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

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This Weekend's Flight Deals from San Francisco to Bolingbrook

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 2 days ago
$267
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Oct 5 from San Francisco Intl. to Midway Intl., returning Fri, Oct 24, priced at $267 found 2 days ago
Sun, Oct 5 - Sun, Oct 12
SJC
Norman Y. Mineta San Jose Intl.
MDW
Midway Intl.
$291 Roundtrip, found 3 hours ago
$291
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Oct 5 from Norman Y. Mineta San Jose Intl. to Midway Intl., returning Sun, Oct 12, priced at $291 found 3 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
Sun, Oct 5 - Tue, Oct 7
SFO
San Francisco Intl.
ORD
O'Hare Intl.
$410 Roundtrip, just found
$410
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Oct 5 from San Francisco Intl. to O'Hare Intl., returning Tue, Oct 7, priced at $410 just found

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

Prices starting at $170 for return flights and $91 for one-way flights to Bolingbrook 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
Sun, Oct 26 - Thu, Oct 30
SJC
San Jose
MDW
Chicago
$173 Roundtrip, found 3 hours ago
$173
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Oct 26 from San Jose to Chicago, returning Thu, Oct 30, priced at $173 found 3 hours ago
Thu, Nov 6 - Wed, Nov 12
SFO
San Francisco
ORD
Chicago
$175 Roundtrip, just found
$175
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Nov 6 from San Francisco to Chicago, returning Wed, Nov 12, priced at $175 just found
Mon, Oct 27 - Thu, Oct 30
SFO
San Francisco
MDW
Chicago
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Oct 27 from San Francisco to Chicago, returning Thu, Oct 30, priced at $177 found 6 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

Bolingbrook 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

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More About Flying To Bolingbrook from San Francisco

Route Information for Flights from San Francisco to Bolingbrook

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

San Francisco to Bolingbrook

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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.