$275 Find Cheap Flights from Grand Cayman to Illinois

1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonNovember
Cheapest flight$275
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from George Town to Chicago

FAQs for booking flights from Grand Cayman to Illinois

  • How does KAYAK find such low prices on flights from Grand Cayman to Illinois?

    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 Grand Cayman to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Grand Cayman to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Grand Cayman to Illinois 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 Grand Cayman to Illinois?

    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 from Grand Cayman to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Cayman to Illinois?

    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 from Grand Cayman to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Illinois?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago O'Hare Intl Airport (ORD), with an average flight price of $577.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Sunday where round-trip tickets can be as cheap as $551. On the other hand, the most expensive day to fly is Wednesday, where round-trip prices are $1,867 on average.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $591 on average. Morning departures are around 9% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $666.

  • What is the cheapest flight to Illinois?

    The cheapest ticket to Illinois from Grand Cayman found in the last 72 hours was to Chicago O'Hare Intl Airport, at $431 round-trip. The most popular route is George Town (GCM) to Chicago O'Hare Intl Airport (ORD) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $431.

  • How long is the flight to Illinois?

    An average nonstop flight from Grand Cayman to Illinois takes 6h 11m, covering a distance of 1605 miles. The shortest route is George Town (GCM) to Chicago O'Hare Intl Airport (ORD) with an average flight time of 4h 22m.

  • What is the most popular destination in Illinois?

    Based on KAYAK flight searches, the most popular destination is Chicago (100% of total searches to Illinois).

Book cheap flights from Grand Cayman to Illinois

Recent round-trip flight deals

6/17Tue
1 stop
10h 26mGCM-ORD
6/24Tue
2 stops
10h 19mORD-GCM
$500
6/17Tue
1 stop
10h 26mGCM-ORD
6/24Tue
1 stop
26h 27mORD-GCM
$518
6/5Thu
1 stop
24h 56mGCM-ORD
6/9Mon
2 stops
18h 56mORD-GCM
$550
6/5Thu
1 stop
24h 56mGCM-ORD
6/9Mon
1 stop
10h 50mORD-GCM
$559
6/27Fri
1 stopSouthwest
10h 55mGCM-MDW
6/30Mon
2 stopsSouthwest
14h 05mMDW-GCM
$576
6/27Fri
1 stopSouthwest
10h 55mGCM-MDW
6/30Mon
1 stopSouthwest
6h 50mMDW-GCM
$596
6/17Tue
1 stopDelta
9h 05mGCM-MDW
6/24Tue
1 stopDelta
5h 25mMDW-GCM
$601
6/27Fri
2 stopsSouthwest
12h 20mGCM-MDW
6/30Mon
2 stopsSouthwest
16h 05mMDW-GCM
$606
6/27Fri
1 stopAmerican Airlines
7h 20mGCM-ORD
6/30Mon
2 stopsAmerican Airlines
7h 41mORD-GCM
$614
6/27Fri
2 stopsAmerican Airlines
11h 14mGCM-ORD
6/30Mon
2 stopsAmerican Airlines
7h 41mORD-GCM
$704

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/28Wed
1 stop
28h 33mGCM-ORD
$275
8/5Tue
1 stop
21h 21mGCM-ORD
$292
8/2Sat
1 stop
24h 01mGCM-ORD
$314
5/28Wed
2 stops
32h 37mGCM-ORD
$316
8/4Mon
2 stopsAir Canada
43h 09mGCM-ORD
$342
7/3Thu
1 stopUnited Airlines
7h 58mGCM-ORD
$393
7/4Fri
2 stopsAmerican Airlines
10h 20mGCM-ORD
$402
7/5Sat
nonstopUnited Airlines
4h 22mGCM-ORD
$412
7/7Mon
2 stopsAir Canada
21h 02mGCM-ORD
$437
7/1Tue
2 stopsAmerican Airlines
10h 59mGCM-ORD
$447

Search by stops

Search by airline

Search by price

Everything you need to know for your flight to Illinois

Cabin class types available on flights to Grand Cayman

Cabin classes available on flights to Grand Cayman. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.