Chicago to Orlando: what the flight costs
In the last 60 days we checked this route 29 times. The typical return was £219 per person and the lowest £191, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £191 |
| Typical (median) | £219 |
| Price checks, 60 days | 29 |
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Trips we picked on this route
Just found · from ChicagoWorth it, if
Orlando
14 – 21 Nov 2026 · 7 nights
- $265 per person, $29 below the typical fare on this route
- Highs of 74–78°F and lows near 60°F for the week
- Best-value hotel rated 8.8 from 1,365 reviews, pool-view room
£996 for two · 7 nights · flights, hotel, taxes & fees
Flights £399 + hotel £598, taxes in · a checked bag each adds about £181
Frontier · with a stop · 11h
The catch: The $529 fare has one stop and 11 hours of travel listed, and a checked bag runs about $240 for two that isn't in the total.
Worth it if you want a week of theme parks in mild weather on a set budget; skip it if a stop or a 6:40 AM flight home is a dealbreaker.
Next weekend · from ChicagoWorth it, if
Orlando
16 – 18 Oct 2026 · 2 nights
- Nonstop on Frontier, ORD to MCO in 2h 57m
- $280 per person, $10 under the typical $290 on this route
- Breakfast included at a hotel rated 8 from 4,289 reviews
£616 for two · 2 nights · flights, hotel, taxes & fees
Flights £422 + hotel £194, taxes in · a checked bag each adds about £181
Frontier · nonstop · 2h 57m
The catch: You land just after midnight, so this is really a Saturday and Sunday, and a checked bag is about $240 for two, which isn't in the total.
Worth it if the two of you want one big park day on a short budget; skip it if you want a slow, unhurried vacation.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 14 Oct 2026 | 14 – 21 Nov 2026 | £202 | F9 | with a stop | 16h 13m | Kiwi.com |
| 14 Oct 2026 | 14 – 21 Nov 2026 | £196 | Frontier | with a stop | 17h 13m | Google Flights |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £234 | F9 | with a stop | 10h 35m | Kiwi.com |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £211 | Frontier | nonstop | 2h 57m | Google Flights |
| 14 Oct 2026 | 14 – 21 Nov 2026 | £205 | F9 | with a stop | 2h 56m | Kiwi.com |
| 14 Oct 2026 | 23 – 25 Oct 2026 | £237 | F9 | nonstop | 2h 57m | Kiwi.com |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £219 | F9 | nonstop | 2h 57m | Kiwi.com |
| 14 Oct 2026 | 14 – 21 Nov 2026 | £202 | F9 | with a stop | 20h 34m | Kiwi.com |
| 14 Oct 2026 | 14 – 21 Nov 2026 | £191 | Frontier | with a stop | 8h 9m | Google Flights |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £234 | F9 | with a stop | 9h 18m | Kiwi.com |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £211 | Frontier | nonstop | 2h 57m | Google Flights |
| 14 Oct 2026 | 14 – 21 Nov 2026 | £204 | F9 | with a stop | 2h 56m | Kiwi.com |
| 14 Oct 2026 | 23 – 25 Oct 2026 | £237 | F9 | nonstop | 2h 57m | Kiwi.com |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £219 | F9 | nonstop | 2h 57m | Kiwi.com |
| 13 Oct 2026 | 14 – 21 Nov 2026 | £200 | F9 | with a stop | 11h | Kiwi.com |
| 13 Oct 2026 | 14 – 21 Nov 2026 | £197 | F9 | with a stop | 2h 56m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £234 | F9 | with a stop | 9h 18m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £211 | Frontier | nonstop | 2h 57m | Google Flights |
| 12 Oct 2026 | 14 – 21 Nov 2026 | £200 | F9 | with a stop | 10h 26m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £270 | F9 | with a stop | 11h 24m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £219 | F9 | nonstop | 2h 57m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £270 | F9 | with a stop | 11h 24m | Kiwi.com |
| 11 Oct 2026 | 23 – 25 Oct 2026 | £281 | F9 | with a stop | 10h 35m | Kiwi.com |
| 11 Oct 2026 | 23 – 25 Oct 2026 | £253 | Frontier | with a stop | 17h 18m | Google Flights |
| 11 Oct 2026 | 16 – 18 Oct 2026 | £234 | F9 | with a stop | 9h 18m | Kiwi.com |
| 11 Oct 2026 | 16 – 18 Oct 2026 | £211 | Frontier | nonstop | 2h 57m | Google Flights |
| 11 Oct 2026 | 14 – 21 Nov 2026 | £198 | F9 | with a stop | 10h 26m | Kiwi.com |
| 11 Oct 2026 | 23 – 25 Oct 2026 | £266 | F9 | with a stop | 11h 24m | Kiwi.com |
| 11 Oct 2026 | 16 – 18 Oct 2026 | £222 | F9 | nonstop | 2h 57m | Kiwi.com |
About Orlando
Orlando is the theme-park capital, home to Walt Disney World, Universal Orlando and SeaWorld, with villa rentals and outlet shopping for families.
Orlando from every city: when to go, where to stay, what to do
Questions about Chicago to Orlando
What does a return from Chicago to Orlando usually cost?
Over the last 60 days the typical price we found was £219 per person, taxes and fees included, across 29 checks; the lowest was £191.
When is the best time to fly from Chicago to Orlando?
Orlando is at its best in January, February, March, April, May, September, October and November. Avoid July, August: Extreme heat and humidity with peak summer crowds
Do I need a passport to fly from Chicago to Orlando?
No passport needed for travellers from the United States: a government photo ID is enough for Orlando.
Prices converted from US dollars at the rate of 15 Oct 2026.