Cheap flights from Orlando to Chicago from £37
Trusted by millions
Kiwi.com Guarantee for stress-free travel
One search, all the best deals
Explore flight deals to Chicago
Prices updated:
Not happy with the results? Try some of our useful filters
Search by stops
- Nonstop
- Up to 1 stop
- Up to 2 stops
Search by carrier
Search by price
Search by departure date
Prices updated:
Not happy with the results? Try some of our useful filters
Search by stops
- Nonstop
- Up to 1 stop
- Up to 2 stops
Search by carrier
Search by price
Search by departure date
How much do flights to Chicago cost?
Cheapest one-way trip | £37 |
|---|---|
Cheapest round-trip | £71 |
Average round-trip | £84 |
Nonstop flights in July | £37 – £190 |
Most popular airline | United Airlines |
Key info about flying to Chicago
Weekly direct flights
Discover the top airlines offering direct flights from Orlando to Chicago in the next month. You’ll find the number of daily direct flights per airline in the chart.
| Airline | Mon 30.06 | Tue 01.07 | Wed 02.07 | Thu 03.07 | Fri 04.07 | Sat 05.07 | Sun 06.07 |
|---|---|---|---|---|---|---|---|
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| Weekly flights: 0 total | Daily flights: 0 average | Most flights: 0 flights |
| Airline | Mon 07.07 | Tue 08.07 | Wed 09.07 | Thu 10.07 | Fri 11.07 | Sat 12.07 | Sun 13.07 |
|---|---|---|---|---|---|---|---|
| --- | --- | --- | --- | --- | --- | --- | |
| 1 | 2 | 2 | 2 | 2 | 2 | 2 | |
| 1 | --- | 1 | 1 | 2 | 2 | 2 | |
| 1 | --- | 1 | --- | 1 | 1 | --- | |
| Weekly flights: 26 total | Daily flights: 3.71 average | Most flights: Tuesday 2 flights |
| Airline | Mon 14.07 | Tue 15.07 | Wed 16.07 | Thu 17.07 | Fri 18.07 | Sat 19.07 | Sun 20.07 |
|---|---|---|---|---|---|---|---|
| 1 | 5 | 5 | 2 | --- | 6 | 5 | |
| 2 | 2 | 2 | 2 | 2 | 2 | 2 | |
| 2 | 1 | 1 | 2 | 2 | 2 | 1 | |
| 1 | --- | 1 | --- | 1 | 1 | --- | |
| Weekly flights: 53 total | Daily flights: 7.57 average | Most flights: Saturday 6 flights |
| Airline | Mon 21.07 | Tue 22.07 | Wed 23.07 | Thu 24.07 | Fri 25.07 | Sat 26.07 | Sun 27.07 |
|---|---|---|---|---|---|---|---|
| 6 | 5 | 5 | 6 | 4 | 6 | 3 | |
| 2 | 2 | 2 | 2 | 2 | 2 | 2 | |
| 2 | 1 | 1 | 2 | 2 | 2 | 2 | |
| 1 | --- | 1 | --- | 1 | 1 | --- | |
| Weekly flights: 65 total | Daily flights: 9.29 average | Most flights: Monday 6 flights |
Check-in for a flight from Orlando to Chicago
| Name | Carrier code | IATA Code | Passport needed during booking |
|---|---|---|---|
| United Airlines | UAL | UA | No |
| Frontier Airlines | FFT | F9 | No |
| Spirit Airlines | NKS | NK | No |
| Allegiant Air | AAY | G4 | No |
Online check-in is not available for these airlines.
Weather in Chicago
Average Weather
| Month | Average monthly max temperature | Average monthly min temperature |
| January | -1°C | -6°C |
| February | 0°C | -5°C |
| March | 6°C | 0°C |
| April | 11°C | 4°C |
| May | 17°C | 10°C |
| June | 22°C | 16°C |
| July | 25°C | 20°C |
| August | 25°C | 19°C |
| September | 22°C | 16°C |
| October | 15°C | 10°C |
| November | 8°C | 3°C |
| December | 2°C | -1°C |
14 day forecast
Chicago travel tips
In Chicago, many locals use bicycles. In this city, you will find numerous bike paths and can also ride along the lake. Bike rental is possible from one of the many companies such as Bike and Roll Chicago or Divvy. The cost depends on the bike. On average, you pay $15 per hour or $25-40 for the whole day.
In Garfield Park, you can have a picnic by the pond and admire the building of Garfield Park Gold Dome Field House. Today it houses a gymnasium, a dance school, and a fitness centre. Check out the park's conservatory, which often hosts lectures and exhibitions. You can visit this greenhouse for donations.
The price shown on the price tag in the store is not yet final. At the checkout, the tax amount will be added to it, which may be different, depending on the category of goods. Therefore, there’s no point in preparing an exact amount for payment in advance.
Frequently asked questions
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any origin and destination in the world by plane. Find the cheapest routes and best deals, as well as the best dates to travel.
Explore alternative trips
Flights from Orlando
Flights to Chicago
Popular routes
Airports near Orlando
Airports near Chicago
Download our app
Start your next adventure now. Download our app and explore cheap flights effortlessly!