Cheap flights from San Francisco to Chicago from £133
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 carrier
Search by price
Search by departure date
Not happy with the results? Try some of our useful filters
Search by stops
Search by carrier
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.
How to get from O'Hare International Airport (ORD) to Chicago?
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 |
How to get from Chicago Midway International Airport (MDW) to Chicago?
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 San Francisco to Chicago in the next month. You’ll find the number of daily direct flights per airline in the chart.
| Airline | Mon 05.10 | Tue 06.10 | Wed 07.10 | Thu 08.10 | Fri 09.10 | Sat 10.10 | Sun 11.10 |
|---|---|---|---|---|---|---|---|
| --- | 4 | 5 | --- | --- | 5 | --- | |
| --- | 6 | 5 | --- | --- | 4 | --- | |
| Weekly flights: 29 total | Daily flights: 4.14 average | Most flights: Tuesday 6 flights |
| Airline | Mon 12.10 | Tue 13.10 | Wed 14.10 | Thu 15.10 | Fri 16.10 | Sat 17.10 | Sun 18.10 |
|---|---|---|---|---|---|---|---|
| --- | 5 | 5 | --- | --- | 5 | --- | |
| --- | 5 | 4 | --- | --- | 5 | --- | |
| Weekly flights: 29 total | Daily flights: 4.14 average | Most flights: Tuesday 5 flights |
| Airline | Mon 19.10 | Tue 20.10 | Wed 21.10 | Thu 22.10 | Fri 23.10 | Sat 24.10 | Sun 25.10 |
|---|---|---|---|---|---|---|---|
| --- | 5 | 5 | 7 | 9 | 11 | 8 | |
| --- | 6 | 6 | --- | 8 | 7 | 4 | |
| Weekly flights: 76 total | Daily flights: 10.86 average | Most flights: Saturday 11 flights |
| Airline | Mon 26.10 | Tue 27.10 | Wed 28.10 | Thu 29.10 | Fri 30.10 | Sat 31.10 | Sun 01.11 |
|---|---|---|---|---|---|---|---|
| 10 | 12 | 12 | 9 | 5 | 13 | --- | |
| 8 | 7 | 7 | 2 | --- | 6 | --- | |
| Weekly flights: 91 total | Daily flights: 13 average | Most flights: Saturday 13 flights |
Check-in for a flight from San Francisco to Chicago
| Name | Carrier code | IATA Code | Passport needed during booking |
|---|---|---|---|
| Frontier Airlines | FFT | F9 | No |
| American Airlines | AAL | AA | No |
| United Airlines | UAL | UA | 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 | 5°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
Live like a local in Chicago by renting an apartment or staying with Couchsurfing members
Airbnb and Craigslist are great ways to deal with your accommodation issue. Renting a room will cost about $55 per night, while a whole apartment will cost about $120. There are also many Couchsurfing users in Chicago, so you can try your luck and stay with someone for free.
Spend time in The 606 trail in Chicago, similar to the High Line in New York
The 606 trail is very similar to New York's High Line Park. They are both created on abandoned railway tracks. It is customary to walk in this park and play sports. Sometimes festivals and musical evenings occur here.
If you are going to visit many museums, buy the Chicago City Pass
The Chicago City Pass provides free admission to attractions such as the Shedd Aquarium, Skydeck, Field Museum, Planetarium or Art Institute and Museum of Science and Industry, or 360 Chicago. A ticket costs $108 and is valid for nine days. An additional bonus will be the priority line, i.e. you don't have to queue.
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 San Francisco
Flights to Chicago
Popular routes
Airports near San Francisco
Airports near Chicago
Download our app