$29 Cheap flight deals from Chicago (CHI) to Tavares (ORL)
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This Weekend's Flight Deals from Chicago to Tavares
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.
$261 Roundtrip, found 20 hours ago
$261
Roundtrip
found 20 hours ago
ORD
O'Hare Intl.
MCO
Orlando Intl.
$350 Roundtrip, found 1 hour ago
$350
Roundtrip
found 1 hour ago
RFD
Greater Rockford
MCO
Orlando Intl.
$479 Roundtrip, found 4 days ago
$479
Roundtrip
found 4 days ago
Airfares from $29 One Way, $58 Round Trip from Chicago to Tavares
Prices starting at $58 for return flights and $29 for one-way flights to Tavares 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
$58 Roundtrip, found 19 hours ago
$58
Roundtrip
found 19 hours ago
ORD
Chicago
MCO
Orlando
$59 Roundtrip, just found
$59
Roundtrip
just found
ORD
Chicago
MCO
Orlando
$71 Roundtrip, found 2 hours ago
$71
Roundtrip
found 2 hours ago
ORD
Chicago
MCO
Orlando
$157 Roundtrip, found 2 hours ago
$157
Roundtrip
found 2 hours ago
RFD
Rockford
MCO
Orlando
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Tavares economy flight packages
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Alhambra Villas
9/10 Wonderful! (1,001 reviews)
Feb 15 - Feb 20
5 night stay
Chicago (CHI) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $378, price is now $193 per person
$193
per person
found 1 day ago
Very bad internet service. Bad shower / tub setup which can lead to leaks onto the floor and slippery conditions. Need a longer gooseneck or overhead shower head - a simple fix from Home Depot or Lowes. Need more electrical connections - one near the AC but almost unreachable and one in the bathroom. The one on the nightstand was dysfunctional or not plugged into anything. Simple fixes but do not believe anything will happen because of this review. Disappointed that this place carries the name and philosophy of Hilton.
Reviewed on Mar 20, 2025
4.0-star property
Westgate Cocoa Beach Resort
8.8/10 Excellent! (500 reviews)
Jan 29 - Feb 1
3 night stay
Chicago (CHI) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $944, price is now $499 per person
$499
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
3.0-star property
Bryan’s Spanish Cove
9.4/10 Exceptional! (1,002 reviews)
Feb 7 - Feb 14
7 night stay
Chicago (ORD) to Orlando (MCO)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $825, price is now $436 per person
$436
per person
found 4 hours ago
Clean apartment and great staff. Communication was clear and professional. Very nice to be by a lake.
Reviewed on Sep 27, 2025
Tavares packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Lakes Resort & Spa Universal Studios Area
8.2/10 Very Good! (5,482 reviews)
Feb 3 - Feb 6
3 night stay
Chicago (ORD) to Orlando (MCO)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $683, price is now $502 per person
$502
per person
found 12 hours ago
It was ok for the price
Reviewed on Sep 27, 2025
3.5-star property
Florida Hotel & Conference Center in the Florida Mall
9.2/10 Wonderful! (2,232 reviews)
Feb 3 - Feb 6
3 night stay
Chicago (ORD) to Orlando (MCO)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $875, price is now $668 per person
$668
per person
found 13 hours ago
What a stunning and beautiful hotel. My son loved it also and having full access to the mall was a bonus!! Will definitely be back soon!
Reviewed on Dec 9, 2025
4.0-star property
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
9.2/10 Wonderful! (1,001 reviews)
Feb 13 - Feb 16
3 night stay
Chicago (CHI) to Orlando (MCO)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,496, price is now $1,175 per person
$1,175
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
Tavares first class flight packages
Price found within the past 48 hours. Click for updated prices.
2.5-star property
B&B Hotel Orlando International Drive Near Universal
No reviews
Feb 12 - Feb 19
7 night stay
Chicago (CHI) to Orlando (MCO)
American Airlines • Non-stop • FirstClass
Orlando (MCO) to Chicago (CHI)
Delta • Non-stop • FirstClass
Price was $1,496, price is now $1,184 per person
$1,184
per person
found 1 day ago
2.5-star property
I-Drive Hotel at Universal
6.8/10 (1,002 reviews)
Feb 12 - Feb 19
7 night stay
Chicago (CHI) to Orlando (MCO)
American Airlines • Non-stop • FirstClass
Orlando (MCO) to Chicago (CHI)
Delta • Non-stop • FirstClass
Price was $1,788, price is now $1,264 per person
$1,264
per person
found 1 day ago
Honestly, great staff, room was nice, location was right there on idrive. I could leave my car in the parking lot and walk down idrive to all the places I wanted to go. I give them only 3 stars because I reserved a King suite and upon arrival I was given a different room and told no kings available despite previous interactions and arriving early. The bathroom aesthetics weren’t there. Super basic, worn n rusted, and my first time stepping into the restroom after getting my room keys, I found several wet towels hanging as if someone recently used the shower and the room wasn’t clean. I had to go into detective mode and inspect everything and bed sheets.
Reviewed on Nov 26, 2025
3.0-star property
Villas at Fortune Place
8.8/10 Excellent! (137 reviews)
Feb 12 - Feb 19
7 night stay
Chicago (CHI) to Orlando (MCO)
American Airlines • Non-stop • FirstClass
Orlando (MCO) to Chicago (CHI)
Delta • Non-stop • FirstClass
Price was $2,087, price is now $1,510 per person
$1,510
per person
found 1 day ago
Everything went pleasant. Thank you for allowing us to stay
Reviewed on Dec 18, 2023
More About Flying To Tavares from Chicago
Route Information for Flights from Chicago to Tavares
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | ORL |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Tavares
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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.