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Cheap flights from Chicago O'Hare Intl Airport to Boston from $101

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Boston departing on 9/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago O'Hare Intl Airport to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
6:00 am - 3:13 pm
ORD
-
HYA
8h 13m
1 stop
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
$199JetBlue
Tue, Aug 25 - Sat, Aug 29
JetBlue Logo
6:00 am - 3:13 pm
ORD
-
HYA
8h 13m
1 stop
JetBlue Logo
4:20 pm - 9:58 pm
HYA
-
ORD
6h 38m
1 stop
$227JetBlue
Tue, Aug 18 - Tue, Aug 25
JetBlue Logo
6:00 am - 3:13 pm
ORD
-
HYA
8h 13m
1 stop
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
$255JetBlue
Sat, Aug 15 - Sat, Aug 22
JetBlue Logo
6:00 am - 3:13 pm
ORD
-
HYA
8h 13m
1 stop
JetBlue Logo
4:20 pm - 9:58 pm
HYA
-
ORD
6h 38m
1 stop
$290JetBlue
Fri, Aug 14 - Mon, Aug 17
American Airlines Logo
8:00 am - 4:32 pm
ORD
-
HYA
7h 32m
1 stop
American Airlines Logo
10:49 am - 5:14 pm
HYA
-
ORD
7h 25m
1 stop
$299American Airlines
Sat, Aug 15 - Sat, Aug 22
JetBlue Logo
9:40 am - 3:13 pm
ORD
-
HYA
4h 33m
1 stop
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
$306JetBlue
Tue, Jul 28 - Fri, Jul 31
JetBlue Logo
9:40 am - 3:13 pm
ORD
-
HYA
4h 33m
1 stop
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
$325JetBlue
Wed, Jul 22 - Sat, Jul 25
JetBlue Logo
9:40 am - 3:13 pm
ORD
-
HYA
4h 33m
1 stop
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
$369JetBlue
Wed, Jul 22 - Sat, Jul 25
JetBlue Logo
9:41 am - 3:33 pm
ORD
-
HYA
4h 52m
1 stop
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
$391JetBlue
Sat, Jul 18 - Wed, Jul 22
American Airlines Logo
11:45 am - 3:35 pm
ORD
-
HYA
2h 50mnonstop
American Airlines Logo
12:45 pm - 5:29 pm
HYA
-
ORD
5h 44m
1 stop
$396American Airlines
Sat, Jul 18 - Wed, Jul 22

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American Airlines flights from Chicago O'Hare Intl Airport to Hyannis

Our best American Airlines deals on Chicago O'Hare Intl Airport to Hyannis flight tickets
American Airlines
Aug 15
ORD8:00 amChicago O'Hare Intl
7h 32m
1 stop
HYA4:32 pmHyannis Barnstable
Aug 22
HYA10:49 amHyannis Barnstable
7h 25m
1 stop
ORD5:14 pmChicago O'Hare Intl
$299
American Airlines
Jul 18
ORD11:45 amChicago O'Hare Intl
2h 50m
HYA3:35 pmHyannis Barnstable
Jul 22
HYA12:45 pmHyannis Barnstable
5h 44m
1 stop
ORD5:29 pmChicago O'Hare Intl
$396
American Airlines
Jul 18
ORD6:00 amChicago O'Hare Intl
7h 24m
1 stop
HYA2:24 pmHyannis Barnstable
Jul 22
HYA6:22 pmHyannis Barnstable
6h 08m
1 stop
ORD11:30 pmChicago O'Hare Intl
$405

JetBlue flights from Chicago O'Hare Intl Airport to Hyannis

Our best JetBlue deals on Chicago O'Hare Intl Airport to Hyannis flight tickets
JetBlue
Aug 25
ORD6:00 amChicago O'Hare Intl
8h 13m
1 stop
HYA3:13 pmHyannis Barnstable
Aug 29
HYA4:53 pmHyannis Barnstable
6h 05m
1 stop
ORD9:58 pmChicago O'Hare Intl
$199
JetBlue
Aug 18
ORD6:00 amChicago O'Hare Intl
8h 13m
1 stop
HYA3:13 pmHyannis Barnstable
Aug 25
HYA4:20 pmHyannis Barnstable
6h 38m
1 stop
ORD9:58 pmChicago O'Hare Intl
$227
JetBlue
Aug 15
ORD6:00 amChicago O'Hare Intl
8h 13m
1 stop
HYA3:13 pmHyannis Barnstable
Aug 22
HYA4:53 pmHyannis Barnstable
6h 05m
1 stop
ORD9:58 pmChicago O'Hare Intl
$255

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Hyannis 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, momondo users made 832,500 searches. Data last updated July 8, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Hyannis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 8/25

6:00 am-3:13 pm

1 stop8h 13m

Hyannis Barnstable

Sat 8/29

4:53 pm-9:58 pm

1 stop6h 05m

$199

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 8/18

6:00 am-3:13 pm

1 stop8h 13m

Hyannis Barnstable

Tue 8/25

4:20 pm-9:58 pm

1 stop6h 38m

$227

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 8/15

6:00 am-3:13 pm

1 stop8h 13m

Hyannis Barnstable

Sat 8/22

4:53 pm-9:58 pm

1 stop6h 05m

$255

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 8/14

6:00 am-3:13 pm

1 stop8h 13m

Hyannis Barnstable

Mon 8/17

4:20 pm-9:58 pm

1 stop6h 38m

$290

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 8/15

8:00 am-4:32 pm

1 stop7h 32m

Hyannis Barnstable

Sat 8/22

10:49 am-5:14 pm

1 stop7h 25m

$299

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 7/28

9:40 am-3:13 pm

1 stop4h 33m

Hyannis Barnstable

Fri 7/31

4:53 pm-9:58 pm

1 stop6h 05m

$306

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 7/22

9:40 am-3:13 pm

1 stop4h 33m

Hyannis Barnstable

Sat 7/25

4:53 pm-9:58 pm

1 stop6h 05m

$325

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 7/22

9:40 am-3:13 pm

1 stop4h 33m

Hyannis Barnstable

Sat 7/25

4:53 pm-9:58 pm

1 stop6h 05m

$369

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/18

9:41 am-3:33 pm

1 stop4h 52m

Hyannis Barnstable

Wed 7/22

4:53 pm-9:58 pm

1 stop6h 05m

$391
Quickest round-trip

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/18

11:45 am-3:35 pm

Nonstop2h 50m

Hyannis Barnstable

Wed 7/22

12:45 pm-5:29 pm

1 stop5h 44m

$396

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Hyannis

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 Chicago O'Hare Intl to Hyannis Barnstable flight route?

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

What cabin class options are available on Chicago O'Hare Intl Airport to Hyannis flights?

There is only 1 cabin class available to choose from on Chicago O'Hare Intl Airport to Hyannis 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 Hyannis flights?

You could potentially save up to 62% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Hyannis flight.

When to book flights from Chicago O'Hare Intl Airport to Hyannis

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Hyannis according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Hyannis (ORD to HYA) flight deals and tips

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

Fastest flight time

2h 42m

Direct flights

Sun

Airports in Hyannis

1 airport
The fastest flight from Chicago O'Hare Intl Airport to Hyannis takes 2h 42m
Direct flights go from Chicago O'Hare Intl Airport to Hyannis on Sunday. There are no airlines offering direct flights.
There is 1 airport in Hyannis. From Chicago O'Hare Intl Airport there are direct flights to Hyannis Barnstable (HYA).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Hyannis

  • How far is Chicago O'Hare Intl to Hyannis Barnstable by plane?

    A flight from Chicago O'Hare Intl to Hyannis Barnstable will travel around 905.2 mi. Flights usually cover this in 2h 42m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport?

    Prices for flights from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport were last updated today.

  • How old do you have to be to fly from Chicago O'Hare Intl Airport to Hyannis Barnstable Airport?

    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 Hyannis Barnstable Airport.

  • What documentation or ID do you need to fly to Hyannis Barnstable Airport?

    The travel and health documents you'll need for your trip to Hyannis Barnstable Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Hyannis Barnstable Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to Hyannis?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Hyannis?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Hyannis for you.

Can I find flights from Chicago to Hyannis with flexible booking policies on momondo?

Flights from Chicago to Hyannis with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Hyannis?

momondo provides multiple filters to help you find the best flight to Hyannis from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Hyannis right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Hyannis flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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