ORD

$125 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 5/24. 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

Fri, Aug 21 - Mon, Aug 24
Delta Logo
4:59 pm - 10:43 pm
MVY
-
ORD
6h 44m
1 stop
Delta Logo
6:00 am - 11:20 am
ORD
-
MVY
4h 20m
1 stop
$250Delta
Thu, Jul 23 - Tue, Jul 28
Delta Logo
1:18 pm - 5:45 pm
MVY
-
ORD
5h 27m
1 stop
Delta Logo
7:00 am - 2:59 pm
ORD
-
MVY
6h 59m
1 stop
$279Delta
Thu, Jul 9 - Sun, Jul 12
Delta Logo
12:15 pm - 7:10 pm
ACK
-
ORD
7h 55m
1 stop
Delta Logo
6:00 am - 2:41 pm
ORD
-
ACK
7h 41m
1 stop
$303Delta
Fri, Jul 10 - Tue, Jul 14
JetBlue Logo
4:55 pm - 8:44 pm
MVY
-
ORD
4h 49m
1 stop
JetBlue Logo
9:33 am - 4:00 pm
ORD
-
MVY
5h 27m
1 stop
$339JetBlue
Mon, Jul 27 - Wed, Jul 29
JetBlue Logo
4:20 pm - 8:44 pm
HYA
-
ORD
5h 24m
1 stop
JetBlue Logo
9:33 am - 3:17 pm
ORD
-
HYA
4h 44m
1 stop
$366JetBlue
Tue, Jul 28 - Sat, Aug 1
American Airlines Logo
5:30 pm - 11:21 pm
MVY
-
ORD
6h 51m
1 stop
American Airlines Logo
6:00 am - 1:31 pm
ORD
-
MVY
6h 31m
1 stop
$380American Airlines
Thu, Jul 30 - Mon, Aug 3
American Airlines Logo
10:41 am - 3:38 pm
MVY
-
ORD
5h 57m
1 stop
American Airlines Logo
9:50 am - 5:00 pm
ORD
-
MVY
6h 10m
1 stop
$424American Airlines
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
7:05 am - 9:44 pm
HYA
-
ORD
15h 39m
2 stops
Multiple Airlines Logo
8:58 am - 5:20 pm
ORD
-
HYA
7h 22m
1 stop
$604Multiple Airlines
Fri, Jun 12 - Mon, Jun 15
Multiple Airlines Logo
7:00 am - 8:44 pm
EWB
-
ORD
14h 44m
2 stops
Multiple Airlines Logo
9:33 am - 4:45 pm
ORD
-
EWB
6h 12m
2 stops
$642Multiple Airlines
Thu, Jul 9 - Sun, Jul 12
United Airlines Logo
10:53 am - 4:33 pm
ACK
-
ORD
6h 40m
1 stop
United Airlines Logo
10:35 am - 2:29 pm
ORD
-
ACK
2h 54mnonstop
$688United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$125
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from West Tisbury 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
Hammond
Des Plaines
Hoffman Estates
Willowbrook
Portage
South Holland
Delavan
Northbrook
Lansing
Pleasant Prairie
Lisle
Elmhurst
Valparaiso

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago (ORD)