$67 Cheap flight deals from San Francisco (SJC) to Des Plaines (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 Des Plaines

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, Jun 8 - Sat, Jun 14
SFO
San Francisco Intl.
MDW
Midway Intl.
$289 Roundtrip, found 14 hours ago
$289
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Jun 8 from San Francisco Intl. to Midway Intl., returning Sat, Jun 14, priced at $289 found 14 hours ago
Sun, Jun 8 - Fri, Jun 13
SJC
Norman Y. Mineta San Jose Intl.
MDW
Midway Intl.
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Jun 8 from Norman Y. Mineta San Jose Intl. to Midway Intl., returning Fri, Jun 13, priced at $308 found 5 days ago
Sat, Jun 7 - Sun, Jun 8
OAK
Oakland Intl.
ORD
O'Hare Intl.
$395 Roundtrip, found 5 days ago
$395
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Jun 7 from Oakland Intl. to O'Hare Intl., returning Sun, Jun 8, priced at $395 found 5 days ago
Sun, Jun 8 - Thu, Jun 12
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$401 Roundtrip, just found
$401
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jun 8 from San Francisco Intl. to O'Hare Intl., returning Thu, Jun 12, priced at $401 just found

Airfares from $67 One Way, $149 Round Trip from San Francisco to Des Plaines

Prices starting at $149 for return flights and $67 for one-way flights to Des Plaines 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, Jun 23 - Wed, Jun 25
OAK
Oakland
ORD
Chicago
$149 Roundtrip, found 21 hours ago
$149
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Mon, Jun 23 from Oakland to Chicago, returning Wed, Jun 25, priced at $149 found 21 hours ago
Thu, Sep 18 - Tue, Sep 23
SFO
San Francisco
ORD
Chicago
$156 Roundtrip, found 11 hours ago
$156
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Thu, Sep 18 from San Francisco to Chicago, returning Tue, Sep 23, priced at $156 found 11 hours ago
Thu, Aug 21 - Sat, Aug 23
SFO
San Francisco
ORD
Chicago
$165 Roundtrip, found 21 hours ago
$165
Roundtrip
found 21 hours ago
Select Southwest Airlines flight, departing Thu, Aug 21 from San Francisco to Chicago, returning Sat, Aug 23, priced at $165 found 21 hours ago
Thu, Sep 11 - Thu, Sep 18
SFO
San Francisco
MDW
Chicago
$179 Roundtrip, just found
$179
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 11 from San Francisco to Chicago, returning Thu, Sep 18, priced at $179 just found
Wed, Aug 6 - Mon, Aug 11
SFO
San Francisco
ORD
Chicago
$179 Roundtrip, found 6 hours ago
$179
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Wed, Aug 6 from San Francisco to Chicago, returning Mon, Aug 11, priced at $179 found 6 hours ago

Des Plaines economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
4.0-star property

The Allegro Royal Sonesta Hotel Chicago Loop

8.8/10 Excellent! (1,751 reviews)

Jul 13 - Jul 18

5 night stay

Oakland (OAK) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach

Chicago (ORD) to Oakland (OAK)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
The best!!!!!!!!! Beautiful hotel, rooms are small but we got upgraded to a suite and it was worth it! The customer service was excellent. David and Hethel were excellent.

Reviewed on May 2, 2025

Fairmont Chicago at Millennium Park
4.5-star property

Fairmont Chicago at Millennium Park

8.6/10 Excellent! (1,752 reviews)

Jul 13 - Jul 18

5 night stay

Oakland (OAK) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach

Chicago (ORD) to Oakland (OAK)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
came in for the weekend. great location. room was perfect. staff super friendly. will stay again!

Reviewed on Apr 28, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,598 reviews)

Jul 13 - Jul 18

5 night stay

Oakland (OAK) to Chicago (ORD)

Spirit Airlines • Non-stop • Coach

Chicago (ORD) to Oakland (OAK)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Perfect stay. Great hotel. Only complaint is the death spot in the bedroom. Gross looking stain on the floor: other than that- perfect.

Reviewed on Jun 1, 2025

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

More About Flying To Des Plaines from San Francisco

Route Information for Flights from San Francisco to Des Plaines

Origin Airport IATA Code
SJC
Destination Airport IATA Code
CHI
Distance
1842 mi
Direct Flight Airlines
American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Emirates, Asiana Airlines, Virgin Australia, Air New Zealand, United Airlines, Alaska Airlines, Qantas, Finnair, Royal Jordanian, Hawaiian Airlines, Iberia, ANA, Brussels Airlines, Lufthansa, Singapore Airlines, Air China, British Airways, Gulf Air
Earliest Flight Arrival
5:56PM UTC
Latest Flight Arrival
1:19PM UTC

San Francisco to Des Plaines

When you’re ready to take your next trip, get the most affordable prices on flights from San Francisco to Des Plaines with Orbitz! The guaranteed low prices and cutting-edge mobile tools on Orbits make it easy for you to plan your next great vacation.

Keep Up With Sudden Flight Changes

As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from San Francisco to Des Plaines, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.

Get Great Prices for San Francisco to Des Plaines Flights

Orbitz features both an Android app and an iPhone app to give you the lowest prices for San Francisco to Des Plaines flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.

Fly for Less and Earn Miles

Did you know you can earn miles and points for your frequent flyer program with Orbitz? To do this with specific flights from San Francisco to Des Plaines, enter your frequent flyer account number when you book your ticket online. For even more convenience, keep a record of your loyalty travel program numbers directly with Orbitz by storing them in your account profile. This way, you can add your account numbers to your next reservation for San Francisco to Des Plaines flights automatically without the annoying hassle of having to look them up.

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.