$37 Cheap flight deals from Chicago (CHI) to Indian Harbour Beach (DAB)
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This Weekend's Flight Deals from Chicago to Indian Harbour Beach
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Midway Intl.
MCO
Orlando Intl.
$174 Roundtrip, found 18 hours ago
$174
Roundtrip
found 18 hours ago
ORD
O'Hare Intl.
MCO
Orlando Intl.
$216 Roundtrip, just found
$216
Roundtrip
just found
RFD
Greater Rockford
MCO
Orlando Intl.
$340 Roundtrip, found 3 days ago
$340
Roundtrip
found 3 days ago
ORD
O'Hare Intl.
DAB
Daytona Beach Intl.
$465 Roundtrip, found 3 days ago
$465
Roundtrip
found 3 days ago
Airfares from $37 One Way, $46 Round Trip from Chicago to Indian Harbour Beach
Prices starting at $46 for return flights and $37 for one-way flights to Indian Harbour Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
MCO
Orlando
$46 Roundtrip, found 3 days ago
$46
Roundtrip
found 3 days ago
ORD
Chicago
MCO
Orlando
$71 Roundtrip, found 6 hours ago
$71
Roundtrip
found 6 hours ago
ORD
Chicago
MCO
Orlando
$73 Roundtrip, found 6 hours ago
$73
Roundtrip
found 6 hours ago
RFD
Rockford
MCO
Orlando
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
MDW
Chicago
MCO
Orlando
$175 Roundtrip, found 16 hours ago
$175
Roundtrip
found 16 hours ago
Indian Harbour Beach economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Town Center Resort
8/10 Very Good! (1,367 reviews)
Mar 23 - Mar 27
4 night stay
Chicago (CHI) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $662, price is now $352 per person
$352
per person
found 1 day ago
We took our 3 year old nephew here and he had a BLAST! There is so much to do, we didn’t leave for 2 of the 3 days that we stayed.
He’s about 42 inches which got him on most of the slides but not all. Keep size in mind when booking for little ones because if they’re under 40in they’re limited to the slides.
He was a little bummed that he couldn’t do the pirates plunge (biggest slide) but there were enough distractions that it didn’t matter.
Also, the lazy river is great! Just be careful with the big kids, they tend to knock the little ones over or into the wall because they’re just running through it.
The water park is an extra fee FYI
There’s “ice” skating, swan paddle boats, water park, mini golf, a train trolly, restaurants, arcade, jungle gym, multiple pools. Definitely a good spot if you don’t want to do the parks every day that you’re there! Highly recommend.
Reviewed on Apr 6, 2025
4.0-star property
Westgate Vacation Villas Resort
8/10 Very Good! (1,703 reviews)
Mar 21 - Mar 28
7 night stay
Chicago (ORD) to Orlando (MCO)
Frontier Airlines • Coach
Orlando (MCO) to Chicago (ORD)
Southwest Airlines • Coach
Price was $2,721, price is now $1,194 per person
$1,194
per person
found 13 hours ago
Nice pools and Hot tubs. Room I had needed some updating but was a nice lay out. Could see Disney fireworks from slider!
Reviewed on Feb 16, 2026
4.0-star property
Westgate Cocoa Beach Resort
8.8/10 Excellent! (500 reviews)
Apr 6 - Apr 10
4 night stay
Chicago (MDW) to Orlando (MCO)
Southwest Airlines • Coach
Orlando (MCO) to Chicago (MDW)
Frontier Airlines • Coach
Price was $1,892, price is now $953 per person
$953
per person
found 1 day ago
Sue behind the bar was amazing. Hotel is a little dated and could use a new external color scheme. Rooms were modernized and mostly clean (sofa needs vacuumed) We had a great time and made use of all the pool areas and took advantage of happy hour every day. It is a bit of a walk from the main part of the resort to the beach so keep that in mind. Great place for family relaxing
Reviewed on Oct 5, 2025
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View all tripsIndian Harbour Beach packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Westgate Blue Tree Resort in Lake Buena Vista
8.4/10 Very Good! (1,002 reviews)
Mar 27 - Mar 30
3 night stay
Chicago (CHI) to Orlando (MCO)
Spirit Airlines • PremiumEconomy
Orlando (MCO) to Chicago (CHI)
Delta • PremiumEconomy
Price was $845, price is now $645 per person
$645
per person
found 2 hours ago
The place is very nice! However, the washer did not work.
Reviewed on Oct 31, 2025
4.0-star property
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
9.2/10 Wonderful! (1,001 reviews)
Mar 27 - Mar 30
3 night stay
Chicago (CHI) to Orlando (MCO)
Spirit Airlines • PremiumEconomy
Orlando (MCO) to Chicago (CHI)
Delta • PremiumEconomy
Price was $1,325, price is now $1,046 per person
$1,046
per person
found 2 hours ago
We were very displeased with the cleanliness of our cottage upon arrival. I found multiple hairs on the ground and furniture, so vacuumed Before I even unpacked my suitcase. At the end of the night, our feet were so filthy dirty, we had to wash them before we could get into bed because the floors werent clean. The pool was gross, even had a used band aid in it. The kitchen barely had enough dishes and they left nothing to help with cooking coffee or anything. We've had many vrbo properties in the past, and this was one of the least desirable that we've stayed at.
Reviewed on Oct 7, 2024
3.0-star property
Parkway International Resort
9.6/10 Exceptional! (2,052 reviews)
Mar 27 - Mar 30
3 night stay
Chicago (CHI) to Orlando (MCO)
Spirit Airlines • PremiumEconomy
Orlando (MCO) to Chicago (CHI)
Delta • PremiumEconomy
Price was $810, price is now $674 per person
$674
per person
found 2 hours ago
The list is endless... we were not expecting what we were looking at wgen we opened the door. This is now are go to place to stay when we're in Florida.
Reviewed on Nov 17, 2025
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View all tripsMore About Flying To Indian Harbour Beach from Chicago
Route Information for Flights from Chicago to Indian Harbour Beach
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | DAB |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Indian Harbour Beach
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.