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.

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).

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 - West Tisbury Martha's Vineyard. You may also consider Chicago O'Hare Intl - Nantucket Memorial or Chicago Midway - Nantucket Memorial.

What are the most popular airlines that fly from Chicago to Cape Cod and the Islands?

Before booking your flight from Chicago to Cape Cod and the Islands check out the most popular airlines for this route: American Airlines, JetBlue or Delta.

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

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.

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.

Find Cheap Flights from Chicago to Cape Cod and the Islands

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

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.

Find flight deals from Chicago to Cape Cod and the Islands

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars

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

Reviews of airlines servicing Cape Cod and the Islands

Read through reviews of airlines operating flights from Chicago to Cape Cod and the Islands, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

American Airlines

7.0

Good

12,223 reviews

Reviews

1 / 20

4.0

Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

American Airlines

7.0

Good

12,223 reviews

American Airlines

7.0

Good

12,223 reviews

Reviews

1 / 20

4.0

Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

Related info for your journey

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 - West Tisbury Martha's Vineyard. You may also consider Chicago O'Hare Intl - Nantucket Memorial or Chicago Midway - Nantucket Memorial.
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

Alternative routes

Complete your trip

Flights by cabin class

Other flight options

Popular flights

Alternative routes for Chicago to Cape Cod and the Islands

Top 3 airlines flying from Chicago to Cape Cod and the Islands

Airline	Cheapest	Average	Flexibility	On-time
JetBlue	Cheapest$166	Average$512	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$282	Average$383	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$338	Average$488	FlexibilityNo cancel fee	On-time71%

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.

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

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chicago to Cape Cod and the Islands

Most accurate provider

Most trusted provider

Reviews of airlines servicing Cape Cod and the Islands

Read through reviews of airlines operating flights from Chicago to Cape Cod and the Islands, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

How can I 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?

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.

Complete your trip

Complete your trip to Cape Cod and the Islands by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Cape Cod and the Islands by cabin class

Find flights from Chicago to Cape Cod and the Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chicago and Cape Cod and the Islands flights

Browse other Chicago and Cape Cod and the Islands flight options. Last updated on October 31, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Top 3 airlines flying from Chicago to Cape Cod and the Islands

100% Free

Book with Flexibility

Travel Smart

Cheap flights from Chicago (CHI) to Cape Cod and the Islands

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

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chicago to Cape Cod and the Islands

Most accurate provider

Most trusted provider

Reviews of airlines servicing Cape Cod and the Islands

Read through reviews of airlines operating flights from Chicago to Cape Cod and the Islands, such as American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

How can I 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?

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.

Complete your trip

Complete your trip to Cape Cod and the Islands by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Cape Cod and the Islands by cabin class

Find flights from Chicago to Cape Cod and the Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chicago and Cape Cod and the Islands flights

Browse other Chicago and Cape Cod and the Islands flight options. Last updated on October 31, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Top 3 airlines flying from Chicago to Cape Cod and the Islands

100% Free

Book with Flexibility

Travel Smart