ORD

$79 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 8/26. 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

Tue, Aug 25 - Thu, Aug 27
JetBlue Logo
4:20 pm - 9:58 pm
HYA
-
ORD
6h 38m
1 stop
JetBlue Logo
6:00 am - 3:13 pm
ORD
-
HYA
8h 13m
1 stop
$175JetBlue
Tue, Aug 4 - Wed, Aug 5
JetBlue Logo
4:53 pm - 9:58 pm
HYA
-
ORD
6h 05m
1 stop
JetBlue Logo
9:37 am - 3:13 pm
ORD
-
HYA
4h 36m
1 stop
$183JetBlue
Thu, Sep 24 - Mon, Sep 28
JetBlue Logo
4:00 pm - 10:06 pm
MVY
-
ORD
7h 06m
1 stop
JetBlue Logo
6:30 am - 3:05 pm
ORD
-
MVY
7h 35m
1 stop
$190JetBlue
Fri, Sep 4 - Tue, Sep 8
JetBlue Logo
4:20 pm - 9:58 pm
HYA
-
ORD
6h 38m
1 stop
JetBlue Logo
6:00 am - 3:11 pm
ORD
-
HYA
8h 11m
1 stop
$191JetBlue
Thu, Aug 27 - Sun, Sep 6
Delta Logo
11:53 am - 6:03 pm
MVY
-
ORD
7h 10m
1 stop
Delta Logo
9:30 am - 3:08 pm
ORD
-
MVY
4h 38m
1 stop
$196Delta
Wed, Jul 29 - Wed, Aug 5
American Airlines Logo
11:19 am - 5:38 pm
ACK
-
ORD
7h 19m
1 stop
American Airlines Logo
8:00 am - 4:30 pm
ORD
-
ACK
7h 30m
1 stop
$282American Airlines
Fri, Aug 21 - Sun, Aug 23
Delta Logo
3:24 pm - 9:52 pm
ACK
-
ORD
7h 28m
1 stop
Delta Logo
5:30 am - 2:41 pm
ORD
-
ACK
8h 11m
2 stops
$304Delta
Wed, Jul 22 - Tue, Jul 28
American Airlines Logo
1:51 pm - 6:08 pm
MVY
-
ORD
5h 17m
1 stop
American Airlines Logo
6:37 am - 11:52 am
ORD
-
MVY
4h 15m
1 stop
$316American Airlines
Tue, Jul 14 - Sat, Jul 18
Multiple Airlines Logo
7:00 am - 5:34 pm
EWB
-
ORD
11h 34m
2 stops
Multiple Airlines Logo
9:41 am - 9:03 pm
ORD
-
EWB
10h 22m
2 stops
$466Multiple Airlines
Tue, Aug 4 - Thu, Aug 6
Multiple Airlines Logo
7:00 am - 5:34 pm
EWB
-
ORD
11h 34m
2 stops
Multiple Airlines Logo
6:00 am - 6:38 pm
ORD
-
EWB
11h 38m
2 stops
$499Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$79
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 9% 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
Merrillville
South Haven
Oak Brook
Saint Joseph
Tinley Park
Hammond
Elk Grove Village
Des Plaines
Hoffman Estates
Portage
Willowbrook
South Holland
Delavan
Lansing
Northbrook
Lisle
Elmhurst
Alsip
Pleasant Prairie

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports