ORL → CHI
Cheap flights from Orlando to Chicago
Compare fares from Orlando to Chicago from airlines and travel agencies, then book directly with the seller.
ORL → CHI
FROM $46 · 2h 55m · DIRECT
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Flights to Chicago from Orlando: what the fares show
Orlando to Chicago starts at $46 one-way in our latest price check, an Allegiant Air fare, departing January 14, 2027 on a non-stop flight. Across the 4 months we track, January 2027 is the cheapest month to fly (from $46) and March 2027 the most expensive (from $104), a difference of $58. Non-stop fares appear in our data from $46, so the cheapest option here is also a direct flight. The quickest non-stop flight in our data takes about 2h 51m. Low fares we found on this route include Allegiant Air.
Fares are searched across every airport we group under Orlando (MCO, SFB) and Chicago (MDW, ORD, RFD): check the departure and arrival airport on the seller's site.
Prices are in US dollars, one-way, economy, per adult, from recent traveler searches, checked . Fares change often; the price you pay is confirmed on the airline's or agency's site.
- Route
- ORL → CHI
- Lowest fare found
- $46 one-way
- Cheapest month
- January 2027
- Non-stop fares
- From $46
- Typical stops
- Non-stop
- Fastest itinerary
- 2h 51m
- Airlines in our data
- Allegiant Air, Frontier Airlines
- Price range in our data
- $46 – $164
- Fares checked
Prices by date
| Date | Lowest fare |
|---|
Lowest fares found recently for each departure day. Live prices may differ.
Orlando to Chicago fares by departure date
The 10 cheapest departure days in the fares we tracked for the coming weeks, one-way per adult, checked .
| Departure date | Day | From | Airline | Stops | Search |
|---|---|---|---|---|---|
| Thu | $122 | Frontier Airlines | Non-stop | Search November 19, 2026 | |
| Sat | $111 | Frontier Airlines | Non-stop | Search November 21, 2026 | |
| Wed | $100 | Allegiant Air | Non-stop | Search November 25, 2026 | |
| Long trip: not counted in the lowest fares | Thu | $155 | Frontier Airlines | 1 stop | Search November 26, 2026 |
| Fri | $79 | Allegiant Air | Non-stop | Search December 18, 2026 | |
| Sun | $164 | Frontier Airlines | Non-stop | Search December 27, 2026 | |
| Tue | $106 | Frontier Airlines | 1 stop | Search December 29, 2026 | |
| Wed | $141 | Frontier Airlines | 1 stop | Search December 30, 2026 | |
| Thu | $147 | Frontier Airlines | 1 stop | Search December 31, 2026 | |
| Cheapest | Thu | $46 | Allegiant Air | Non-stop | Search January 14, 2027 |
Cheapest month to fly from Orlando to Chicago
Lowest one-way economy fare per adult found for each departure month, checked November 13, 2026. Select a month to search that date.
| Month | Cheapest day | From | Airline | Stops | Duration | Search |
|---|---|---|---|---|---|---|
| November 2026 | $100 | Allegiant Air | Non-stop | 2h 51m | Search November 25, 2026 | |
| December 2026 | $79 | Allegiant Air | Non-stop | 2h 55m | Search December 18, 2026 | |
| January 2027 Cheapest | $46 | Allegiant Air | Non-stop | 2h 55m | Search January 14, 2027 | |
| March 2027 | $104 | Frontier Airlines | 1 stop | 5h 49m | Search March 3, 2027 |
Planning the rest of the trip
Related routes
Orlando to Chicago flights: FAQ
How much is a flight from Orlando to Chicago?
The cheapest one-way fare we found recently is $46 (non-stop, departing January 14, 2027). Fares change with demand and the date you book, so run a search to see today's prices for your dates.
What is the cheapest month to fly from Orlando to Chicago?
In our latest data, January 2027 has the lowest fares (from $46) and March 2027 the highest (from $104). The table above lists the lowest fare we found for each month.
Are there direct flights from Orlando to Chicago?
Yes. Non-stop fares from Orlando to Chicago appear in our recent data from $46. Schedules change, so check the live results for your dates.
Which airlines sold the cheapest fares from Orlando to Chicago?
In our recent fare data the low fares were sold by Allegiant Air and Frontier Airlines. On a connecting trip the airline named may fly only part of the journey; live results show every carrier.
How long does it take to fly from Orlando to Chicago?
The quickest itinerary among the fares we tracked takes 2h 51m; each result shows its total travel time.
Does Flicket sell the tickets?
No. Flicket is a flight search site. We compare fares from airlines and travel agencies, and you book directly with the airline or agency you choose, on their website and under their terms.
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