$45 Cheap flight deals from Chicago (CHI) to Deltona (ORL)

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This Weekend's Flight Deals from Chicago to Deltona

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.

Sun, May 3 - Wed, May 6
ORD
O'Hare Intl.
MCO
Orlando Intl.
$226 Roundtrip, found 3 hours ago
$226
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sun, May 3 from O'Hare Intl. to Orlando Intl., returning Wed, May 6, priced at $226 found 3 hours ago
Sat, May 2 - Wed, May 6
MDW
Midway Intl.
MCO
Orlando Intl.
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 2 from Midway Intl. to Orlando Intl., returning Wed, May 6, priced at $228 found 1 day ago
Sun, May 3 - Sat, May 9
RFD
Greater Rockford
MCO
Orlando Intl.
$390 Roundtrip, found 3 days ago
$390
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, May 3 from Greater Rockford to Orlando Intl., returning Sat, May 9, priced at $390 found 3 days ago

Airfares from $45 One Way, $108 Round Trip from Chicago to Deltona

Prices starting at $108 for return flights and $45 for one-way flights to Deltona were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, May 17 - Wed, May 20
ORD
Chicago
MCO
Orlando
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, May 17 from Chicago to Orlando, returning Wed, May 20, priced at $108 just found
Fri, May 8 - Fri, May 15
MDW
Chicago
MCO
Orlando
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, May 8 from Chicago to Orlando, returning Fri, May 15, priced at $110 found 3 days ago
Wed, May 27 - Tue, Jun 2
ORD
Chicago
MCO
Orlando
$169 Roundtrip, just found
$169
Roundtrip
just found
Select American Airlines flight, departing Wed, May 27 from Chicago to Orlando, returning Tue, Jun 2, priced at $169 just found
Tue, May 19 - Wed, May 27
ORD
Chicago
MCO
Orlando
$173 Roundtrip, found 10 hours ago
$173
Roundtrip
found 10 hours ago
Select Southwest Airlines flight, departing Tue, May 19 from Chicago to Orlando, returning Wed, May 27, priced at $173 found 10 hours ago
Wed, Jun 3 - Tue, Jun 9
ORD
Chicago
MCO
Orlando
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Jun 3 from Chicago to Orlando, returning Tue, Jun 9, priced at $197 found 6 hours ago

Deltona economy 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

8.2/10 Very Good! (1,633 reviews)

May 30 - Jun 6

7 night stay

Chicago (CHI) to Orlando (MCO)

Southwest Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Spirit Airlines • Coach
Save 100% on your flight
Price was $905, price is now $429 per person
$429
per person
found 1 day ago
Everything was good

Reviewed on Apr 15, 2026

Westgate Palace Hotel / Universal / I-Drive
4.0-star property

Westgate Palace Hotel / Universal / I-Drive

8.8/10 Excellent! (1,243 reviews)

Jun 9 - Jun 14

5 night stay

Chicago (CHI) to Orlando (MCO)

Southwest Airlines • Coach

Orlando (MCO) to Chicago (CHI)

Spirit Airlines • Coach
Price was $1,169, price is now $520 per person
$520
per person
found 1 day ago
The property is nice and convenient. I took a star off because my whole party agreed that the beds were not comfortable. I don’t remember a worse mattress. Other than that, great place that was clean and spacious. Great shower pressure.

Reviewed on Apr 3, 2026

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

Westgate Lakes Resort & Spa Universal Studios Area

8.4/10 Very Good! (6,254 reviews)

May 31 - Jun 6

6 night stay

Chicago (CHI) to Orlando (MCO)

Frontier Airlines • Non-stop • Coach

Orlando (MCO) to Chicago (CHI)

Spirit Airlines • Non-stop • Coach
Price was $1,045, price is now $550 per person
$550
per person
found 1 day ago
Great location to everything as far as food, Walmart, attractions etc. Beds were horrible and the parking at night. The water park only has 2 water slides and a small wave pool. It's a joke to charge guest to come in.

Reviewed on Apr 5, 2026

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More About Flying To Deltona from Chicago

Route Information for Flights from Chicago to Deltona

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

Chicago to Deltona

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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.