ORD

$105 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 6/28. 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

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Flights 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

Thu, Aug 21 - Sun, Aug 24
American Airlines Logo
1:44 pm - 7:02 pmHYA-ORD
6h 18m1 stop
American Airlines Logo
6:06 am - 1:51 pmORD-HYA
6h 45m1 stop
$279American Airlines
Find Deal
Tue, Jul 29 - Thu, Jul 31
American Airlines Logo
5:19 pm - 11:29 pmACK-ORD
7h 10m1 stop
American Airlines Logo
11:40 am - 4:49 pmORD-ACK
4h 09m1 stop
$328American Airlines
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Fri, Jul 4 - Sun, Jul 6
United Airlines Logo
11:53 am - 5:10 pmACK-ORD
6h 17m1 stop
United Airlines Logo
10:35 am - 2:29 pmORD-ACK
2h 54mnonstop
$418United Airlines
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Tue, Jul 29 - Thu, Jul 31
United Airlines Logo
11:53 am - 7:49 amACK-ORD
20h 56m2 stops
United Airlines Logo
9:32 pm - 3:24 pmORD-ACK
16h 52m2 stops
$499United Airlines
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Fri, Jul 4 - Sun, Jul 6
Delta Logo
12:05 pm - 11:59 pmACK-ORD
12h 54m2 stops
Delta Logo
7:05 am - 2:40 pmORD-ACK
6h 35m2 stops
$503Delta
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Tue, Jul 22 - Thu, Jul 24
JetBlue Logo
5:15 pm - 10:28 pmHYA-ORD
6h 13m1 stop
JetBlue Logo
8:40 am - 5:38 pmORD-HYA
7h 58m1 stop
$510JetBlue
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Fri, Jul 11 - Mon, Jul 14
JetBlue Logo
5:15 pm - 10:28 pmHYA-ORD
6h 13m1 stop
JetBlue Logo
8:40 am - 5:38 pmORD-HYA
7h 58m1 stop
$529JetBlue
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Thu, Jul 3 - Sun, Jul 6
Delta Logo
4:45 pm - 10:21 pmACK-ORD
6h 36m1 stop
Delta Logo
7:05 am - 2:40 pmORD-ACK
6h 35m2 stops
$594Delta
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Thu, Jun 26 - Mon, Jun 30
Logo
8:56 am - 3:53 pmPVC-ORD
7h 57m1 stop
Logo
4:51 pm - 8:36 amORD-PVC
14h 45m1 stop
$647
Find Deal
Thu, Jun 26 - Fri, Jun 27
Logo
12:45 pm - 11:45 pmACK-ORD
12h 00m2 stops
Logo
1:34 pm - 2:25 pmORD-ACK
23h 51m3 stops
$730
Find Deal
Useful Info

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$105
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 0% lower on average.
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.

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago (ORD)

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