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Cheap flights from Illinois to Boston from $218

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 3/23. 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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Cheap round-trip flights

JetBlue Logo
12:10 pm - 6:39 pmORD-HYA
5h 29m1 stop
JetBlue Logo
12:07 pm - 5:31 pmHYA-ORD
6h 24m1 stop
$425JetBlue
Find Deal
Mon, Feb 16 - Fri, Feb 20
JetBlue Logo
10:08 am - 6:39 pmORD-HYA
7h 31m1 stop
JetBlue Logo
7:58 am - 5:55 pmHYA-ORD
10h 57m1 stop
$485JetBlue
Find Deal
Tue, Oct 21 - Tue, Oct 28
Multiple Airlines Logo
1:55 pm - 11:30 amORD-HYA
20h 35m1 stop
Multiple Airlines Logo
12:07 pm - 11:40 amHYA-ORD
24h 33m1 stop
$511Multiple Airlines
Find Deal
Sat, Nov 1 - Mon, Nov 3
Multiple Airlines Logo
6:20 pm - 11:30 amORD-HYA
16h 10m2 stops
Multiple Airlines Logo
12:07 pm - 8:00 amHYA-ORD
20h 53m1 stop
$516Multiple Airlines
Find Deal
Sat, Nov 1 - Mon, Nov 3
JetBlue Logo
11:20 am - 6:39 pmORD-HYA
6h 19m1 stop
JetBlue Logo
12:07 pm - 7:27 pmHYA-ORD
8h 20m1 stop
$550JetBlue
Find Deal
Thu, Nov 6 - Thu, Nov 20
JetBlue Logo
11:50 am - 6:39 pmORD-HYA
5h 49m1 stop
JetBlue Logo
12:07 pm - 7:50 pmHYA-ORD
8h 43m1 stop
$580JetBlue
Find Deal
Fri, Nov 21 - Sat, Nov 22
Multiple Airlines Logo
9:25 pm - 6:39 pmORD-HYA
20h 14m1 stop
Multiple Airlines Logo
7:58 am - 12:40 pmHYA-ORD
5h 42m1 stop
$583Multiple Airlines
Find Deal
Mon, Nov 3 - Wed, Nov 5
Multiple Airlines Logo
6:20 pm - 11:30 amORD-HYA
16h 10m2 stops
Multiple Airlines Logo
12:07 pm - 5:05 pmHYA-ORD
29h 58m2 stops
$593Multiple Airlines
Find Deal
Sat, Nov 1 - Mon, Nov 3
JetBlue Logo
11:20 am - 6:39 pmORD-HYA
6h 19m1 stop
JetBlue Logo
12:07 pm - 5:55 pmHYA-ORD
6h 48m1 stop
$595JetBlue
Find Deal
Mon, Oct 27 - Fri, Oct 31
JetBlue Logo
10:08 am - 5:38 pmORD-HYA
6h 30m1 stop
JetBlue Logo
10:16 am - 8:51 pmHYA-ORD
11h 35m1 stop
$617JetBlue
Find Deal
Wed, Oct 8 - Sun, Oct 12

JetBlue flights from Illinois to Hyannis

Our best JetBlue deals on Illinois to Hyannis flight tickets
JetBlue
Feb 16
ORD12:10 pmChicago O'Hare Intl
5h 29m
1 stop
HYA6:39 pmHyannis Barnstable
Feb 20
HYA12:07 pmHyannis Barnstable
6h 24m
1 stop
ORD5:31 pmChicago O'Hare Intl
$425
Find similar
JetBlue
Oct 21
ORD10:08 amChicago O'Hare Intl
7h 31m
1 stop
HYA6:39 pmHyannis Barnstable
Oct 28
HYA7:58 amHyannis Barnstable
10h 57m
1 stop
ORD5:55 pmChicago O'Hare Intl
$485
Find similar
JetBlue
Nov 6
ORD11:20 amChicago O'Hare Intl
6h 19m
1 stop
HYA6:39 pmHyannis Barnstable
Nov 20
HYA12:07 pmHyannis Barnstable
8h 20m
1 stop
ORD7:27 pmChicago O'Hare Intl
$550
Find similar

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 September 25, 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 2/16

12:10 pm-6:39 pm

1 stop5h 29m

Hyannis Barnstable

Fri 2/20

12:07 pm-5:31 pm

1 stop6h 24m

$425

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Tue 10/21

10:08 am-6:39 pm

1 stop7h 31m

Hyannis Barnstable

Tue 10/28

7:58 am-5:55 pm

1 stop10h 57m

$485

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 11/1

1:55 pm-11:30 am

1 stop20h 35m

Hyannis Barnstable

Mon 11/3

12:07 pm-11:40 am

1 stop24h 33m

$511

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 11/1

6:20 pm-11:30 am

2 stops16h 10m

Hyannis Barnstable

Mon 11/3

12:07 pm-8:00 am

1 stop20h 53m

$516

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 11/6

11:20 am-6:39 pm

1 stop6h 19m

Hyannis Barnstable

Thu 11/20

12:07 pm-7:27 pm

1 stop8h 20m

$550

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 11/21

11:50 am-6:39 pm

1 stop5h 49m

Hyannis Barnstable

Sat 11/22

12:07 pm-7:50 pm

1 stop8h 43m

$580

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 11/3

9:25 pm-6:39 pm

1 stop20h 14m

Hyannis Barnstable

Wed 11/5

7:58 am-12:40 pm

1 stop5h 42m

$583

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 11/1

6:20 pm-11:30 am

2 stops16h 10m

Hyannis Barnstable

Mon 11/3

12:07 pm-5:05 pm

2 stops29h 58m

$593

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Mon 10/27

11:20 am-6:39 pm

1 stop6h 19m

Hyannis Barnstable

Fri 10/31

12:07 pm-5:55 pm

1 stop6h 48m

$595

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Wed 10/8

10:08 am-5:38 pm

1 stop6h 30m

Hyannis Barnstable

Sun 10/12

10:16 am-8:51 pm

1 stop11h 35m

$617

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 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

Direct flights

None
There are no direct flights from Illinois to Hyannis. There are no popular flight routes from Illinois to Hyannis.
Search flight deals

  • 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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