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Cheap flights from Illinois 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 Illinois 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 2:24 pm
ORD
-
HYA
7h 24m
1 stop
American Airlines Logo
6:08 pm - 11:30 pm
HYA
-
ORD
6h 22m
1 stop
$265American Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
6:00 am - 2:24 pm
ORD
-
HYA
7h 24m
1 stop
American Airlines Logo
6:08 pm - 11:30 pm
HYA
-
ORD
6h 22m
1 stop
$282American Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
7:10 am - 1:35 pm
ORD
-
HYA
5h 25m
1 stop
American Airlines Logo
6:07 pm - 11:30 pm
HYA
-
ORD
6h 23m
1 stop
$330American Airlines
Fri, Jun 19 - Fri, Jun 26
American Airlines Logo
6:37 am - 12:35 pm
ORD
-
HYA
4h 58m
1 stop
American Airlines Logo
10:39 am - 5:14 pm
HYA
-
ORD
7h 35m
1 stop
$335American Airlines
Sat, Jul 25 - Sat, Aug 15
American Airlines Logo
6:34 am - 12:12 pm
ORD
-
HYA
4h 38m
1 stop
American Airlines Logo
10:39 am - 5:14 pm
HYA
-
ORD
7h 35m
1 stop
$345American Airlines
Sat, Aug 22 - Sat, Aug 29
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
$350American Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
6:34 am - 12:12 pm
ORD
-
HYA
4h 38m
1 stop
American Airlines Logo
5:59 pm - 11:59 pm
HYA
-
ORD
7h 00m
1 stop
$359American Airlines
Sat, Aug 22 - Fri, Aug 28
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
$371American Airlines
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
6:59 am - 12:54 pm
ORD
-
HYA
4h 55m
1 stop
American Airlines Logo
6:07 pm - 11:30 pm
HYA
-
ORD
6h 23m
1 stop
$383American Airlines
Thu, Jun 25 - Wed, Jul 1
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
$388American Airlines
Sat, Jul 4 - Sat, Jul 11

American Airlines flights from Illinois to Hyannis

Our best American Airlines deals on Illinois to Hyannis flight tickets
American Airlines
Jul 4
ORD6:00 amChicago O'Hare Intl
7h 24m
1 stop
HYA2:24 pmHyannis Barnstable
Jul 11
HYA6:08 pmHyannis Barnstable
6h 22m
1 stop
ORD11:30 pmChicago O'Hare Intl
$265
American Airlines
Jul 4
ORD6:00 amChicago O'Hare Intl
7h 24m
1 stop
HYA2:24 pmHyannis Barnstable
Jul 11
HYA6:08 pmHyannis Barnstable
6h 22m
1 stop
ORD11:30 pmChicago O'Hare Intl
$282
American Airlines
Jun 19
ORD7:10 amChicago O'Hare Intl
5h 25m
1 stop
HYA1:35 pmHyannis Barnstable
Jun 26
HYA6:07 pmHyannis Barnstable
6h 23m
1 stop
ORD11:30 pmChicago O'Hare Intl
$330

JetBlue flights from Illinois to Hyannis

Our best JetBlue deals on Illinois to Hyannis flight tickets
JetBlue
Jul 20
ORD6:00 amChicago O'Hare Intl
8h 11m
1 stop
HYA3:11 pmHyannis Barnstable
Jul 30
HYA1:20 pmHyannis Barnstable
7h 05m
1 stop
ORD7:25 pmChicago O'Hare Intl
$600
JetBlue
Jul 4
ORD6:00 amChicago O'Hare Intl
7h 42m
1 stop
HYA2:42 pmHyannis Barnstable
Jul 8
HYA4:23 pmHyannis Barnstable
6h 04m
1 stop
ORD9:27 pmChicago O'Hare Intl
$611
JetBlue
Jul 4
ORD6:00 amChicago O'Hare Intl
7h 42m
1 stop
HYA2:42 pmHyannis Barnstable
Jul 8
HYA4:23 pmHyannis Barnstable
6h 04m
1 stop
ORD9:27 pmChicago O'Hare Intl
$616

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 May 10, 2026.
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

Cheapest round-trip

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/4

6:00 am-2:24 pm

1 stop7h 24m

Hyannis Barnstable

Sat 7/11

6:08 pm-11:30 pm

1 stop6h 22m

$265

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/4

6:00 am-2:24 pm

1 stop7h 24m

Hyannis Barnstable

Sat 7/11

6:08 pm-11:30 pm

1 stop6h 22m

$282

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Fri 6/19

7:10 am-1:35 pm

1 stop5h 25m

Hyannis Barnstable

Fri 6/26

6:07 pm-11:30 pm

1 stop6h 23m

$330

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 7/25

6:37 am-12:35 pm

1 stop4h 58m

Hyannis Barnstable

Sat 8/15

10:39 am-5:14 pm

1 stop7h 35m

$335

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 8/22

6:34 am-12:12 pm

1 stop4h 38m

Hyannis Barnstable

Sat 8/29

10:39 am-5:14 pm

1 stop7h 35m

$345
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

6:08 pm-11:30 pm

1 stop6h 22m

$350

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Sat 8/22

6:34 am-12:12 pm

1 stop4h 38m

Hyannis Barnstable

Fri 8/28

5:59 pm-11:59 pm

1 stop7h 00m

$359

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

$371

ChicagoHyannis

ORD - HYA

ORDHYA

Chicago O'Hare Intl

Thu 6/25

6:59 am-12:54 pm

1 stop4h 55m

Hyannis Barnstable

Wed 7/1

6:07 pm-11:30 pm

1 stop6h 23m

$383

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

$388

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 Illinois to Hyannis Barnstable flight route?

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

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

2h 50m

Direct flights

Sun

Airports in Hyannis

1 airport
The fastest flight from Illinois to Hyannis takes 2h 50m
Direct flights go from Illinois to Hyannis on Sunday. There are no airlines offering direct flights.
There is 1 airport in Hyannis. From Illinois there are direct flights to Hyannis Barnstable (HYA).
Search flight deals

Frequently asked questions about flying 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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