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Cape Cod and the Islands

$103+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ACK
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$206
(Delta)

One-way from

$103
(Delta)
Provider with most accurate pricing for Chicago (CHI)-Nantucket Memorial flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Nantucket Memorial flights.
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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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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 4, 2025.

This Delta deal was found by Cheapflights users on 4/2. 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 6/246:00 amORD - ACK
1 stop4h 25mDelta
Wed 6/254:45 pmACK - ORD
1 stop6h 34mDelta
Deal found 4/2$206
This American Airlines deal was found by Cheapflights users on 4/3. 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 7/168:37 amORD - ACK
1 stop6h 13mAmerican Airlines
Sat 7/194:47 pmACK - ORD
Nonstop3h 04mAmerican Airlines
Deal found 4/3$229
This JetBlue deal was found by Cheapflights users on 4/2. 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 5/208:45 amORD - ACK
1 stop4h 56mJetBlue
Tue 6/310:45 amACK - ORD
1 stop8h 51mJetBlue
Deal found 4/2$303
This Delta deal was found by Cheapflights users on 4/2. 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.
Sat 5/241:08 pmMDW - ACK
2 stops21h 16mDelta
Wed 6/412:05 pmACK - MDW
2 stops7h 40mDelta
Deal found 4/2$332
This American Airlines deal was found by Cheapflights users on 4/4. 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 7/129:53 amORD - MVY
Nonstop2h 34mAmerican Airlines
Sat 7/192:12 pmMVY - ORD
Nonstop2h 58mAmerican Airlines
Deal found 4/4$399
This Delta deal was found by Cheapflights users on 4/4. 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.
Sat 7/128:55 amORD - MVY
2 stops6h 14mDelta
Sat 7/192:50 pmMVY - ORD
1 stop7h 44mDelta
Deal found 4/4$424
This American Airlines deal was found by Cheapflights users on 4/4. 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 7/265:25 amORD - HYA
1 stop6h 37mAmerican Airlines
Sat 8/23:28 pmHYA - ORD
1 stop9h 02mAmerican Airlines
Deal found 4/4$439
This JetBlue Airways deal was found by Cheapflights users on 4/2. 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.
Wed 5/217:31 pmORD - PVC
1 stop12h 24mMultiple Airlines
Sat 5/244:20 pmPVC - ORD
1 stop16h 40mMultiple Airlines
Deal found 4/2$520
This JetBlue deal was found by Cheapflights users on 4/2. 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 5/198:45 amORD - PVC
1 stop6h 05mJetBlue
Thu 5/222:15 pmPVC - ORD
1 stop5h 21mJetBlue
Deal found 4/2$541
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Tue 7/298:47 amORD - ACK
1 stop5h 23mUnited Airlines
Sun 8/34:32 pmACK - ORD
Nonstop3h 23mUnited Airlines
Deal found 4/2$598
This JetBlue Airways deal was found by Cheapflights users on 4/2. 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 6/286:00 amORD - HYA
1 stop9h 04mMultiple Airlines
Sun 7/61:15 pmHYA - ORD
1 stop19h 40mMultiple Airlines
Deal found 4/2$620
This JetBlue Airways deal was found by Cheapflights users on 4/3. 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.
Mon 4/148:29 pmORD - MVY
1 stop12h 21mMultiple Airlines
Wed 4/1610:50 amMVY - ORD
1 stop9h 37mMultiple Airlines
Deal found 4/3$630

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 4, 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 6/24

6:00 am-11:25 am

1 stop4h 25m

Nantucket Memorial

Wed 6/25

4:45 pm-10:19 pm

1 stop6h 34m

$206

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Wed 7/16

8:37 am-3:50 pm

1 stop6h 13m

Nantucket Memorial

Sat 7/19

4:47 pm-6:51 pm

Nonstop3h 04m

$229

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Tue 5/20

8:45 am-2:41 pm

1 stop4h 56m

Nantucket Memorial

Tue 6/3

10:45 am-6:36 pm

1 stop8h 51m

$303

ChicagoNantucket

MDW - ACK

MDWACK

Chicago Midway

Sat 5/24

1:08 pm-11:24 am

2 stops21h 16m

Nantucket Memorial

Wed 6/4

12:05 pm-6:45 pm

2 stops7h 40m

$332

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Sat 7/12

9:53 am-1:27 pm

Nonstop2h 34m

West Tisbury Martha's Vineyard

Sat 7/19

2:12 pm-4:10 pm

Nonstop2h 58m

$399

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Sat 7/12

8:55 am-4:09 pm

2 stops6h 14m

West Tisbury Martha's Vineyard

Sat 7/19

2:50 pm-9:34 pm

1 stop7h 44m

$424

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/26

5:25 am-1:02 pm

1 stop6h 37m

Hyannis Barnstable

Sat 8/2

3:28 pm-11:30 pm

1 stop9h 02m

$439

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Wed 5/21

7:31 pm-8:55 am

1 stop12h 24m

Provincetown

Sat 5/24

4:20 pm-8:00 am

1 stop16h 40m

$520

ChicagoProvincetown

ORD - PVC

ORDPVC

Chicago O'Hare Intl

Mon 5/19

8:45 am-3:50 pm

1 stop6h 05m

Provincetown

Thu 5/22

2:15 pm-6:36 pm

1 stop5h 21m

$541

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Tue 7/29

8:47 am-3:10 pm

1 stop5h 23m

Nantucket Memorial

Sun 8/3

4:32 pm-6:55 pm

Nonstop3h 23m

$598

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Showing 1-10 of 27 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 April 4, 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 4, 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
7,901 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Crew

8.5

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
7,901 reviews
Delta
8.0
Very good
7,901 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Crew

8.5

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
8,621 reviews
Delta
8.0
Very good
7,901 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Crew

8.5

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
2,919 reviews
Delta
8.0
Very good
7,901 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Crew

8.5

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
7,901 reviews

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Crew

8.5

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 Delta, with whom users have recently found tickets for as low as $103. However, be on the lookout for offers from JetBlue 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 O'Hare Intl - West Tisbury Martha's Vineyard or Chicago Midway - Nantucket Memorial.

  • 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 $299. The most popular route (Chicago O'Hare Intl - Nantucket Memorial), is priced around $222.

  • 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$183Average$624FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$230Average$486FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$469Average$571FlexibilityNo cancel feeOn-time69%

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