albany flights
Dubuque to Hartford flights
Champaign to Boston flights
Springfield to Hartford flights
Evansville to Hartford flights
St. Louis to West Tisbury flights
O'Hare Intl to New Bedford flights
Champaign to Hartford flights
Champaign to Albany flights
Bloomington to Hartford flights

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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$183Average$624FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$201Average$490FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$469Average$619FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.