HYA - ORD

$386 Find Cheap Flights from Hyannis to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$848
Typical prices: $234-$646
Multiple Airlines
Sat 10/27Mon 10/29
HYA - ORD • 1 stop
Cheapest one-way
$386
Typical prices: $127-$521
Multiple Airlines
Fri 3/9
HYA - ORD • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Hyannis and Chicago O'Hare Intl Airport. You'll need to take a connecting flight to reach the destination.
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Cheap Flights from Hyannis to Chicago (HYA-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hyannis to Chicago

Fri, Dec 18 - Mon, Dec 21
Multiple Airlines Logo
1:20 pm - 7:51 amHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
19h 31m1 stop Boston Logan Intl
Multiple Airlines Logo
9:49 pm - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
16h 11m1 stop Boston Logan Intl
$822Multiple Airlines
Fri, Dec 18 - Mon, Dec 21
Multiple Airlines Logo
1:20 pm - 7:51 amHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
19h 31m1 stop Boston Logan Intl
Multiple Airlines Logo
5:00 am - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
9h 00m2 stops Newark Boston Logan Intl
$827Multiple Airlines
Tue, Oct 27 - Thu, Oct 29
Multiple Airlines Logo
1:20 pm - 7:29 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
7h 09m1 stop Boston Logan Intl
Multiple Airlines Logo
8:24 pm - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
17h 36m1 stop Boston Logan Intl
$848Multiple Airlines
Sat, Oct 17 - Sat, Oct 24
Multiple Airlines Logo
1:20 pm - 10:30 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
10h 10m1 stop Boston Logan Intl
Multiple Airlines Logo
1:55 pm - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
24h 05m1 stop Boston Logan Intl
$862Multiple Airlines
Sat, Oct 17 - Sat, Oct 24
Multiple Airlines Logo
1:20 pm - 10:30 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
10h 10m1 stop Boston Logan Intl
Multiple Airlines Logo
6:06 pm - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
19h 54m2 stops Washington, D.C. Dulles Intl Boston Logan Intl
$867Multiple Airlines
Tue, Oct 27 - Thu, Oct 29
Multiple Airlines Logo
1:20 pm - 1:04 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
24h 44m3 stops Boston Logan Intl Newark Cleveland Hopkins Intl
Multiple Airlines Logo
6:05 am - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
7h 55m1 stop Boston Logan Intl
$873Multiple Airlines
Tue, Oct 27 - Thu, Oct 29
Multiple Airlines Logo
1:20 pm - 1:04 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
24h 44m3 stops Boston Logan Intl Newark Cleveland Hopkins Intl
Multiple Airlines Logo
5:55 am - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
8h 05m2 stops Newark Boston Logan Intl
$878Multiple Airlines
Sat, Oct 17 - Sat, Oct 24
Multiple Airlines Logo
1:20 pm - 11:31 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
11h 11m2 stops Boston Logan Intl Washington, D.C. Dulles Intl
Multiple Airlines Logo
6:06 pm - 3:00 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
19h 54m2 stops Washington, D.C. Dulles Intl Boston Logan Intl
$1,024Multiple Airlines
Mon, Sep 28 - Fri, Oct 2
Multiple Airlines Logo
12:50 pm - 7:01 pmHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
7h 11m1 stop Boston Logan Intl
Multiple Airlines Logo
9:38 am - 3:40 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
5h 02m1 stop Boston Logan Intl
$1,039Multiple Airlines
Thu, Oct 8 - Sun, Oct 11
Multiple Airlines Logo
7:00 am - 11:15 amHYA  Hyannis Barnstable-ORD Chicago O'Hare Intl
5h 15m1 stop Boston Logan Intl
Multiple Airlines Logo
7:29 am - 5:25 pmORD  Chicago O'Hare Intl-HYA Hyannis Barnstable
8h 56m1 stop Boston Logan Intl
$1,075Multiple Airlines
Booking Insights

Price, demand and travel trends for Hyannis to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Hyannis to Chicago O'Hare Intl Airport with more confidence.

What is the cheapest layover airport when flying from Hyannis to Chicago O'Hare Intl Airport?

Flights via New York LaGuardia (LGA) offer the most affordable fares, with an average round-trip price of $305. Based on KAYAK data over the past 3 months.

When flying from Hyannis to Chicago O'Hare Intl Airport which airport offers the shortest layover?

New York LaGuardia (LGA) had the shortest average connection time for Hyannis to Chicago O'Hare Intl Airport layovers at 164 minutes over the past 3 months.

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Key details for Hyannis to Chicago O'Hare Intl Airport flights

Cheapest flight

$386
Flight from Hyannis to Chicago O'Hare Intl Airport

When to book flights from Hyannis to Chicago

Are your dates flexible? Find out the best times to travel from Hyannis to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Hyannis to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Hyannis to Chicago O'Hare Intl Airport flights?

    Among airlines operating Hyannis to Chicago O'Hare Intl Airport flights:

    • American Airlines: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airports can I use when flying from Hyannis to Chicago O'Hare Intl Airport?

    Flights from Hyannis to Chicago O'Hare Intl Airport usually depart from Hyannis Barnstable (HYA) and arrive at Chicago O'Hare Intl (ORD).

  • Which airlines include bags at no extra cost on Hyannis to Chicago O'Hare Intl Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Hyannis to Chicago O'Hare Intl Airport?

    Only Economy Class is available on flights from Hyannis to Chicago O'Hare Intl Airport.

  • How much can I save by taking a layover when flying from Hyannis to Chicago O'Hare Intl Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $305 round-trip via New York LaGuardia (LGA), compared to $646 for nonstop.

  • What is the standard checked-bag allowance on flights from Hyannis to Chicago O'Hare Intl Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $100–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Hyannis to Chicago O'Hare Intl Airport?

    The Embraer 175 family is used most often on this route, operated mainly by American Airlines. Other aircraft seen on the route include Airbus A220-300 variants.

  • Which airports do connecting flights from Hyannis to Chicago O'Hare Intl Airport pass through?

    Most connecting flights from Hyannis to Chicago O'Hare Intl Airport pass through New York LaGuardia (LGA), which handles 100% of one-stop traffic on this route. Other layover airports each see under 5%.

  • Can I save money by using flexible dates for flights from Hyannis to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 64% on the Hyannis to Chicago O'Hare Intl Airport route. Tuesday is the cheapest departure day at $234 round-trip on average, while Saturday is the most expensive at $646, a difference of $412. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • How long is a flight from Hyannis to Chicago O'Hare Intl Airport?

    A nonstop flight from Hyannis to Chicago O'Hare Intl Airport takes 0h 00m, covering 905 miles.

  • Do I need a passport to fly from Hyannis to Chicago O'Hare Intl Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Hyannis to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route varied from about $848 to $1,155. That means the highest observed fare was about 36% higher than the lowest one.

  • How are flight prices from Hyannis to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Hyannis to Chicago O'Hare Intl Airport are currently higher than usual. Average one-way flight prices are about $400, which is 64% above the typical average for this route.

  • What is the time difference between Hyannis and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Hyannis (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • Which airlines offer Wi-Fi on Hyannis to Chicago O'Hare Intl Airport flights?

    American Airlines is the only airline on the Hyannis to Chicago O'Hare Intl Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Hyannis to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Saturday. On this route, Tuesday flights average $234 - about $412 less than Saturday (64% savings) based on the last 12 months.
  • If you have the time, taking a 1-stop flight through New York LaGuardia Airport (LGA) can be cheaper than flying direct. The cheapest layover option averages $305 round-trip on this route - about $341 less than direct flights (based on the last 12 months).

More options for your flight from Hyannis to Chicago

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