Find flights
Deals
Insights
When to book
FAQs & Tips
Airlines

MDW - GCM

$167 Find cheap flights from Chicago Midway Airport to George Town

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to George Town departing on 6/5. 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
0 bags
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to George Town

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to George Town, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to George Town, as well as popular online travel agencies
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

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

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

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

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

Cheap flight deals from Midway to George Town (MDW-GCM)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to George Town 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 and deals for you by selecting your travel dates.
Choose your dates
8:13 pm - 4:10 pmMDW-GCM
19h 57m1 stop
11:30 am - 7:18 pmGCM-MDW
7h 48m1 stop
Tue, Jul 16 - Sat, Jul 20
8:13 pm - 4:10 pmMDW-GCM
19h 57m1 stop
11:30 am - 7:18 pmGCM-MDW
7h 48m1 stop
Mon, Jul 15 - Sat, Jul 20
8:13 pm - 4:10 pmMDW-GCM
19h 57m1 stop
2:00 pm - 8:59 pmGCM-MDW
6h 59m1 stop
Mon, Jul 15 - Thu, Jul 18
6:49 pm - 11:30 amMDW-GCM
16h 41m1 stop
12:50 pm - 9:41 pmGCM-MDW
8h 51m1 stop
$578Delta
Find Deal
Sun, Jul 14 - Tue, Jul 23
1:24 pm - 11:30 amMDW-GCM
22h 06m2 stops
12:50 pm - 8:40 amGCM-MDW
19h 50m2 stops
$583Delta
Find Deal
Mon, Jul 15 - Tue, Jul 23
6:00 am - 11:30 amMDW-GCM
5h 30m1 stop
12:50 pm - 9:41 pmGCM-MDW
8h 51m1 stop
$603Delta
Find Deal
Fri, Jul 12 - Tue, Jul 23
5:45 pm - 11:30 amMDW-GCM
17h 45m2 stops
12:50 pm - 8:40 amGCM-MDW
19h 50m2 stops
$608Delta
Find Deal
Sat, Jul 13 - Tue, Jul 23
1:05 pm - 12:39 pmMDW-GCM
23h 34m2 stops
1:45 pm - 1:05 pmGCM-MDW
23h 20m2 stops
$2,967WestJet
Find Deal
Mon, Jul 15 - Sat, Jul 20
2:24 pm - 12:39 pmMDW-GCM
22h 15m2 stops
1:45 pm - 1:44 pmGCM-MDW
23h 59m2 stops
$2,969WestJet
Find Deal
Mon, Jun 24 - Tue, Jul 2
10:41 am - 12:39 pmMDW-GCM
25h 58m2 stops
1:45 pm - 1:44 pmGCM-MDW
23h 59m2 stops
$2,977WestJet
Find Deal
Sat, Jun 29 - Sat, Jul 6

Flights from Midway to George Town - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to George Town to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Chicago Midway Airport to George Town?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to George Town, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to George Town is January, where tickets cost $493 on average. On the other hand, the most expensive months are December and March, where the average cost of tickets is $890 and $745 respectively.

How far in advance should I book a flight from Chicago Midway Airport to George Town?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to George Town, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to George Town, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 74 days before departure.

Good to know

Cheapest flight

$167
Flight from Chicago Midway Airport to George Town

When to book flights from Midway to George Town

Are your dates flexible? Find out the best times to travel from Midway to George Town based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to George Town flights

  • What is the cheapest flight from Chicago Midway Airport to George Town?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to George Town was $167 for a one-way ticket and $483 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and George Town?

    Yes

  • Which airports will I be using when flying from Chicago Midway Airport to George Town?

    Chicago Midway Airport airport is called Chicago Midway and the only airport in George Town is George Town Owen Roberts Intl.

  • Which aircraft models fly most regularly from Chicago Midway Airport to George Town?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago Midway Airport to George Town?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and George Town.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to George Town?

    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 Chicago Midway Airport to George Town.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to George Town?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to George Town from Chicago Midway Airport 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 Chicago Midway Airport to George Town?

    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 George Town with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and GCM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to George Town?

    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 George Town from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airline flying from Midway to George Town

 
See real verified KAYAK customer reviews for airlines flying from Chicago to George Town. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to George Town? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 11004 reviews
8.2boarding
8.6crew
7.5food
8.0entertainment
7.9comfort
Airline reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

6.0 GoodDan, Apr 2024LGA - DEN
Read more about Delta reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Book cheap flights from Chicago to George Town

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to George Town found on KAYAK in the last 72 hours.
6/5Wed
1 stop
7h 43mMDW-GCM
$167
7/6Sat
1 stop
8h 22mMDW-GCM
$219
6/5Wed
2 stops
28h 57mMDW-GCM
$256
7/6Sat
2 stopsWestJet
30h 39mMDW-GCM
$1,249

Search by stops

Search by airline

Search by price

Last minute flights from Midway to George Town

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to George Town that are departing in the next 10 days.
4/27Sat
multi-stop
29h 40mMDW-GCM
4/29Mon
multi-stop
8h 57mGCM-MDW
$721
4/25Thu
multi-stop
16h 27mMDW-GCM
4/28Sun
multi-stop
27h 13mGCM-MDW
$777
4/25Thu
multi-stop
16h 27mMDW-GCM
4/28Sun
multi-stop
28h 27mGCM-MDW
$802
4/28Sun
multi-stopDelta
5h 48mMDW-GCM
5/2Thu
multi-stopDelta
9h 42mGCM-MDW
$978
4/28Sun
multi-stopDelta
18h 03mMDW-GCM
5/2Thu
multi-stopDelta
23h 36mGCM-MDW
$983
4/27Sat
multi-stop
30h 14mMDW-GCM
4/29Mon
multi-stop
24h 17mGCM-MDW
$1,685
4/25Thu
multi-stopWestJet
42h 30mMDW-GCM
4/28Sun
multi-stopWestJet
22h 05mGCM-MDW
$3,247

Search by stops

Search by airline

Search by price

Chicago Midway Airport - George Town Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

George Town (GCM)Cayman Islands

Cabin classes: