Compare live prices for GCM to ORD on
Wed, 15 Apr 2026. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
GCM → ORD15 Apr 2026Live inventory
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Showing 25
of 106
live flights
Southwest Airlines
WN-913
13:05
04/15/2026
GCM
8h 50m
1 Stop
⏱ MCO · 3h 45m
21:55
04/15/2026
ORD
₹32,522
per person
✕ Non-refundable12 fare options
Southwest Airlines
WN-913
13:05
04/15/2026
GCM
6h 40m
1 Stop
⏱ MCO · 1h 50m
19:45
04/15/2026
MDW
₹33,519
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-913
13:05
04/15/2026
GCM
8h 20m
1 Stop
⏱ MCO · 3h 35m
21:25
04/15/2026
MDW
₹33,519
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-913
13:05
04/15/2026
GCM
20h 40m
1 Stop
⏱ MCO · 15h 35m
09:45
04/16/2026
+1
ORD
₹33,882
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-913
13:05
04/15/2026
GCM
25h 15m
1 Stop
⏱ MCO · 20h 10m
14:20
04/16/2026
+1
ORD
₹33,882
per person
✕ Non-refundable4 fare options
JetBlue Airways
B6-766
15:05
04/15/2026
GCM
16h 36m
1 Stop
⏱ JFK · 10h 1m
07:41
04/16/2026
+1
ORD
₹38,021
per person
✕ Non-refundable5 fare options
United Airlines
UA-799
13:50
04/15/2026
GCM
4h 23m
Non-stop
18:13
04/15/2026
ORD
₹43,350
per person
✕ Non-refundable19 fare options
Delta Air Lines
DL-1870
13:25
04/15/2026
GCM
6h 51m
1 Stop
⏱ ATL · 1h 52m
20:16
04/15/2026
ORD
₹44,099
per person
✕ Non-refundable15 fare options
Delta Air Lines
DL-1870
13:25
04/15/2026
GCM
8h 0m
1 Stop
⏱ ATL · 3h 7m
21:25
04/15/2026
ORD
₹44,099
per person
✕ Non-refundable15 fare options
Delta Air Lines
DL-1870
13:25
04/15/2026
GCM
10h 34m
1 Stop
⏱ ATL · 5h 36m
23:59
04/15/2026
ORD
₹44,099
per person
✕ Non-refundable15 fare options
Delta Air Lines
DL-1870
13:25
04/15/2026
GCM
9h 3m
1 Stop
⏱ ATL · 4h 21m
22:28
04/15/2026
MDW
₹44,099
per person
✕ Non-refundable5 fare options
American Airlines
AA-301
12:35
04/15/2026
GCM
6h 47m
1 Stop
⏱ CLT · 1h 15m
19:22
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-301
12:35
04/15/2026
GCM
11h 19m
1 Stop
⏱ CLT · 5h 56m
23:54
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-301
12:35
04/15/2026
GCM
19h 55m
1 Stop
⏱ CLT · 14h 21m
08:30
04/16/2026
+1
ORD
₹44,306
per person
✕ Non-refundable12 fare options
American Airlines
AA-301
12:35
04/15/2026
GCM
21h 36m
1 Stop
⏱ CLT · 16h 10m
10:11
04/16/2026
+1
ORD
₹44,306
per person
✕ Non-refundable12 fare options
American Airlines
AA-367
14:05
04/15/2026
GCM
7h 33m
1 Stop
⏱ MIA · 2h 11m
21:38
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-1301
12:00
04/15/2026
GCM
8h 0m
1 Stop
⏱ MIA · 2h 38m
20:00
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-367
14:05
04/15/2026
GCM
8h 52m
1 Stop
⏱ MIA · 3h 42m
22:57
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-1301
12:00
04/15/2026
GCM
9h 38m
1 Stop
⏱ MIA · 4h 18m
21:38
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-367
14:05
04/15/2026
GCM
10h 20m
1 Stop
⏱ MIA · 5h 16m
00:25
04/16/2026
+1
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-1301
12:00
04/15/2026
GCM
10h 57m
1 Stop
⏱ MIA · 5h 49m
22:57
04/15/2026
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-1301
12:00
04/15/2026
GCM
12h 25m
1 Stop
⏱ MIA · 7h 23m
00:25
04/16/2026
+1
ORD
₹44,306
per person
✕ Non-refundable17 fare options
American Airlines
AA-367
14:05
04/15/2026
GCM
20h 59m
1 Stop
⏱ MIA · 15h 46m
11:04
04/16/2026
+1
ORD
₹44,306
per person
✕ Non-refundable12 fare options
American Airlines
AA-1301
12:00
04/15/2026
GCM
9h 21m
2 Stops
⏱ MIA · 1h 54m⏱ DCA · 0h 36m
21:21
04/15/2026
ORD
₹44,406
per person
✕ Non-refundable11 fare options
American Airlines
AA-367
14:05
04/15/2026
GCM
9h 49m
2 Stops
⏱ MIA · 2h 11m⏱ CLT · 1h 24m
23:54
04/15/2026
ORD
₹44,406
per person
✕ Non-refundable11 fare options
😕 No flights match your filters.
Grand Cayman (GCM)
Chicago (ORD)
📅 Results on this page are loaded for 15 Apr 2026. Click View all flights for the complete live search.
Grand Cayman to Chicago — what to expect when booking
The GCM–ORD route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
Compare nearby dates
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❓ Frequently asked questions — Grand Cayman to Chicago flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between Grand Cayman,Cayman Islands (GCM) and Chicago,USA (ORD) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.