Cheapest Day to Fly
7.8%
Confidence 49%
Thursday departures on this route average 7.8% below the route-wide observed fare average.
Sample size
19
Last updated
Sep 17, 2026
Fly2Any recorded 28 fares for flights from San Francisco, CA to Chicago, IL. Approximate nonstop flying time is 4h 11m.Fares from $161 one way, typically $279, from 28 fares we recorded on this route between Aug 13, 2026 and Sep 18, 2026.
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Recorded one-way fares from San Francisco, CA (SFO) to Chicago, IL (ORD) start from 161 USD, with a median of $279 across 28 fares we recorded. That is a small sample, so search your own dates for the price you can book.
The great-circle distance from San Francisco, CA to Chicago, IL implies roughly 4h 11m of nonstop flying time. Itineraries with a connection take longer.
Carriers in the fares we recorded for San Francisco, CA to Chicago, IL include American Airlines, Alaska Airlines, Frontier Airlines, United Airlines. Baggage allowances and fare rules differ by carrier and fare, so compare the whole fare rather than the headline price.
Recorded one-way fares ranged from $161 to $452 across 28 observations, depending on dates, carrier and fare.
Based on 28 fares Fly2Any recorded on this route. Confirm the final price live.
Origin airport
San Francisco International
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Destination airport
O'Hare International
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Route insights
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Corridor hub
Open the north america corridor
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Real Fare Intelligence
These insights are generated only from observed fare data captured from searches, snapshots, alerts, and bookings. Modeled and editorial values are excluded.
Cheapest Day to Fly
7.8%
Thursday departures on this route average 7.8% below the route-wide observed fare average.
Sample size
19
Last updated
Sep 17, 2026
Best Booking Window
36.9%
Flights on this route are 36.9% cheaper on average when booked 0-13 days before departure.
Sample size
8
Last updated
Aug 13, 2026
Price Volatility
74.5%
Observed fares on this route moved across a 74.5% band between the 10th and 90th percentile, signaling high price volatility.
Sample size
28
Last updated
Sep 18, 2026
Looking for cheap flights from San Francisco, CA (SFO) to Chicago, IL (ORD)? Compare available flights with Fly2Any. Search your travel dates to check current fares, airlines, baggage options, and connections for this route.
The great-circle distance from San Francisco, CA (SFO) to Chicago, IL (ORD) is about 1842 miles, which suggests a nonstop flight time around 4h 11m. Actual schedules, elapsed travel time, and connection patterns must be validated in live search before booking.
Planning guidance computed by Fly2Any Travel Research from airport coordinates and time zones. Confirm live schedules and elapsed travel time in search before booking.
No booking window or weekday guarantees the lowest fare. Compare dates that work for your trip, and check the complete price and fare conditions before choosing an itinerary.
Fares we recorded for San Francisco, CA (SFO) to Chicago, IL (ORD) came from:
Fares from $161 one way, typically $279, from 28 fares we recorded on this route between Aug 13, 2026 and Sep 18, 2026. The highest fare we recorded was $452. Prices move with dates, airline and fare type, so search your dates for the current price.
In the 28 fares Fly2Any recorded for San Francisco, CA (SFO) to Chicago, IL (ORD), the airlines were American Airlines, Alaska Airlines, Frontier Airlines and United Airlines. Which airlines appear depends on your dates, and some of these fares connect through another airport.
The two airports are about 1,842 miles apart, which works out to roughly 4h 11m of nonstop flying time. Itineraries with a connection take longer; search shows the actual total travel time of each itinerary.
Nonstop service changes by season and day of the week. Search your dates and choose the nonstop (direct) filter: if a nonstop is offered it appears there, and if not, sorting by Fastest shows the shortest connections first.
As general planning guidance, fares on routes like this are often lower in January, February and September. Domestic routes often price lower outside school holidays and the summer peak. This is not a fare guarantee: compare flexible dates in search, or set a price alert for the route.
No single booking window guarantees the lowest fare on SFO to ORD. Start watching once your dates are firm, compare nearby dates, and check the total with bags and fare rules before you pay.
It depends on the airline and the fare. Basic and light fares often include only a personal item, while standard fares add a carry-on or a checked bag. Each fare in Fly2Any search shows what is included, and you can add bags before you pay.
Compare similar routes. Prices shown are the lowest fares we recorded; search your dates for the current price.
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