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North America

Chicago

USA · ORD · 2,936.86 km from SF (via SJC)

Est. Sep 2026
$680
peak

Anything outside summer is cheap — February is darkest and cheapest.

Brutal lake-effect winters keep prices low for eight months of the year.

Ready to book?
Suggested cheapest window November 2026 · 2026-11-072026-11-15
Or search September 2026: 2026-09-072026-09-15
September 2026 is peak

Peak season. Expect premium fares, busy attractions, and the weather locals brag about.

Why this season?

  • Weatherdrives prices upJun, Jul, Aug, Sep
    Locally peak weather and tourism

    Brutal lake-effect winters keep prices low for eight months of the year.

  • Weatherdrives prices downJan, Feb, Mar, Apr, Nov, Dec
    Off-season weather discounts

    Quieter months driven by local climate; see the climate note for specifics.

Weather through the year

12-month fare curve

12-month estimated fare curve
Range $355 – $680
off-peak shoulder peak holiday spike
$355
$355
$355
$355
$450
$680
$680
$680
$680
$450
$355
$355
J
F
M
A
M
J
J
A
S
O
N
D
Cheapest month
December
~$355 · off-peak
Most expensive
September
~$680 · peak
Peak months
Jun, Jul, Aug, Sep
avoid these for budget
SF · SFO / OAK / SJC·ORD 41.97, -87.91·see others for September 2026