ORD

$182 Find Cheap Flights from Cape Cod and the Islands to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 1/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$395
JetBlue
Tue 2/10Thu 2/12
HYA - ORD • 1 stop
Cheapest one-way
$182
JetBlue
Mon 1/5
HYA - ORD • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Cape Cod and the Islands to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cape Cod and the Islands to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cape Cod and the Islands to Chicago

Tue, Feb 10 - Thu, Feb 12
JetBlue Logo
12:07 pm - 5:44 pmHYA-ORD
6h 37m1 stop
JetBlue Logo
10:00 am - 6:39 pmORD-HYA
7h 39m1 stop
$395JetBlue
Find Deal
Mon, Mar 16 - Wed, Mar 18
JetBlue Logo
12:07 pm - 5:31 pmHYA-ORD
6h 24m1 stop
JetBlue Logo
12:10 pm - 6:39 pmORD-HYA
5h 29m1 stop
$435JetBlue
Find Deal
Mon, Mar 16 - Wed, Mar 18
JetBlue Logo
12:07 pm - 5:31 pmHYA-ORD
6h 24m1 stop
JetBlue Logo
12:10 pm - 6:39 pmORD-HYA
5h 29m1 stop
$465JetBlue
Find Deal
Sat, Dec 6 - Sat, Dec 13
JetBlue Logo
12:07 pm - 9:52 pmHYA-ORD
10h 45m2 stops
JetBlue Logo
11:25 am - 6:39 pmORD-HYA
6h 14m1 stop
$513JetBlue
Find Deal
Mon, Nov 24 - Tue, Dec 2
JetBlue Logo
2:30 pm - 7:27 pmHYA-ORD
5h 57m1 stop
JetBlue Logo
11:25 am - 6:39 pmORD-HYA
6h 14m1 stop
$515JetBlue
Find Deal
Fri, Nov 21 - Tue, Nov 25
JetBlue Logo
12:07 pm - 7:39 pmHYA-ORD
8h 32m1 stop
JetBlue Logo
1:00 pm - 6:39 pmORD-HYA
4h 39m1 stop
$635JetBlue
Find Deal
Mon, Nov 24 - Wed, Dec 3
JetBlue Logo
2:30 pm - 7:27 pmHYA-ORD
5h 57m1 stop
JetBlue Logo
11:25 am - 6:39 pmORD-HYA
6h 14m1 stop
$667JetBlue
Find Deal
Fri, Nov 21 - Tue, Nov 25
Multiple Airlines Logo
9:35 am - 5:59 pmHYA-ORD
9h 24m1 stop
Multiple Airlines Logo
3:43 pm - 2:00 pmORD-HYA
21h 17m2 stops
$738Multiple Airlines
Find Deal
Thu, Nov 20 - Mon, Nov 24
Multiple Airlines Logo
11:40 am - 4:03 pmMVY-ORD
29h 23m3 stops
Multiple Airlines Logo
6:48 am - 8:45 pmORD-MVY
12h 57m2 stops
$819Multiple Airlines
Find Deal
Fri, Dec 12 - Fri, Dec 19
JetBlue Logo
1:34 pm - 7:43 pmMVY-ORD
7h 09m1 stop
JetBlue Logo
6:45 am - 1:23 pmORD-MVY
5h 38m1 stop
$884JetBlue
Find Deal
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$182
Best time to beat the crowds with an average 6% drop in price.
Flight from Hyannis to Chicago

FAQs for booking Cape Cod and the Islands to Chicago flights

  • How does KAYAK find such low prices on flights from Cape Cod and the Islands to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cape Cod and the Islands to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cape Cod and the Islands to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Cape Cod and the Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cape Cod and the Islands to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Cape Cod and the Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cape Cod and the Islands to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Cape Cod and the Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Gurnee
South Haven
Merrillville
Oak Brook
Saint Joseph
Tinley Park
Elk Grove Village
Hoffman Estates
Des Plaines
Hammond
Willowbrook
Portage
Delavan
Northbrook
South Holland
Elmhurst
Lansing
Pleasant Prairie
Valparaiso
Lisle

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago (ORD)