Cheap flights from Napa Valley to Chicago (SFO - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Napa Valley to Chicago are usually found in August or July, booked 31 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

How to find the cheapest flight from
Napa Valley (SFO) to Chicago (CHI)

All the information you need to plan the best SFO to CHI flight in 2021: compare Napa Valley to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
SFO - CHI
Price
$216 - $369
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

December

High demand for flights, 22% potential price rise

Cheapest in

August

Best time to find cheap flights, 25% potential price drop

Round-trip from

$216

From Napa Valley to Chicago

One-way from

$117

One-way flight from Napa Valley to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Napa Valley to Chicago?

Flights from Napa Valley to Chicago are found to be more expensive on Saturday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Napa Valley to Chicago?

To save up to 10% on this flight, we recommend booking at least 20 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Napa Valley to Chicago from $137 1-2 weeks out and tickets from $157 for flights departing within the next 72 hours.

What is the cheapest month to fly from Napa Valley to Chicago?

April is one of the best times of the year to fly to Chicago from Napa Valley. Prices for April average $135 per person but you can even find prices for as low as $33. The most expensive prices can be found in the month of December. Opting for a April flight can save you 49% on your journey compared to booking in April

When is the cheapest time to fly from Napa Valley to Chicago (SFO - CHI)?

Unlike at noon, when flights are generally more expensive, you can save up to 12% on flights from Napa Valley to Chicago by exploring options for tickets in the evening.

Cheap flights from Napa Valley to Chicago in May, June 2021

The best prices found for SFO to CHI flights for May, June
17 May - 21 Jun
$243pp
SFO
San Francisco
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SFO
San Francisco
14 Jun - 18 Jun
$244pp
SFO
San Francisco
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SFO
San Francisco
22 May - 25 May
$246pp
SFO
San Francisco
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SFO
San Francisco

Napa Valley to Chicago 2021 flight deals

Cheap flights to Chicago from Napa Valley found for this year
30 Oct - 1 Nov
$176pp
SFO
San Francisco
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SFO
San Francisco
30 Oct - 1 Nov
$180pp
SFO
San Francisco
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SFO
San Francisco
30 Oct - 1 Nov
$189pp
SFO
San Francisco
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
 
1 STOP
SFO
San Francisco

Non-stop flights to Chicago from Napa Valley

Save time with Napa Valley to Chicago direct flight deals
30 Oct - 1 Nov
$176pp
SFO
San Francisco
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SFO
San Francisco
30 Oct - 2 Nov
$197pp
SFO
San Francisco
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SFO
San Francisco
28 Oct - 2 Nov
$206pp
SFO
San Francisco
Alaska Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Alaska Airlines
Non-Stop
SFO
San Francisco

Last minute flights from Napa Valley to Chicago

Late deals on round-trip flights to Chicago from Napa Valley, departing today and this week
22 May - 25 May
$246pp
SFO
San Francisco
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
SFO
San Francisco
26 May - 7 Jun
$257pp
SFO
San Francisco
Multiple Airlines
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Multiple Airlines
 
1 STOP
SFO
San Francisco
25 May - 2 Jun
$258pp
SFO
San Francisco
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
SFO
San Francisco

One-way flights to Chicago from Napa Valley

The cheapest one-way flights from Napa Valley to Chicago
8:30 pm - 4:53 am
Delta
1 Stop
6h 23m
SFO - MDW
Delta
$117
Delta
5:31 am - 2:14 am
Frontier
1 Stop
18h 43m
SFO - ORD
Frontier
$118
Kiwi.com
9:46 am - 7:02 pm
American Airlines
1 Stop
7h 16m
SFO - ORD
American Airlines

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Napa Valley</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Napa Valley to Chicago

Are flight prices decreasing from San Francisco to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both San Francisco and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from San Francisco to Chicago to control the spread of COVID-19?

New policies can now be found on Alaska Airlines to help keep travelers safe while flying. Some of the new policies that have been implemented to accommodate travelers flying from San Francisco to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from San Francisco to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, American Airlines, and Alaska Airlines flying from San Francisco to Chicago have implemented new flexible cancellation policies.

What airport do you fly from for flights from San Francisco to Chicago?

Located just 11.8 mi from the city center, San Francisco is the airport most travelers will use when flying to Chicago from San Francisco. Booking flights from San Francisco (SFO) to Chicago should be relatively easy as there are 31 daily outbound flights to Chicago from 9 different airlines.

Can I find flights from Napa Valley to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Napa Valley to Chicago for under $200. The cheapest flight booked recently is on Alaska Airlines for just $176, but on average you can expect to pay $207.

Are there nonstop flights from Napa Valley to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Napa Valley to Chicago under $200. A good price for a nonstop flight from Napa Valley to Chicago is less than $227.

Are there last-minute flights available from Napa Valley to Chicago for under $300?

There are currently 20+ open flights from Napa Valley to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from San Francisco to Chicago?

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Friday.

How many flights depart from Napa Valley to Chicago on average per day?

Travelers can expect 15 flights from San Francisco to Chicago on average per day.
Morning (6am - Noon) - 53% of flight departures
Afternoon (Noon - 6pm) - 27% of flight departures
Evening (6pm - Midnight) - 20% of flight departures

Is San Francisco weather warmer or cooler than Chicago?

You can imagine temperatures to be in the 84 °F range in July. The weather in Chicago is generally hotter than San Francisco's. As flight availability is subject to become more limited as peak season approaches it is ideal to book in a timely manner.

How long is the flight from Napa Valley to Chicago?

There are many flights that can get you from Napa Valley to Chicago in 4h 05m. Fly via United Airlines, Alaska Airlines, or American Airlines to get the fastest option. The distance between Napa Valley and Chicago is about 1851 mi. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Napa Valley to Chicago round-trip?

Flying on Alaska Airlines is currently your cheapest option to Chicago, with prices starting at $176. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $205 and $217, respectively. These flights start at 38% lower than the current average price 3 months from now.

What are the cheapest airlines to fly from Napa Valley to Chicago one-way?

The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $81. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Napa Valley to Chicago for a low price.

Alternative routes for Napa Valley to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Napa Valley to Chicago.
Flight duration
4h 32m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing San Francisco

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 8 airlines flying from Napa Valley to Chicago

The chart below displays the airlines Cheapflights users traveling from Napa Valley to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Sun Country Air
$131 $224 No cancel fee 83%
Frontier
$106 $243 No cancel fee 62%
Spirit Airlines
$103 $321 No cancel fee 65%
Alaska Airlines
$118 $337 No cancel fee 75%
United Airlines
$138 $380 No cancel fee 69%
Delta
$127 $387 No cancel fee N/A
American Airlines
$138 $389 No cancel fee 71%
Southwest
$299 $516 No cancel fee 63%

Hourly flight availability from Napa Valley to Chicago

See what time of day planes typically take off from Napa Valley towards Chicago.
Morning 6 AM to noon 59% of SFO to CHI departures
Early morning Midnight to 6 AM 15% of SFO to CHI departures
Evening 6 PM to midnight 15% of SFO to CHI departures
Afternoon Noon to 6 PM 11% of SFO to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Napa Valley to Chicago
See how many times per day planes take to the skies headed from Napa Valley to Chicago.
Sunday
37 daily flights
Monday
33 daily flights
Tuesday
25 daily flights
Wednesday
24 daily flights
Thursday
32 daily flights
Friday
43 daily flights
Saturday
28 daily flights
Home North America USA Illinois Chicago Cheap flights from Napa Valley to Chicago