Book Cheap American Airlines flight from Chicago (ORD) to Hyannis (HYA)

Find The Best Day to Book a Cheap American Airlines Flights From Chicago to Hyannis

Grab a great American Airlines flight from ORD to HYA 

To find a great deal on American Airlines flights with Travelocity, simply enter your origin and destination airports, pick your travel dates, and hit search. From here, you can sort by price, flight duration, and arrival/departure time. You can also filter to find nonstop flights. 

Flying American Airlines Chicago to Hyannis gives you fights to choose from. With that direct flight time of , you’ll be touching down before you know it.  

 

Find cheap flights with American Airlines between Chicago and Hyannis 

American Airlines has a range of great fares on stacks of flights, and to find the most affordable for you, there are a few tricks you can try. Booking in advance, for example, is a great way to grab a fantastic deal. Also, choose the cheapest month, if you can. One-way flights from Chicago to Hyannis with American Airlines are .  

The more flexible you are, the more affordable flights you’re likely to find. Consider one-way flights and connecting flights, as well as standard roundtrip and direct options. Even if you’re flying today, cheap last-minute flights are easy to find by entering your travel dates and hitting search.  

 

Reasons to book your American Airlines flights with Travelocity 

Travelocity makes it easy to book a seat, anywhere in the world. The vast inventory, fast search, and advanced filters put some of the best deals on the planet in one place. Whether you’re traveling on business, with friends, family, or on your own, take your pick from some fantastic options. And with free cancellation and pay later options, you can travel more and worry less.  

American Airlines Airports
Hop on a(n) American Airlines flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
DFWUSADallas-Fort Worth Intl.599
CLTUSACharlotte-Douglas Intl.536
ORDUSAO'Hare Intl.317
PHLUSAPhiladelphia Intl.247
MIAUSAMiami Intl.193
DCAUSARonald Reagan Washington National152
PHXUSASky Harbor Intl.141
LAXUSALos Angeles Intl.81
LGAUSALaGuardia72
BOSUSALogan Intl.57

Travelers ❤️ these 🏨 after their flight to Hyannis

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Stay at this 4-star spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.6/10 Excellent! (351 reviews)
"A great experience. I’ve been to a few indoor water park hotels, and this one is definitely the best. I didn’t feel like every place we went within the hotel was “wet”. Awesome service, super clean, the food was pretty good, immaculate rooms, well thought out pool area, and reasonably priced"

Reviewed on Sep 14, 2025

Margaritaville Resort Cape Cod
Hyannis Host Inn

Hyannis Host Inn

2 out of 5
614 Iyannough Road- Route 132, Hyannis, MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (446 reviews)
"I stayed at the Hyannis Host Inn recently and found it to be a solid, no-frills option and great value. The room was basic but clean, and the location was very convenient, easy to find and close to plenty of restaurants and places to eat. It worked out perfectly for me."

Reviewed on Sep 11, 2025

Hyannis Host Inn
Holiday Inn Hyannis by IHG

Holiday Inn Hyannis by IHG

3 out of 5
1127 Iyannough Rd, Hyannis, MA
Stay at this 3-star hotel in Hyannis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition ...
8/10 Very Good! (940 reviews)
"Comfortable and quiet for a good sleep before the drive off the Cape"

Reviewed on Sep 13, 2025

Holiday Inn Hyannis by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.