ORD

$181 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 6/23. 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
$410
Multiple Airlines
Wed 1/7Sun 1/11
HYA - ORD • 1 stop
Cheapest one-way
$181
American Airlines
Tue 6/23
ACK - ORD • 1 stop
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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

Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
12:07 pm - 5:43 pm
HYA
-
ORD
6h 36m1 stop
Multiple Airlines Logo
7:45 am - 5:20 pm
ORD
-
HYA
8h 35m1 stop
$410Multiple Airlines
Sat, Jan 10 - Wed, Jan 14
Multiple Airlines Logo
12:07 pm - 5:43 pm
HYA
-
ORD
6h 36m1 stop
Multiple Airlines Logo
9:40 am - 5:20 pm
ORD
-
HYA
6h 40m2 stops
$459Multiple Airlines
Wed, Jan 7 - Sun, Jan 11
Multiple Airlines Logo
12:07 pm - 5:43 pm
HYA
-
ORD
6h 36m1 stop
Multiple Airlines Logo
9:15 am - 5:20 pm
ORD
-
HYA
7h 05m2 stops
$464Multiple Airlines
Mon, Mar 30 - Tue, Mar 31
JetBlue Logo
12:07 pm - 5:24 pm
HYA
-
ORD
6h 17m1 stop
JetBlue Logo
10:00 am - 5:20 pm
ORD
-
HYA
6h 20m1 stop
$555JetBlue
Fri, Feb 6 - Sun, Feb 8
JetBlue Logo
10:10 am - 5:43 pm
MVY
-
ORD
8h 33m1 stop
JetBlue Logo
7:45 am - 3:35 pm
ORD
-
MVY
6h 50m1 stop
$564JetBlue
Sat, Jan 10 - Wed, Jan 14
JetBlue Logo
10:10 am - 5:43 pm
MVY
-
ORD
8h 33m1 stop
JetBlue Logo
7:45 am - 3:35 pm
ORD
-
MVY
6h 50m1 stop
$574JetBlue
Sun, Jan 25 - Sun, Feb 1
JetBlue Logo
10:10 am - 5:43 pm
MVY
-
ORD
8h 33m1 stop
JetBlue Logo
7:45 am - 3:35 pm
ORD
-
MVY
6h 50m1 stop
$584JetBlue
Mon, Jan 12 - Fri, Jan 16
JetBlue Logo
1:28 pm - 5:43 pm
MVY
-
ORD
5h 15m1 stop
JetBlue Logo
7:45 am - 3:35 pm
ORD
-
MVY
6h 50m1 stop
$604JetBlue
Sun, Jan 11 - Thu, Jan 15
JetBlue Logo
10:10 am - 5:43 pm
MVY
-
ORD
8h 33m1 stop
JetBlue Logo
7:45 am - 3:35 pm
ORD
-
MVY
6h 50m1 stop
$624JetBlue
Thu, Jan 15 - Sun, Jan 18
JetBlue Logo
10:10 am - 5:43 pm
MVY
-
ORD
8h 33m1 stop
JetBlue Logo
7:45 am - 3:35 pm
ORD
-
MVY
6h 50m1 stop
$629JetBlue
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$181
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Nantucket 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
Des Plaines
Hoffman Estates
Hammond
Willowbrook
Portage
South Holland
Delavan
Northbrook
Pleasant Prairie
Lansing
Elmhurst
Valparaiso
Lisle

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago (ORD)