$91 Cheap flight deals from San Francisco (SJC) to Oak Lawn (CHI)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from San Francisco to Oak Lawn

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Oct 5 - Fri, Oct 24
SFO
San Francisco Intl.
MDW
Midway Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Oct 5 from San Francisco Intl. to Midway Intl., returning Fri, Oct 24, priced at $267 found 1 day ago
Sun, Oct 5 - Fri, Oct 10
SJC
Norman Y. Mineta San Jose Intl.
ORD
O'Hare Intl.
$305 Roundtrip, found 14 hours ago
$305
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Oct 5 from Norman Y. Mineta San Jose Intl. to O'Hare Intl., returning Fri, Oct 10, priced at $305 found 14 hours ago
Sun, Oct 5 - Thu, Oct 9
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$334 Roundtrip, found 7 hours ago
$334
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Sun, Oct 5 from San Francisco Intl. to O'Hare Intl., returning Thu, Oct 9, priced at $334 found 7 hours ago
Sat, Oct 4 - Sat, Oct 11
OAK
Oakland Intl.
ORD
O'Hare Intl.
$346 Roundtrip, found 6 days ago
$346
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Sat, Oct 4 from Oakland Intl. to O'Hare Intl., returning Sat, Oct 11, priced at $346 found 6 days ago

Airfares from $91 One Way, $170 Round Trip from San Francisco to Oak Lawn

Prices starting at $170 for return flights and $91 for one-way flights to Oak Lawn were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Oct 27 - Fri, Oct 31
SJC
San Jose
ORD
Chicago
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Oct 27 from San Jose to Chicago, returning Fri, Oct 31, priced at $170 found 4 days ago
Mon, Oct 20 - Thu, Oct 23
SJC
San Jose
MDW
Chicago
$173 Roundtrip, found 6 hours ago
$173
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Oct 20 from San Jose to Chicago, returning Thu, Oct 23, priced at $173 found 6 hours ago
Thu, Nov 6 - Wed, Nov 12
SFO
San Francisco
ORD
Chicago
$175 Roundtrip, found 5 hours ago
$175
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Nov 6 from San Francisco to Chicago, returning Wed, Nov 12, priced at $175 found 5 hours ago
Mon, Oct 27 - Thu, Oct 30
SFO
San Francisco
MDW
Chicago
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Oct 27 from San Francisco to Chicago, returning Thu, Oct 30, priced at $177 found 5 days ago
Tue, Dec 9 - Wed, Dec 10
SJC
San Jose
ORD
Chicago
$204 Roundtrip, found 4 days ago
$204
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Dec 9 from San Jose to Chicago, returning Wed, Dec 10, priced at $204 found 4 days ago

Oak Lawn economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,427 reviews)

Nov 15 - Nov 18

3 night stay

Oakland (OAK) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Oakland (OAK)

Alaska Airlines • Coach
Price was $794, price is now $538 per person
$538
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Nov 15 - Nov 18

3 night stay

Oakland (OAK) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Oakland (OAK)

Alaska Airlines • Coach
Save 100% on your flight
Price was $1,304, price is now $919 per person
$919
per person
found 1 day ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (1,920 reviews)

Nov 15 - Nov 18

3 night stay

Oakland (OAK) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Oakland (OAK)

Alaska Airlines • Coach
Price was $825, price is now $601 per person
$601
per person
found 1 day ago
This property really wants to be a luxury hotel, but they repeatedly missed the mark. Everyone who worked there was really nice and apologetic, but they made promises they did not keep. One gets charged an "urban experience fee" of $25/ day for staying at this hotel. This fee gives you $15 towards food at the restaurants (which are okay, but the service is incredibly slow because there is only one kitchen across the restaurants), and the fee also covers guest passes to a health club that wasn't open during the times I was free, so I was basically forced to pay $25/ day for $15 credit towards their restaurants. My room had a nice view.

Reviewed on Sep 21, 2025

Don't see what you're looking for?
See all available trips from San Francisco to Oak Lawn
View all trips

More About Flying To Oak Lawn from San Francisco

Route Information for Flights from San Francisco to Oak Lawn

Origin Airport IATA Code
SJC
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

San Francisco to Oak Lawn

Book your trip through Orbitz for the best deals on San Francisco to Oak Lawn flights. With our cutting-edge mobile tools, getting fantastic savings on international or domestic flights or updates on your flight status has never been easier. Find your low-priced flights from San Francisco to Oak Lawn today with Orbitz.

Frequent Flyer Rewards

If you are a member of a frequent flyer program, Orbitz will ensure you get points or miles for your qualifying San Francisco to Oak Lawn flights. Just provide your frequent flyer number or your loyalty program number when booking your flight online with Orbtiz.com.

Flight Deals on the Go

Never miss out on great savings! Get fantastic deals on flights from San Francisco to Oak Lawn on your mobile device with our apps for iPhone, Android, and iPad, or use your mobile Web browser to access m.orbitz.com. Find big discounts on the hotels you want to stay at to go along with your San Francisco to Oak Lawn flights. The app even gives you information for baggage claim and other important flight details.

Free Flight Alerts

With Orbitz, not do you get amazing low-cost deals on San Francisco to Oak Lawn flights, but we can send you flight alerts to your mobile phone or email. Instantly learn about delays to your flights from San Francisco to Oak Lawn, so you can plan ahead and make different travel arrangements if you need to.

Guaranteed low prices for San Francisco to Oak Lawn flights makes Orbitz the perfect online budget travel source.

More Destinations

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.