Cheap flights from Illinois to Boston from $206

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Boston departing on 1/13. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:39 pm - 11:02 am
ORD
-
HYA
21h 23m2 stops
Multiple Airlines Logo
10:25 am - 12:57 pm
HYA
-
ORD
27h 32m1 stop
$1,090Multiple Airlines
Mon, Dec 29 - Fri, Jan 2
Multiple Airlines Logo
6:45 am - 1:10 pm
ORD
-
HYA
5h 25m1 stop
Multiple Airlines Logo
12:07 pm - 6:46 pm
HYA
-
ORD
7h 39m1 stop
$1,285Multiple Airlines
Mon, Dec 29 - Fri, Jan 2
Multiple Airlines Logo
7:38 pm - 1:00 pm
ORD
-
HYA
40h 22m3 stops
Multiple Airlines Logo
7:05 am - 7:02 pm
HYA
-
ORD
12h 57m2 stops
$1,348Multiple Airlines
Mon, Dec 29 - Fri, Jan 2
Multiple Airlines Logo
7:38 pm - 7:35 pm
ORD
-
HYA
22h 57m3 stops
Multiple Airlines Logo
6:24 am - 7:02 pm
HYA
-
ORD
13h 38m3 stops
$1,490Multiple Airlines
Mon, Dec 29 - Fri, Jan 2
Multiple Airlines Logo
6:45 am - 5:20 pm
ORD
-
HYA
9h 35m2 stops
Multiple Airlines Logo
12:07 pm - 10:04 pm
HYA
-
ORD
10h 57m2 stops
$1,751Multiple Airlines
Mon, Dec 29 - Fri, Jan 2

momondo Fare Finder

 
Customize your flight search to find flights from Illinois 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 December 16, 2025.
Use the filters below to find and compare flights from Illinois to Hyannis that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 12/29

12:39 pm-11:02 am

2 stops21h 23m

Hyannis Barnstable

Fri 1/2

10:25 am-12:57 pm

1 stop27h 32m

$1,090

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 12/29

6:45 am-1:10 pm

1 stop5h 25m

Hyannis Barnstable

Fri 1/2

12:07 pm-6:46 pm

1 stop7h 39m

$1,285

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 12/29

7:38 pm-1:00 pm

3 stops40h 22m

Hyannis Barnstable

Fri 1/2

7:05 am-7:02 pm

2 stops12h 57m

$1,348

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 12/29

7:38 pm-7:35 pm

3 stops22h 57m

Hyannis Barnstable

Fri 1/2

6:24 am-7:02 pm

3 stops13h 38m

$1,490

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 12/29

6:45 am-5:20 pm

2 stops9h 35m

Hyannis Barnstable

Fri 1/2

12:07 pm-10:04 pm

2 stops10h 57m

$1,751

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 1/13

5:57 pm-11:02 am

2 stops16h 05m

$206

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 2/14

10:00 am-5:20 pm

1 stop6h 20m

$208

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 1/14

5:57 pm-11:02 am

2 stops16h 05m

$210

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 1/15

7:45 am-5:20 pm

1 stop8h 35m

$218

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 1/15

5:15 am-11:02 am

2 stops28h 47m

$219

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Illinois 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 day to depart on your flight to Hyannis?

The cheapest day to depart from Illinois to Hyannis is on a Wednesday when prices can be found for as low as $289. On the other hand, Thursday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $417.

What is the cheapest Illinois to Hyannis Barnstable flight route?

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

What cabin class options are available on Illinois to Hyannis Barnstable flights?

There is only 1 cabin class available to choose from on Illinois to Hyannis Barnstable 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 Illinois to Hyannis flights?

No. A direct flight is the cheapest option for a flight between Illinois to Hyannis.

Cheap Illinois to Hyannis flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Hyannis

Fastest flight time

21h 23m

Direct flights

None
The fastest flight from Illinois to Hyannis takes 21h 23m
There are no direct flights from Illinois to Hyannis. There are no popular flight routes from Illinois to Hyannis.
  • When did momondo last update prices for flights from Illinois to Hyannis Barnstable Airport?

    Prices for flights from Illinois to Hyannis Barnstable Airport were last updated today.

  • How old do you have to be to fly from Illinois to Hyannis Barnstable Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Hyannis Barnstable Airport.

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

    The travel and health documents required for your trip to Hyannis Barnstable Airport 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 Hyannis Barnstable Airport. 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 Illinois to Hyannis?

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Hyannis from Illinois.

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

Flights from Illinois 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 Illinois to Hyannis?

Once all potential Illinois to Hyannis flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Hyannis, momondo offers a useful price alert feature which will track prices for flights to Hyannis from Illinois and alert you when they change.

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1 adult
Thu 1/15
Thu 1/22

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