$83 Cheap flight deals from San Francisco (SJC) to Oak Park (CHI)

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

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.

Fri, Apr 17 - Sun, Apr 19
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$330 Roundtrip, found 4 hours ago
$330
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Apr 17 from San Francisco Intl. to O'Hare Intl., returning Sun, Apr 19, priced at $330 found 4 hours ago
Fri, Apr 17 - Sat, Apr 18
SFO
San Francisco Intl.
MDW
Midway Intl.
$435 Roundtrip, found 2 days ago
$435
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Fri, Apr 17 from San Francisco Intl. to Midway Intl., returning Sat, Apr 18, priced at $435 found 2 days ago
Sun, Apr 19 - Thu, Apr 23
SJC
Norman Y. Mineta San Jose Intl.
ORD
O'Hare Intl.
$440 Roundtrip, found 10 hours ago
$440
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Sun, Apr 19 from Norman Y. Mineta San Jose Intl. to O'Hare Intl., returning Thu, Apr 23, priced at $440 found 10 hours ago
Fri, Apr 17 - Sat, Apr 18
SFO
San Francisco Intl.
RFD
Greater Rockford
$476 Roundtrip, found 2 days ago
$476
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Apr 17 from San Francisco Intl. to Greater Rockford, returning Sat, Apr 18, priced at $476 found 2 days ago

Airfares from $83 One Way, $173 Round Trip from San Francisco to Oak Park

Prices starting at $173 for return flights and $83 for one-way flights to Oak Park 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, May 4 - Wed, May 6
SFO
San Francisco
MDW
Chicago
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, May 4 from San Francisco to Chicago, returning Wed, May 6, priced at $173 found 1 day ago
Mon, May 11 - Tue, May 26
SFO
San Francisco
ORD
Chicago
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, May 11 from San Francisco to Chicago, returning Tue, May 26, priced at $175 found 3 days ago
Tue, Aug 11 - Wed, Aug 26
SJC
San Jose
ORD
Chicago
$237 Roundtrip, found 23 hours ago
$237
Roundtrip
found 23 hours ago
Select United flight, departing Tue, Aug 11 from San Jose to Chicago, returning Wed, Aug 26, priced at $237 found 23 hours ago
Tue, Jun 2 - Tue, Jun 16
SFO
San Francisco
ORD
Chicago
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jun 2 from San Francisco to Chicago, returning Tue, Jun 16, priced at $237 found 1 day ago
Tue, Jun 2 - Wed, Jun 3
OAK
Oakland
MDW
Chicago
$242 Roundtrip, found 17 hours ago
$242
Roundtrip
found 17 hours ago
Select Southwest Airlines flight, departing Tue, Jun 2 from Oakland to Chicago, returning Wed, Jun 3, priced at $242 found 17 hours ago

Oak Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Ohio House Motel
3.0-star property

Ohio House Motel

9/10 Wonderful! (1,090 reviews)

May 28 - May 31

3 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,156, price is now $891 per person
$891
per person
found 11 hours ago
The staff was very pleasant.

Reviewed on Oct 28, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (453 reviews)

May 14 - May 17

3 night stay

San Francisco (SFO) to Chicago (ORD)

Delta • Non-stop • Coach

Chicago (ORD) to San Francisco (SFO)

Southwest Airlines • Non-stop • Coach
Price was $1,648, price is now $1,221 per person
$1,221
per person
found 1 day ago
We always love staying here. Such great service and nice accommodations.

Reviewed on Nov 20, 2025

Arlo Chicago
4.0-star property

Arlo Chicago

9.4/10 Exceptional! (2,054 reviews)

May 21 - May 26

5 night stay

San Francisco (SFO) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to San Francisco (SFO)

Frontier Airlines • Coach
Price was $1,238, price is now $970 per person
$970
per person
found 1 day ago
The stay in ARLO hotel Chicago was very pleasant. The room was clean and warm. The staff was very helpful and friendly. I would recommend ARLO hotel Chicago to everyone who is planning to visit Chicago. Thank you.

Reviewed on Jan 25, 2026

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Oak Park packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Elk Grove Village/O'Hare
3.0-star property

Wyndham Garden Elk Grove Village/O'Hare

8.6/10 Excellent! (1,000 reviews)

Jun 2 - Jun 4

2 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $543, price is now $499 per person
$499
per person
found 8 hours ago
Nice place but nothing around it and not really Next to ohare airport.

Reviewed on Apr 8, 2026

Hilton Chicago O'Hare Airport
4.0-star property

Hilton Chicago O'Hare Airport

8.4/10 Very Good! (2,241 reviews)

Jun 2 - Jun 4

2 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $855, price is now $777 per person
$777
per person
found 8 hours ago
This place gets 3 stars from me only due to its great location. It's in rather poor repair and its overall appearance and upkeep do not reflect well on the Hilton brand. It seems clear that property ownership are not bothering to put money into it because they know they will get traffic from the airport.

Reviewed on Feb 25, 2026

Eaglewood Resort and Spa
4.0-star property

Eaglewood Resort and Spa

8.8/10 Excellent! (1,005 reviews)

Jun 2 - Jun 4

2 night stay

San Francisco (SFO) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Price was $656, price is now $605 per person
$605
per person
found 8 hours ago
This was a great resort in Illinois! We only had to travel 38 minutes from Chicago and it definitely gave you resort feels. Great breakfast buffet, and the swimming pool Jacuzzi area was amazing. I am definitely coming back!

Reviewed on Jul 24, 2025

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More About Flying To Oak Park from San Francisco

Route Information for Flights from San Francisco to Oak Park

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

San Francisco to Oak Park

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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.