
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $235 (Kiwi.com) |
One-way from | $123 (Kiwi.com) |
Popular in | February |
Cheapest in | May |
Average price | $397 |
Fly from
Fly to
Route
Depart
Return
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Tue 4/21
12:50 pm-9:25 pm
2 stops10h 35m
San Francisco
Tue 4/28
6:20 am-4:35 pm
2 stops8h 15m
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Thu 4/9
9:45 pm-12:20 am
Nonstop4h 35m
San Francisco
Wed 4/15
5:25 am-11:35 am
Nonstop4h 10m
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Sat 4/18
6:10 pm-8:45 pm
Nonstop4h 35m
San Francisco
Tue 5/5
5:25 am-11:35 am
Nonstop4h 10m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Wed 4/15
2:40 pm-8:55 pm
1 stop8h 15m
San Francisco
Tue 4/21
11:25 am-11:55 pm
2 stops10h 30m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Thu 4/16
10:45 pm-1:35 am
Nonstop4h 50m
San Francisco
Mon 4/27
11:52 pm-6:20 am
Nonstop4h 28m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Mon 4/27
10:45 pm-1:35 am
Nonstop4h 50m
San Francisco
Fri 5/1
12:45 am-7:07 am
Nonstop4h 22m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Tue 4/28
10:30 am-7:05 pm
2 stops10h 35m
San Francisco
Tue 5/5
10:05 am-10:55 pm
2 stops10h 50m
ChicagoSan Francisco
MDW - SFO
MDWSFO
Chicago Midway
Thu 4/16
6:40 am-11:35 am
1 stop6h 55m
San Francisco
Mon 4/20
9:15 pm-7:35 am
1 stop8h 20m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Thu 5/14
7:20 pm-12:10 am
1 stop6h 50m
San Francisco
Wed 5/20
10:30 am-11:55 pm
1 stop11h 25m
ChicagoSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Wed 5/27
10:30 am-7:55 pm
2 stops11h 25m
San Francisco
Tue 6/2
10:05 am-10:55 pm
2 stops10h 50m
The best time to book flights from Chicago to Modesto is 83 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, October is the cheapest month in which you can book a flight from Chicago to Modesto (average of $80). Flying from Chicago to Modesto in February is currently the most expensive (average of $217). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
A simple way to save on the total cost of your ticket is to fly from Chicago to Modesto in the evening. If you’re flexible enough to do this you can expect to save up to 24% on your trip compared to booking a flight in the morning.
Travelers seeking maximum savings on their Chicago to Modesto flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to MD9 are scheduled on a Sunday (75 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (33 on average).
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Food
Entertainment
Crew
Comfort
Overall
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$83 | Average$215 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$217 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$120 | Average$237 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$138 | Average$429 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$159 | Average$304 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$186 | Average$312 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$197 | Average$431 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$429 | FlexibilityNo cancel fee | On-time69% |