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Cheap flights from Chicago O'Hare Intl Airport to Boston from $134

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 6/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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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.
American Airlines Logo
5:00 am - 12:11 pm
ORD
-
HYA
6h 11m
1 stop
American Airlines Logo
6:07 pm - 11:30 pm
HYA
-
ORD
6h 23m
1 stop
$265American Airlines
Sat, Jun 20 - Sat, Jun 27
American Airlines Logo
11:45 am - 3:35 pm
ORD
-
HYA
2h 50mnonstop
American Airlines Logo
6:08 pm - 11:30 pm
HYA
-
ORD
6h 22m
1 stop
$273American Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
9:52 am - 5:37 pm
ORD
-
HYA
6h 45m
1 stop
American Airlines Logo
3:02 pm - 7:43 pm
HYA
-
ORD
5h 41m
1 stop
$282American Airlines
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
7:00 am - 1:13 pm
ORD
-
HYA
5h 13m
1 stop
American Airlines Logo
5:59 pm - 11:59 pm
HYA
-
ORD
7h 00m
1 stop
$285American Airlines
Tue, Sep 1 - Fri, Sep 4
American Airlines Logo
11:45 am - 3:26 pm
ORD
-
HYA
2h 41mnonstop
American Airlines Logo
6:07 pm - 11:30 pm
HYA
-
ORD
6h 23m
1 stop
$350American Airlines
Sat, Jun 20 - Sat, Jun 27
American Airlines Logo
9:52 am - 5:37 pm
ORD
-
HYA
6h 45m
1 stop
American Airlines Logo
4:05 pm - 6:39 pm
HYA
-
ORD
3h 34mnonstop
$367American Airlines
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
11:45 am - 3:35 pm
ORD
-
HYA
2h 50mnonstop
American Airlines Logo
4:05 pm - 6:39 pm
HYA
-
ORD
3h 34mnonstop
$378American Airlines
Sat, Jul 4 - Sat, Jul 11
JetBlue Logo
9:39 am - 3:11 pm
ORD
-
HYA
4h 32m
1 stop
JetBlue Logo
4:23 pm - 9:55 pm
HYA
-
ORD
6h 32m
1 stop
$413JetBlue
Tue, Sep 1 - Tue, Sep 8
American Airlines Logo
7:59 pm - 2:24 pm
ORD
-
HYA
17h 25m
1 stop
American Airlines Logo
6:22 pm - 11:30 pm
HYA
-
ORD
6h 08m
1 stop
$418American Airlines
Fri, Jul 3 - Fri, Jul 10
American Airlines Logo
7:59 pm - 2:24 pm
ORD
-
HYA
17h 25m
1 stop
American Airlines Logo
1:26 pm - 6:08 pm
HYA
-
ORD
5h 42m
1 stop
$421American Airlines
Fri, Jul 3 - Fri, Jul 10

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
Jun 20
ORD5:00 amChicago O'Hare Intl
6h 11m
1 stop
HYA12:11 pmHyannis Barnstable
Jun 27
HYA6:07 pmHyannis Barnstable
6h 23m
1 stop
ORD11:30 pmChicago O'Hare Intl
$265
American Airlines
Jul 4
ORD11:45 amChicago O'Hare Intl
2h 50m
HYA3:35 pmHyannis Barnstable
Jul 11
HYA6:08 pmHyannis Barnstable
6h 22m
1 stop
ORD11:30 pmChicago O'Hare Intl
$273
American Airlines
Jun 27
ORD9:52 amChicago O'Hare Intl
6h 45m
1 stop
HYA5:37 pmHyannis Barnstable
Jul 4
HYA3:02 pmHyannis Barnstable
5h 41m
1 stop
ORD7:43 pmChicago O'Hare Intl
$282

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
Sep 1
ORD9:39 amChicago O'Hare Intl
4h 32m
1 stop
HYA3:11 pmHyannis Barnstable
Sep 8
HYA4:23 pmHyannis Barnstable
6h 32m
1 stop
ORD9:55 pmChicago O'Hare Intl
$413
JetBlue
Jul 1
ORD6:00 amChicago O'Hare Intl
7h 42m
1 stop
HYA2:42 pmHyannis Barnstable
Jul 9
HYA4:53 pmHyannis Barnstable
6h 05m
1 stop
ORD9:58 pmChicago O'Hare Intl
$459
JetBlue
Jul 11
ORD9:41 amChicago O'Hare Intl
4h 52m
1 stop
HYA3:33 pmHyannis Barnstable
Jul 14
HYA4:53 pmHyannis Barnstable
6h 05m
1 stop
ORD9:58 pmChicago O'Hare Intl
$504

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 May 23, 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

Sat 6/20

5:00 am-12:11 pm

1 stop6h 11m

Hyannis Barnstable

Sat 6/27

6:07 pm-11:30 pm

1 stop6h 23m

$265

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/4

11:45 am-3:35 pm

Nonstop2h 50m

Hyannis Barnstable

Sat 7/11

6:08 pm-11:30 pm

1 stop6h 22m

$273

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 6/27

9:52 am-5:37 pm

1 stop6h 45m

Hyannis Barnstable

Sat 7/4

3:02 pm-7:43 pm

1 stop5h 41m

$282

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 9/1

7:00 am-1:13 pm

1 stop5h 13m

Hyannis Barnstable

Fri 9/4

5:59 pm-11:59 pm

1 stop7h 00m

$285

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 6/20

11:45 am-3:26 pm

Nonstop2h 41m

Hyannis Barnstable

Sat 6/27

6:07 pm-11:30 pm

1 stop6h 23m

$350

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 6/27

9:52 am-5:37 pm

1 stop6h 45m

Hyannis Barnstable

Sat 7/4

4:05 pm-6:39 pm

Nonstop3h 34m

$367
Quickest round-trip

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/4

11:45 am-3:35 pm

Nonstop2h 50m

Hyannis Barnstable

Sat 7/11

4:05 pm-6:39 pm

Nonstop3h 34m

$378

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 9/1

9:39 am-3:11 pm

1 stop4h 32m

Hyannis Barnstable

Tue 9/8

4:23 pm-9:55 pm

1 stop6h 32m

$413

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 7/3

7:59 pm-2:24 pm

1 stop17h 25m

Hyannis Barnstable

Fri 7/10

6:22 pm-11:30 pm

1 stop6h 08m

$418

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 7/3

7:59 pm-2:24 pm

1 stop17h 25m

Hyannis Barnstable

Fri 7/10

1:26 pm-6:08 pm

1 stop5h 42m

$421

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?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Hyannis.

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 41m

Direct flights

Sun

Airports in Hyannis

1 airport
The fastest flight from Chicago O'Hare Intl Airport to Hyannis takes 2h 41m
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 41m, 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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