ORD

$132 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 7/21. 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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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, Jul 1 - Wed, Jul 8
American Airlines Logo
6:07 pm - 11:30 pm
HYA
-
ORD
6h 23m
1 stop
American Airlines Logo
9:42 am - 5:39 pm
ORD
-
HYA
6h 57m
1 stop
$265American Airlines
Sat, Jun 20 - Sat, Jun 27
American Airlines Logo
6:07 pm - 11:30 pm
HYA
-
ORD
6h 23m
1 stop
American Airlines Logo
9:52 am - 5:37 pm
ORD
-
HYA
6h 45m
1 stop
$282American Airlines
Tue, Jun 23 - Tue, Jun 30
American Airlines Logo
4:25 pm - 9:30 pm
ACK
-
ORD
6h 05m
1 stop
American Airlines Logo
8:00 am - 3:55 pm
ORD
-
ACK
6h 55m
1 stop
$283American Airlines
Thu, Jul 23 - Sun, Jul 26
American Airlines Logo
6:22 pm - 11:30 pm
HYA
-
ORD
6h 08m
1 stop
American Airlines Logo
5:58 am - 1:36 pm
ORD
-
HYA
6h 38m
1 stop
$285American Airlines
Thu, Jul 2 - Sat, Jul 4
Delta Logo
4:40 pm - 10:48 pm
ACK
-
ORD
7h 08m
1 stop
Delta Logo
6:05 am - 2:39 pm
ORD
-
ACK
7h 34m
1 stop
$290Delta
Thu, Jul 2 - Sat, Jul 4
Delta Logo
4:40 pm - 10:48 pm
ACK
-
ORD
7h 08m
1 stop
Delta Logo
7:01 am - 3:48 pm
ORD
-
ACK
7h 47m
2 stops
$296Delta
Wed, Jul 8 - Thu, Jul 9
JetBlue Logo
12:02 pm - 9:27 pm
ACK
-
ORD
10h 25m
1 stop
JetBlue Logo
6:00 am - 3:23 pm
ORD
-
ACK
8h 23m
1 stop
$378JetBlue
Mon, Jul 13 - Wed, Jul 15
JetBlue Logo
10:58 am - 7:25 pm
MVY
-
ORD
9h 27m
1 stop
JetBlue Logo
9:39 am - 4:09 pm
ORD
-
MVY
5h 30m
1 stop
$405JetBlue
Sat, May 23 - Wed, May 27
Multiple Airlines Logo
8:40 am - 1:01 pm
PVC
-
ORD
5h 21m
1 stop
Multiple Airlines Logo
8:50 am - 3:59 pm
ORD
-
PVC
6h 09m
1 stop
$679Multiple Airlines
Sat, May 23 - Wed, May 27
Multiple Airlines Logo
8:40 am - 10:56 pm
PVC
-
ORD
15h 16m
2 stops
Multiple Airlines Logo
8:50 am - 6:55 pm
ORD
-
PVC
9h 05m
1 stop
$684Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$132
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 3% increase 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
Hammond
Elk Grove Village
Des Plaines
Hoffman Estates
Portage
Willowbrook
South Holland
Delavan
Lansing
Northbrook
Lisle
Pleasant Prairie
Elmhurst
Valparaiso

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago (ORD)