$38 Cheap flight deals from Chicago (CHI) to Cocoa (DAB)

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This Weekend's Flight Deals from Chicago to Cocoa

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.

Fri, Jan 23 - Sat, Feb 21
MDW
Midway Intl.
MCO
Orlando Intl.
$175 Roundtrip, found 1 hour ago
$175
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Jan 23 from Midway Intl. to Orlando Intl., returning Sat, Feb 21, priced at $175 found 1 hour ago
Sun, Jan 25 - Sat, Jan 31
ORD
O'Hare Intl.
MCO
Orlando Intl.
$187 Roundtrip, found 1 hour ago
$187
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Jan 25 from O'Hare Intl. to Orlando Intl., returning Sat, Jan 31, priced at $187 found 1 hour ago
Sat, Jan 24 - Fri, Jan 30
RFD
Greater Rockford
MCO
Orlando Intl.
$280 Roundtrip, found 6 days ago
$280
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 24 from Greater Rockford to Orlando Intl., returning Fri, Jan 30, priced at $280 found 6 days ago
Sat, Jan 24 - Wed, Feb 4
ORD
O'Hare Intl.
MLB
Orlando Melbourne Intl.
$459 Roundtrip, found 4 days ago
$459
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Jan 24 from O'Hare Intl. to Orlando Melbourne Intl., returning Wed, Feb 4, priced at $459 found 4 days ago

Airfares from $38 One Way, $59 Round Trip from Chicago to Cocoa

Prices starting at $59 for return flights and $38 for one-way flights to Cocoa were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Feb 2 - Thu, Feb 5
MDW
Chicago
MCO
Orlando
$59 Roundtrip, found 5 days ago
$59
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Feb 2 from Chicago to Orlando, returning Thu, Feb 5, priced at $59 found 5 days ago
Tue, Feb 24 - Wed, Mar 4
ORD
Chicago
MCO
Orlando
$65 Roundtrip, found 2 days ago
$65
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Feb 24 from Chicago to Orlando, returning Wed, Mar 4, priced at $65 found 2 days ago
Sat, Feb 28 - Wed, Mar 4
RFD
Rockford
MCO
Orlando
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 28 from Rockford to Orlando, returning Wed, Mar 4, priced at $159 found 1 day ago
Sun, Mar 1 - Sat, Mar 7
ORD
Chicago
MCO
Orlando
$170 Roundtrip, just found
$170
Roundtrip
just found
Select United flight, departing Sun, Mar 1 from Chicago to Orlando, returning Sat, Mar 7, priced at $170 just found
Sat, Feb 28 - Wed, Mar 4
MDW
Chicago
MCO
Orlando
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Feb 28 from Chicago to Orlando, returning Wed, Mar 4, priced at $170 found 1 day ago

Cocoa economy flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
3.5-star property

Westgate Towers Resort

8.6/10 Excellent! (1,002 reviews)

Feb 28 - Mar 7

7 night stay

Chicago (CHI) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Frontier Airlines • Coach
Price was $862, price is now $316 per person
$316
per person
found 1 day ago
Great place and very clean. They provide so many amenities

Reviewed on Aug 24, 2025

Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8/10 Very Good! (1,367 reviews)

Feb 21 - Mar 1

8 night stay

Chicago (CHI) to Orlando (MCO)

Southwest Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,088, price is now $469 per person
$469
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

The Shores Resort & Spa
4.0-star property

The Shores Resort & Spa

9/10 Wonderful! (1,681 reviews)

Mar 6 - Mar 9

3 night stay

Chicago (CHI) to Orlando (MCO)

Spirit Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Frontier Airlines • Coach
Price was $747, price is now $389 per person
$389
per person
found 1 day ago
Pretty hotel with nice layout and nice rooms. Great restaurant and friendly staff.

Reviewed on Sep 20, 2025

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Cocoa first class flight packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
4.0-star property

Westgate Town Center Resort

8/10 Very Good! (1,367 reviews)

Feb 24 - Feb 27

3 night stay

Chicago (CHI) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $861, price is now $643 per person
$643
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

Margaritaville Cottages Orlando with H2O Waterpark by Vstays
4.0-star property

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

9.2/10 Wonderful! (1,001 reviews)

Feb 24 - Feb 27

3 night stay

Chicago (CHI) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $1,375, price is now $1,070 per person
$1,070
per person
found 1 day 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

Westgate Lakes Resort & Spa Universal Studios Area
4.0-star property

Westgate Lakes Resort & Spa Universal Studios Area

8.2/10 Very Good! (5,482 reviews)

Feb 24 - Feb 27

3 night stay

Chicago (CHI) to Orlando (MCO)

Delta • Non-stop roundtrip • FirstClass
Price was $903, price is now $713 per person
$713
per person
found 1 day ago
It was ok for the price

Reviewed on Sep 27, 2025

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More About Flying To Cocoa from Chicago

Route Information for Flights from Chicago to Cocoa

Origin Airport IATA Code
CHI
Destination Airport IATA Code
DAB
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Cocoa

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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.