Cheap flights from Houston to Chicago from £25
Trusted by millions
Kiwi.com Guarantee for stress-free travel
One search, all the best deals
Explore flight deals to Chicago
Not happy with the results? Try some of our useful filters
Search by stops
Search by price
Search by departure date
Not happy with the results? Try some of our useful filters
Search by stops
Search by price
Search by departure date
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 Houston to Chicago in the next month. You’ll find the number of daily direct flights per airline in the chart.
| Airline | Mon 16.02 | Tue 17.02 | Wed 18.02 | Thu 19.02 | Fri 20.02 | Sat 21.02 | Sun 22.02 |
|---|---|---|---|---|---|---|---|
| --- | --- | --- | --- | --- | --- | --- | |
| --- | --- | --- | --- | 2 | 1 | 2 | |
| --- | --- | --- | --- | 1 | 1 | 1 | |
| Weekly flights: 8 total | Daily flights: 1.14 average | Most flights: Friday 2 flights |
| Airline | Mon 23.02 | Tue 24.02 | Wed 25.02 | Thu 26.02 | Fri 27.02 | Sat 28.02 | Sun 01.03 |
|---|---|---|---|---|---|---|---|
| --- | 9 | 10 | 6 | 8 | 9 | 7 | |
| 2 | --- | --- | 1 | 2 | 1 | 2 | |
| 1 | 1 | 1 | 1 | 1 | 1 | 1 | |
| Weekly flights: 64 total | Daily flights: 9.14 average | Most flights: Wednesday 10 flights |
| Airline | Mon 02.03 | Tue 03.03 | Wed 04.03 | Thu 05.03 | Fri 06.03 | Sat 07.03 | Sun 08.03 |
|---|---|---|---|---|---|---|---|
| --- | 11 | 9 | 8 | 6 | 4 | 1 | |
| 2 | --- | --- | 1 | 2 | 1 | --- | |
| 1 | 1 | 1 | 1 | 1 | 1 | 1 | |
| Weekly flights: 52 total | Daily flights: 7.43 average | Most flights: Tuesday 11 flights |
| Airline | Mon 09.03 | Tue 10.03 | Wed 11.03 | Thu 12.03 | Fri 13.03 | Sat 14.03 | Sun 15.03 |
|---|---|---|---|---|---|---|---|
| 2 | 9 | 11 | 10 | 10 | 11 | 4 | |
| 2 | --- | --- | 1 | 2 | 1 | 1 | |
| --- | 1 | 1 | 1 | 1 | 1 | 1 | |
| Weekly flights: 70 total | Daily flights: 10 average | Most flights: Wednesday 11 flights |
Check-in for a flight from Houston 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 |
| VivaAerobus | VIV | VB | 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
Have a pleasant evening at Chicago music bars
Chicago is inextricably connected to music. In the city's bars, you can enjoy concerts or karaoke with a glass of beer. The Subterranean Bar, for example, is full of great contemporary music, with both paid and free concerts. Irish Bar Fifth Province offers free national music evenings. Live music will delight you in Carol's Pub or the Uptown Lounge (country, jazz).
The best time to visit Chicago is during spring and autumn
The most comfortable months to visit Chicago are from April to May and from September to October. There are fewer tourists during these months, and the air temperature is quite comfortable. For example, in September, daytime temperatures are around 15-21°C.
Visit the Shedd Aquarium in Chicago, one of the best in the country
Shedd Aquarium is considered one of the best and most interesting in the United States. It is home to 32,600 different species of sea life. You can feed sharks, make friends with penguins, and even work as an animal trainer for one day. The ticket costs $40 (€ 33.50).
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 Houston
Flights to Chicago
Popular routes
Airports near Houston
Airports near Chicago
Download our app