What airlines fly to Cape Cod and the Islands?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Cape Cod and the Islands from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 62% of people opting to fly with this airline when traveling to Cape Cod and the Islands. Keep in mind that there are 3 different airlines that fly to Cape Cod and the Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago O'Hare Intl to Cape Cod and the Islands?

JetBlue, Delta, and American Airlines are the most popular carriers operating from Chicago O'Hare Intl to Cape Cod and the Islands

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

As of July 2025, there are 3 operators available to choose from for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands.

How old do you have to be to fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Cape Cod and the Islands.

What documentation or ID do you need to fly to Cape Cod and the Islands?

The travel and health documents required for your trip to Cape Cod and the Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cape Cod and the Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$96 Cheap Flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands in 2025

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Find the cheapest flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:15 am - 2:46 pmORD-ACK

6h 31m2 stops

3:26 pm - 9:53 pmACK-ORD

7h 27m1 stop

$259Delta

Find Deal

Wed, Aug 13 - Wed, Aug 20

8:09 am - 4:36 pmORD-ACK

7h 27m1 stop

12:24 pm - 5:11 pmACK-ORD

5h 47m1 stop

$278American Airlines

Find Deal

Wed, Aug 13 - Wed, Aug 20

11:12 am - 2:51 pmORD-HYA

2h 39mnonstop

3:25 pm - 5:31 pmHYA-ORD

3h 06mnonstop

$310American Airlines

Find Deal

Sat, Aug 16 - Sat, Aug 23

8:09 am - 4:36 pmORD-ACK

7h 27m1 stop

12:24 pm - 5:11 pmACK-ORD

5h 47m1 stop

$323American Airlines

Find Deal

Thu, Aug 21 - Thu, Aug 28

6:15 am - 3:23 pmORD-ACK

8h 08m1 stop

4:10 pm - 8:49 pmACK-ORD

5h 39m1 stop

$339JetBlue

Find Deal

Tue, Sep 2 - Fri, Sep 5

10:35 am - 2:29 pmORD-ACK

2h 54mnonstop

6:46 pm - 11:25 pmACK-ORD

5h 39m1 stop

$369United Airlines

Find Deal

Sat, Aug 16 - Wed, Aug 20

10:35 am - 9:55 amORD-ACK

22h 20m2 stops

4:31 pm - 11:25 pmACK-ORD

7h 54m1 stop

$491United Airlines

Find Deal

Sat, Aug 30 - Wed, Sep 3

9:20 pm - 1:35 pmORD-EWB

15h 15m1 stop

2:00 pm - 12:52 pmEWB-ORD

23h 52m1 stop

$493

Find Deal

Fri, Oct 17 - Sun, Oct 19

6:59 pm - 1:20 pmORD-MVY

17h 21m2 stops

10:17 am - 8:49 pmMVY-ORD

11h 32m2 stops

$498JetBlue

Find Deal

Thu, Sep 4 - Mon, Sep 8

10:12 am - 8:27 pmORD-HYA

9h 15m2 stops

9:57 am - 10:22 pmHYA-ORD

13h 25m2 stops

$604

Find Deal

Thu, Aug 14 - Mon, Aug 18

American Airlines flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Our best American Airlines deals on Chicago O'Hare Intl Airport to Cape Cod and the Islands flight tickets

American Airlines

Aug 13

ORD8:09 amChicago O'Hare Intl

7h 27m

1 stop

ACK4:36 pmNantucket Memorial

Aug 20

ACK12:24 pmNantucket Memorial

5h 47m

1 stop

ORD5:11 pmChicago O'Hare Intl

$278

Find similar

American Airlines

Aug 16

ORD11:12 amChicago O'Hare Intl

2h 39m

HYA2:51 pmHyannis Barnstable

Aug 23

HYA3:25 pmHyannis Barnstable

3h 06m

ORD5:31 pmChicago O'Hare Intl

$310

Find similar

American Airlines

Aug 21

ORD8:09 amChicago O'Hare Intl

7h 27m

1 stop

ACK4:36 pmNantucket Memorial

Aug 28

ACK12:24 pmNantucket Memorial

5h 47m

1 stop

ORD5:11 pmChicago O'Hare Intl

$323

Find similar

JetBlue flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Our best JetBlue deals on Chicago O'Hare Intl Airport to Cape Cod and the Islands flight tickets

JetBlue

Sep 2

ORD6:15 amChicago O'Hare Intl

8h 08m

1 stop

ACK3:23 pmNantucket Memorial

Sep 5

ACK4:10 pmNantucket Memorial

5h 39m

1 stop

ORD8:49 pmChicago O'Hare Intl

$339

Find similar

JetBlue

Sep 4

ORD6:59 pmChicago O'Hare Intl

17h 21m

2 stops

MVY1:20 pmWest Tisbury Martha's Vineyard

Sep 8

MVY10:17 amWest Tisbury Martha's Vineyard

11h 32m

2 stops

ORD8:49 pmChicago O'Hare Intl

$498

Find similar

JetBlue

Aug 8

ORD6:15 amChicago O'Hare Intl

4h 38m

1 stop

ACK11:53 amNantucket Memorial

Aug 10

ACK4:18 pmNantucket Memorial

7h 10m

1 stop

ORD10:28 pmChicago O'Hare Intl

$543

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Wed 8/13

7:15 am-2:46 pm

2 stops6h 31m

Nantucket Memorial

Wed 8/20

3:26 pm-9:53 pm

1 stop7h 27m

$259

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Wed 8/13

8:09 am-4:36 pm

1 stop7h 27m

Nantucket Memorial

Wed 8/20

12:24 pm-5:11 pm

1 stop5h 47m

$278

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 8/16

11:12 am-2:51 pm

Nonstop2h 39m

Hyannis Barnstable

Sat 8/23

3:25 pm-5:31 pm

Nonstop3h 06m

$310

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Thu 8/21

8:09 am-4:36 pm

1 stop7h 27m

Nantucket Memorial

Thu 8/28

12:24 pm-5:11 pm

1 stop5h 47m

$323

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Tue 9/2

6:15 am-3:23 pm

1 stop8h 08m

Nantucket Memorial

Fri 9/5

4:10 pm-8:49 pm

1 stop5h 39m

$339

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Sat 8/16

10:35 am-2:29 pm

Nonstop2h 54m

Nantucket Memorial

Wed 8/20

6:46 pm-11:25 pm

1 stop5h 39m

$369

ChicagoNantucket

ORD - ACK

ORDACK

Chicago O'Hare Intl

Sat 8/30

10:35 am-9:55 am

2 stops22h 20m

Nantucket Memorial

Wed 9/3

4:31 pm-11:25 pm

1 stop7h 54m

$491

ChicagoNew Bedford

ORD - EWB

ORDEWB

Chicago O'Hare Intl

Fri 10/17

9:20 pm-1:35 pm

1 stop15h 15m

New Bedford Regional

Sun 10/19

2:00 pm-12:52 pm

1 stop23h 52m

$493

ChicagoWest Tisbury

ORD - MVY

ORDMVY

Chicago O'Hare Intl

Thu 9/4

6:59 pm-1:20 pm

2 stops17h 21m

West Tisbury Martha's Vineyard

Mon 9/8

10:17 am-8:49 pm

2 stops11h 32m

$498

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 8/14

10:12 am-8:27 pm

2 stops9h 15m

Hyannis Barnstable

Mon 8/18

9:57 am-10:22 pm

2 stops13h 25m

$604

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Cape Cod and the Islands?

In general, September is the cheapest month to fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $177. If you are unable to visit Cape Cod and the Islands during the month of September, then departing from Chicago O'Hare Intl Airport during the month August is also very affordable. Most momondo users find prices during this month for around $208.

What is the cheapest day to depart on your flight to Cape Cod and the Islands?

Our data shows that Thursday is the least expensive day to fly to Cape Cod and the Islands. Tickets to fly out on this day can be as low as $238. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $303. These prices are subject to change though, so be sure to set up a Price Alert for flights to Cape Cod and the Islands.

What is the cheapest time of day to depart on your flight to Cape Cod and the Islands?

The cheapest time of day to fly to Cape Cod and the Islands is in the evening when flights can be purchased for as low as $212. Flights to Cape Cod and the Islands are more costly in the afternoon, with an average ticket price of $284. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago O'Hare Intl to Cape Cod and the Islands flight route?

Fly from Chicago O'Hare Intl to Hyannis Barnstable for the best Chicago O'Hare Intl - Cape Cod and the Islands flight prices

How far in advance should I book a flight to Cape Cod and the Islands?

You are more likely to see cheaper flights to Cape Cod and the Islands from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Cape Cod and the Islands for around $229 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cape Cod and the Islands from Chicago O'Hare Intl Airport for as low as $192 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Cape Cod and the Islands flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Cape Cod and the Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Cape Cod and the Islands flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Cape Cod and the Islands.

Cheap Chicago O'Hare Intl Airport to Cape Cod and the Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Best Price Found	$96
Fastest flight time	2h 35m
Direct flights	Mon and Sun
Airports in Cape Cod and the Islands	4 airports

The best one-way flight to Cape Cod and the Islands from Chicago O'Hare Intl Airport in the past 72 hours is $96. The best round-trip flight deal from Chicago O'Hare Intl Airport to Cape Cod and the Islands found on momondo in the last 72 hours is $259.

The fastest flight from Chicago O'Hare Intl Airport to Cape Cod and the Islands takes 2h 35m

Direct flights go from Chicago O'Hare Intl Airport to Cape Cod and the Islands on Monday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.

There are 4 airports near Cape Cod and the Islands: West Tisbury Martha's Vineyard (MVY), Hyannis Barnstable (HYA), Nantucket Memorial (ACK), Provincetown (PVC)

Search flight deals

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands?
Prices for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands?
As of July 2025, there are 3 operators available to choose from for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Cape Cod and the Islands.
What documentation or ID do you need to fly to Cape Cod and the Islands?
The travel and health documents required for your trip to Cape Cod and the Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cape Cod and the Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago O'Hare Intl Airport to Cape Cod and the Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago O'Hare Intl Airport to Cape Cod and the Islands is Boeing 737-800 (17.22% of total bookings). The next most popular plane models are Airbus A321neo (8.77%), Boeing 737-900 (7.92%), and Airbus A321-100/200 (6.72%).

Best airlines flying from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands with momondo

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $226	Free Cancellation	Rating 7.2 2,914 reviews	Search JetBlue flights
United Airlines	PriceFrom $304	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
American Airlines	PriceFrom $359	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cape Cod and the Islands?

Finding the right flight to Cape Cod and the Islands from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cape Cod and the Islands quick and easy, saving you time and money.

Can I find flights from Chicago to Cape Cod and the Islands with flexible booking policies on momondo?

Yes. All flights to Cape Cod and the Islands from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Cape Cod and the Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Cape Cod and the Islands from Chicago.

I’m not ready to book a flight from Chicago to Cape Cod and the Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Cape Cod and the Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Popular cities in Cape Cod and the Islands

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Cheap flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands from $96

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Find the cheapest flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Cheap round-trip flights

Cheap one-way flights

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American Airlines flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Our best American Airlines deals on Chicago O'Hare Intl Airport to Cape Cod and the Islands flight tickets

JetBlue flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Our best JetBlue deals on Chicago O'Hare Intl Airport to Cape Cod and the Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands that are best for you.

See travel insights to Cape Cod and the Islands from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cape Cod and the Islands?

What is the cheapest day to depart on your flight to Cape Cod and the Islands?

What is the cheapest time of day to depart on your flight to Cape Cod and the Islands?

What is the cheapest Chicago O'Hare Intl to Cape Cod and the Islands flight route?

Fly from Chicago O'Hare Intl to Hyannis Barnstable for the best Chicago O'Hare Intl - Cape Cod and the Islands flight prices

How far in advance should I book a flight to Cape Cod and the Islands?

What cabin class options are available on Chicago O'Hare Intl to Cape Cod and the Islands flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Cape Cod and the Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Cape Cod and the Islands flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Cape Cod and the Islands.

What is the cheapest airline that flies from Chicago O'Hare Intl to Cape Cod and the Islands?

JetBlue, Delta, and American Airlines are the most popular carriers operating from Chicago O'Hare Intl to Cape Cod and the Islands

What airlines fly to Cape Cod and the Islands?

Cheap Chicago O'Hare Intl Airport to Cape Cod and the Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Best Price Found

Fastest flight time

Direct flights

Airports in Cape Cod and the Islands

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

How old do you have to be to fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

What documentation or ID do you need to fly to Cape Cod and the Islands?

What is the most popular plane model from Chicago O'Hare Intl Airport to Cape Cod and the Islands?

Best airlines flying from Chicago O'Hare Intl Airport to Cape Cod and the Islands

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Cape Cod and the Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Cape Cod and the Islands?

Can I find flights from Chicago to Cape Cod and the Islands with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Cape Cod and the Islands?

I’m not ready to book a flight from Chicago to Cape Cod and the Islands right now. Can momondo alert me if prices change?

An easier way to manage your Cape Cod and the Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Cape Cod and the Islands

Popular cities in Cape Cod and the Islands

Popular flights according to clicks in the last 7 days on momondo