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Flight Deals from San Francisco to Chicago O Hare Airport from $106

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Stops

  • Up to nonstop
    $404
  • Up to 1 stop
    $476

Airlines

  • Alaska Airlines
    $638
  • American Airlines
    $404
  • CitizenPlane
    $453
  • JetBlue
    $597
  • Sun Country Airlines
    $476

Cabin Class

  • Economy
    $404

Departure Airports

  • San Francisco International Airport
    $404

Arrival Airports

  • Chicago O Hare Airport
    $404

Layover Airports

  • General Edward Lawrence Logan International Airport
    $597
  • Minneapolis-St Paul International/Wold-Chamberlain Airport
    $476
  • San Diego International Airport
    $638

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You’re guaranteed to get one of these airlines:

DeltaDelta
AlaskaAlaska
UnitedUnited
AmericanAmerican
SFO ORD
May 09 ‧ Economy
$155

One-way

American Airlines Logo
American Airlines

05/20/26

SFO
4h 28m
Direct

05/20/26

ORD
American Airlines Logo
American Airlines

05/25/26

ORD
4h 40m
Direct

05/25/26

SFO
$404
United Airlines Logo
United Airlines

05/22/26

SFO
4h 27m
Direct

05/23/26

ORD
United Airlines Logo
United Airlines

05/28/26

ORD
4h 37m
Direct

05/28/26

SFO
$453
Sun Country Airlines Logo
Sun Country Airlines

07/20/26

SFO
6h 28m
MSP

07/20/26

ORD
Sun Country Airlines Logo
Sun Country Airlines

07/22/26

ORD
6h 44m
MSP

07/22/26

SFO
$476
Bundle + Save
Book a flight & hotel together for extra savings.
On average save $240 per traveler
JetBlue Logo
JetBlue

05/22/26

SFO
13h 30m
BOS

05/23/26

ORD
JetBlue Logo
JetBlue

05/28/26

ORD
13h 31m
BOS

05/28/26

SFO
$597
Alaska Airlines Logo
Alaska Airlines

05/22/26

SFO
10h 34m
SAN

05/22/26

ORD
Alaska Airlines Logo
Alaska Airlines

05/28/26

ORD
8h 1m
SAN

05/28/26

SFO
$638

Top Deals on flights from San Francisco to Chicago O Hare Airport

San Francisco, US (SFO) - Chicago, US (CHI)

American Airlines Logo
American Airlines

Sep 16

SFO
4h 4m
Direct

Sep 17

ORD

as low as

$106

San Francisco, US (SFO) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Jun 8

SFO
4h 23m
Direct

Jun 9

ORD

as low as

$129

San Francisco, US (SFO) - Chicago, US (CHI)

 Logo

Jul 24

SFO
28h 32m
LAS

Jul 26

ORD

as low as

$132

San Francisco, US (SFO) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

Jun 8

SFO
10h 34m
SAN

Jun 8

ORD

as low as

$164

San Francisco, US (SFO) - Chicago, US (CHI)

Sun Country Airlines Logo
Sun Country Airlines

Jul 24

SFO
15h 40m
MSP

Jul 25

ORD

as low as

$243

San Francisco, US (SFO) - Chicago, US (CHI)

Alaska Airlines Logo
Alaska Airlines

Aug 24

SFO
6h 32m
SAN

Aug 24

ORD

as low as

$260

San Francisco, US (SFO) - Chicago, US (CHI)

United Airlines Logo
United Airlines

Jun 3

SFO
4h 24m
Direct

Jun 3

ORD

as low as

$500

Good to Know

Essential information to help you plan your flight from San Francisco to Chicago O Hare Airport

Cheapest Flight

$106

The lowest price we found in the last two weeks, departing Sep 16 and returning Sep 17

Airline AA4h 4m ‧ economy

Fastest Flights

$106

The fastest flight that we found in the last two weeks, departing Sep 16 and returning Sep 17

Airline AA4h 4m ‧ economy

Cheapest Flight Round-trip

$404

Cheapest price found in the last 14 days, departing May 20 and returning May 25

Airline AA4h 28m ‧ economy

Cheapest Flight One-way

$106

Cheapest price found in the last 14 days, departing Sep 16

Airline AA4h 4m ‧ economy

Cheapest Layover airport

$243

The cheapest layover airport to Chicago is currently $243

Airline SY1 stop ‧ 15h 40m ‧ economy

Best Arrival airport

$106

The best arrival airport to Chicago is currently $106

Airline AA4h 4m ‧ economy

Best Departure airport

$106

The best departure airport to Chicago is currently $106

Airline AA4h 4m ‧ economy

Cheapest Airline

$106

The cheapest airline to Chicago is currently $106

Airline AA4h 4m ‧ economy

Frequently Asked Questions

What is the typical flight duration from San Francisco to Chicago?

A direct flight from San Francisco (SFO) to Chicago (ORD) typically lasts about 4 hours 15 minutes to 4 hours 30 minutes. Flights with common layovers, such as Denver or Dallas, generally take around 6 to 8 hours total.

Are there any direct flights from San Francisco to Chicago?

Yes. Non-stop flights from San Francisco to Chicago operate daily, with a typical duration of about 4 hours. American Airlines, United, and Alaska Airlines offer these flights. Non-stop fares tend to be approximately 10-20% higher than one-stop options, which usually take around 4 hours 30 minutes including layovers.

What are the ground transportation options in Chicago?

Chicago O'Hare Airport provides several ground transportation options to the city center. The CTA Blue Line train is the most popular and economical, reaching downtown in about thirty minutes. Taxis and ride-share services like Uber and Lyft are readily available outside the terminals and typically take around twenty-five to thirty minutes depending on traffic. Car rentals are available at the airport for longer trips or regional travel but are less practical for city center transit. Shuttle buses operate to various downtown hotels but are less convenient than trains or taxis. Most travelers opt for the Blue Line train due to its cost-effectiveness and reliability.

When is the cheapest time to fly from San Francisco to Chicago?

Fares are usually lowest from January to March and in late fall. Tuesdays and Wednesdays with midday departures tend to be more affordable, and booking two to three months ahead often yields better prices.

How far in advance should I book tickets from San Francisco to Chicago?

Reserve tickets four to six weeks in advance for regular travel and six to eight weeks for summer and holiday peaks.

Which airlines usually operate this route from San Francisco to Chicago?

Non‑stop carriers include United Airlines and Alaska Airlines. One‑stop options via Denver, Dallas or Houston are common.

If I need a connection, what are common layover cities between San Francisco and Chicago?

Common layover cities include Dallas Fort Worth, Denver, Minneapolis and Las Vegas, offering broad connections and efficient transfers.

How reliable are on‑time departures on this route from San Francisco to Chicago?

On‑time departures from San Francisco to Chicago are usually reliable, but mid-day flights may experience delays. Booking early morning flights can improve your chances of on-time departure, especially with United Airlines which has a strong punctuality record.

Which months have the best weather for traveling to Chicago?

May to June and September offer mild weather and fewer tourists.

What documents should I bring with me to the airport when flying from San Francisco to Chicago?

Bring a valid Real ID or state-issued ID for domestic travel, a payment method for baggage, and proof of return or onward travel. No visa needed for U.S. flights. Vaccination certificates are not generally required for domestic flights.

Which airport should I use in Chicago?

O'Hare International Airport is the primary hub offering extensive domestic and international flights, located about 17 miles from downtown. Midway Airport is closer at about 10 miles and mainly serves low-cost and regional airlines.

How do I get to San Francisco Intl Airport airport from the city center?

From downtown San Francisco, BART trains to SFO take approximately 30 minutes and are the most popular and cost-effective. Rideshares and taxis are quicker, about 15–20 minutes, but more expensive. Shuttle services and parking are also available.

Are there hotels or sleeping facilities at Chicago airport?

Chicago O'Hare offers on-site hotels including the Hilton and Hyatt Regency, accessible via walkways from the terminals. No capsule hotels or sleeping pods are available on-site.

Are there currency exchange offices, prayer rooms and Wi‑Fi at O'Hare Intl Airport ?

O'Hare International Airport offers currency exchange offices in all terminals, prayer rooms near Terminal 2 and 5, and free Wi‑Fi throughout.

Are there accessible services or children's facilities at the San Francisco and Chicago airports?

San Francisco International offers wheelchair assistance, accessible restrooms, and children’s play areas in Terminals 1, 2, and 3; request 48 hours in advance. Chicago O’Hare provides similar services, including mobility assistance, accessible facilities, and play zones in Terminals 2 and 5; arrange 48 hours ahead.

Which aircraft models fly between San Francisco and Chicago this route and do airlines offer Wi‑Fi?

Common aircraft are Boeing 737, 757, 767, 777, and Airbus A320 family. Most airlines offer Wi‑Fi and in‑flight entertainment.

Which airline alliances operate this route?

All three major alliances operate this route: Star Alliance, oneworld, and SkyTeam, with multiple daily flights available.

What is the cheapest time of day to fly from San Francisco to Chicago?

Afternoon flights during weekdays usually have lower fares than morning or evening departures.

What are the best airport lounge options when departing from San Francisco?

At SFO, the Virgin Atlantic Clubhouse in Terminal 2 offers amenities for Virgin Atlantic and partner airline premium passengers, including dining and showers. The United Club in Terminal 3 is accessible to United first and business class travelers, elite members, and with paid memberships or day passes. The lounge features comfortable seating and complimentary refreshments.

What is the baggage allowance on this route from San Francisco to Chicago?

Baggage allowances on San Francisco–Chicago flights vary by airline and fare class. Basic economy often excludes checked bags; standard economy generally includes one checked bag and a carry‑on. Premium cabins offer more.

What cabin and seat options are typical from San Francisco to Chicago?

Flights from San Francisco to Chicago generally include Economy and flat‑bed Business class; Premium Economy is less common.

Are same‑day changes or standby possible on this route?

Policies vary by airline and fare class; flexible tickets and premium cabins often allow same‑day changes or standby, while lower fare classes may not.

Flights to Chicago