Cheap flights from San Francisco Bay Area to Chicago from $72

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Francisco Bay Area to Chicago departing on 9/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Southwest Logo
10:45 am - 4:55 pmSFO-MDW
4h 10mnonstop
Southwest Logo
8:15 am - 10:50 amMDW-SFO
4h 35mnonstop
$197Southwest
Find Deal
Tue, Sep 9 - Sat, Sep 13
Southwest Logo
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
Southwest Logo
8:15 am - 10:50 amMDW-SFO
4h 35mnonstop
$198Southwest
Find Deal
Mon, Aug 25 - Sat, Aug 30
Southwest Logo
5:50 am - 11:55 amOAK-MDW
4h 05mnonstop
Southwest Logo
3:25 pm - 5:55 pmMDW-OAK
4h 30mnonstop
$198Southwest
Find Deal
Sun, Aug 24 - Sat, Aug 30
Southwest Logo
1:50 pm - 11:25 pmOAK-MDW
7h 35m2 stops
Southwest Logo
3:25 pm - 5:55 pmMDW-OAK
4h 30mnonstop
$203Southwest
Find Deal
Sat, Aug 16 - Sat, Aug 30
Southwest Logo
7:15 am - 1:20 pmSFO-MDW
4h 05mnonstop
Southwest Logo
3:50 pm - 6:25 pmMDW-SFO
4h 35mnonstop
$207Southwest
Find Deal
Thu, Sep 4 - Wed, Sep 10
Frontier Logo
10:29 pm - 10:40 amSFO-MDW
10h 11m1 stop
Frontier Logo
11:39 am - 9:23 pmMDW-SFO
11h 44m1 stop
$213Frontier
Find Deal
Mon, Aug 11 - Wed, Aug 13
Frontier Logo
6:29 am - 3:53 pmSFO-MDW
7h 24m1 stop
Frontier Logo
4:48 pm - 12:16 amMDW-SFO
9h 28m1 stop
$218Frontier
Find Deal
Mon, Sep 29 - Fri, Oct 3
Delta Logo
12:40 am - 8:50 amSFO-MDW
6h 10m1 stop
Delta Logo
10:31 am - 5:32 pmMDW-SFO
9h 01m1 stop
$257Delta
Find Deal
Fri, Aug 15 - Tue, Aug 19
Delta Logo
6:25 am - 5:37 pmSJC-MDW
9h 12m1 stop
Delta Logo
4:25 pm - 10:23 pmMDW-SJC
7h 58m1 stop
$257Delta
Find Deal
Tue, Sep 9 - Sat, Sep 20
 Logo
6:00 am - 11:17 pmOAK-MDW
15h 17m2 stops
 Logo
6:20 am - 11:27 pmMDW-OAK
19h 07m2 stops
Thu, Aug 14 - Mon, Aug 18

Delta flights from San Francisco Bay Area to Chicago Midway Airport

Our best Delta deals on San Francisco Bay Area to Chicago Midway Airport flight tickets
Delta
Sep 9
SJC6:25 amSan Jose
9h 12m
1 stop
MDW5:37 pmChicago Midway
Sep 20
MDW4:25 pmChicago Midway
7h 58m
1 stop
SJC10:23 pmSan Jose
Delta
Aug 8
SFO12:50 amSan Francisco
5h 55m
1 stop
MDW8:45 amChicago Midway
Aug 21
MDW12:43 pmChicago Midway
8h 09m
1 stop
SFO6:52 pmSan Francisco
Delta
Aug 16
SJC6:25 amSan Jose
9h 12m
1 stop
MDW5:37 pmChicago Midway
Aug 21
MDW12:43 pmChicago Midway
9h 04m
1 stop
SJC7:47 pmSan Jose

Frontier flights from San Francisco Bay Area to Chicago Midway Airport

Our best Frontier deals on San Francisco Bay Area to Chicago Midway Airport flight tickets
Frontier
Aug 11
SFO10:29 pmSan Francisco
10h 11m
1 stop
MDW10:40 amChicago Midway
Aug 13
MDW11:39 amChicago Midway
11h 44m
1 stop
SFO9:23 pmSan Francisco
Frontier
Sep 29
SFO6:29 amSan Francisco
7h 24m
1 stop
MDW3:53 pmChicago Midway
Oct 3
MDW4:48 pmChicago Midway
9h 28m
1 stop
SFO12:16 amSan Francisco
Frontier
Aug 9
SFO6:37 amSan Francisco
12h 17m
1 stop
MDW8:54 pmChicago Midway
Aug 14
MDW2:44 pmChicago Midway
11h 35m
1 stop
SFO12:19 amSan Francisco

See travel insights to Chicago from

How to get the cheapest flight ticket from San Francisco Bay Area to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from San Francisco Bay Area, with most prices found around $207. If you are unable to visit Chicago Midway Airport during the month of January, then departing from San Francisco Bay Area during the month February is also very affordable. Most momondo users find prices during this month for around $247.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from San Francisco Bay Area. The lowest ticket price found for a Friday departure recently was $368. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from San Francisco Bay Area because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $508.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from San Francisco Bay Area in the evening is the least expensive time of day to depart. momondo users have found prices as low as $284 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $535. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest San Francisco Bay Area to Chicago Midway flight route?

Fly from Oakland to Chicago Midway for the best San Francisco Bay Area - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from San Francisco Bay Area when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $328 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from San Francisco Bay Area for as low as $209 on momondo.

What cabin class options are available on San Francisco Bay Area to Chicago Midway flights?

There are 1 cabin classes available to choose from on San Francisco Bay Area to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on San Francisco Bay Area to Chicago Midway Airport flights?

You could potentially save up to 10% on your flight if you consider stops on a San Francisco Bay Area to Chicago Midway Airport flight.

Cheap San Francisco Bay Area to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Francisco Bay Area to Chicago Midway Airport

Best Price Found

$72

Fastest flight time

4h 00m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from San Francisco Bay Area in the past 72 hours is $72. The best round-trip flight deal from San Francisco Bay Area to Chicago Midway Airport found on momondo in the last 72 hours is $197.
The fastest flight from San Francisco Bay Area to Chicago Midway Airport takes 4h 00m
Direct flights go from San Francisco Bay Area to Chicago Midway Airport on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Southwest.

  • When did momondo last update prices for flights from San Francisco Bay Area to Chicago Midway Airport?

    Prices for flights from San Francisco Bay Area to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from San Francisco Bay Area to Chicago Midway Airport?

  • How old do you have to be to fly from San Francisco Bay Area to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Francisco Bay Area to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from San Francisco Bay Area to Chicago Midway Airport?


Best airlines flying from San Francisco Bay Area to Chicago Midway Airport

Compare and see reviews for airlines that fly from San Francisco Bay Area to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $118Free CancellationRating
5.9
3,252 reviews
Search Frontier flights
United AirlinesPriceFrom $133Free CancellationRating
7.4
8,864 reviews
Search United Airlines flights
American AirlinesPriceFrom $197Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $197Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
SouthwestPriceFrom $211Free CancellationRating
8.0
4,239 reviews
Search Southwest flights
DeltaPriceFrom $236Free CancellationRating
8.0
7,959 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from San Francisco Bay Area to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from San Francisco Bay Area.

Can I find flights from San Francisco Bay Area to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from San Francisco Bay Area which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from San Francisco Bay Area to Chicago?

Once you have performed a search for San Francisco Bay Area to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from San Francisco Bay Area to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from San Francisco Bay Area. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Tue 7/22
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