Cheap flights from Orlando to Chicago from £20
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How much do flights to Chicago cost?
Getting from Chicago's airport to the city center
Fastest options: CTA Blue Line train from O'Hare. Best value: CTA Orange Line from Midway or shared ride services.
From O'Hare International Airport (ORD)
Transport Option | Typical Time | Typical Cost | Frequency | Best For |
|---|---|---|---|---|
40-50 min | $5 (standard fare) | every 5–10 min (traffic dependent) | budget travelers to Loop | |
60-90 min | $2-$5 (combined bus and Metra fare) | every 20–30 min (traffic dependent) | northwest suburbs connection | |
35-70 min | $45-$65 (metered; varies by traffic) | on-demand 24/7 (traffic dependent) | door-to-door with luggage | |
35-70 min | $35-$75 (surge pricing may apply) | on-demand 24/7 (traffic dependent) | app-based convenience | |
35-70 min | $60-$120 (pre-booked; fixed rate) | by reservation (traffic dependent) | groups or business travel |
From Chicago Midway International Airport (MDW)
Transport Option | Typical Time | Typical Cost | Frequency | Best For |
|---|---|---|---|---|
25-30 min | $5 (standard fare) | every 6–12 min (traffic dependent) | quick access to Loop | |
20-45 min | $30-$45 (metered; varies by traffic) | on-demand 24/7 (traffic dependent) | door-to-door convenience | |
20-45 min | $25-$50 (surge pricing may apply) | on-demand 24/7 (traffic dependent) | flexible pickup location |
Notes:
- Prices in USD; table created in 2025 and subject to change.
- CTA Ventra cards or contactless payment accepted on Blue and Orange Lines.
- Taxis are metered; ride-hailing prices vary with demand. Road traffic can significantly affect journey times.
- We recommend checking official transport websites for your travel planning.
Updated: December 2025
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 09.02 | Tue 10.02 | Wed 11.02 | Thu 12.02 | Fri 13.02 | Sat 14.02 | Sun 15.02 |
|---|---|---|---|---|---|---|---|
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| Weekly flights: 0 total | Daily flights: 0 average | Most flights: 0 flights |
| Airline | Mon 16.02 | Tue 17.02 | Wed 18.02 | Thu 19.02 | Fri 20.02 | Sat 21.02 | Sun 22.02 |
|---|---|---|---|---|---|---|---|
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | 2 | 2 | 2 | 1 | |
| --- | --- | --- | 2 | 2 | 2 | --- | |
| --- | --- | --- | --- | --- | --- | --- | |
| Weekly flights: 13 total | Daily flights: 1.86 average | Most flights: Thursday 2 flights |
| Airline | Mon 23.02 | Tue 24.02 | Wed 25.02 | Thu 26.02 | Fri 27.02 | Sat 28.02 | Sun 01.03 |
|---|---|---|---|---|---|---|---|
| --- | 7 | 1 | --- | --- | 3 | --- | |
| 2 | 1 | 1 | 2 | 2 | 2 | 1 | |
| --- | 2 | 2 | 2 | 2 | 2 | 2 | |
| --- | --- | 1 | --- | 1 | --- | --- | |
| Weekly flights: 36 total | Daily flights: 5.14 average | Most flights: Tuesday 7 flights |
| Airline | Mon 02.03 | Tue 03.03 | Wed 04.03 | Thu 05.03 | Fri 06.03 | Sat 07.03 | Sun 08.03 |
|---|---|---|---|---|---|---|---|
| 1 | 6 | 6 | 9 | 5 | 6 | 1 | |
| 2 | 1 | 1 | 2 | 5 | 4 | 3 | |
| 2 | 2 | 2 | 2 | 2 | 2 | 1 | |
| 1 | --- | 1 | --- | 1 | --- | --- | |
| Weekly flights: 68 total | Daily flights: 9.71 average | Most flights: Thursday 9 flights |
Check-in for a flight from Orlando to Chicago
| Name | Carrier code | IATA Code | Passport needed during booking |
|---|---|---|---|
| Frontier Airlines | FFT | F9 | No |
| Spirit Airlines | NKS | NK | No |
| United Airlines | UAL | UA | No |
| Allegiant Air | AAY | G4 | No |
| JetBlue Airways | JBU | B6 | 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 | 26°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
Chicago is great for leisurely bike rides
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.
Have a picnic at Garfield Park in Chicago and admire the buildings that surround it
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.
Don't forget that prices are always indicated without the tax in Chicago shops
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.
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