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Flights from Santa Rosa to Chicago
Cheap flight deals from Santa Rosa to Chicago Starting at AED 400
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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STS 12:3814h 45m1 stopsMDW 05:23Santa Rosa - Chicago | Thu, Apr 3 | Avelo AirlinesMDW 20:5018h 32m1 stopsSTS 13:22Chicago - Santa Rosa | Thu, Apr 10 | Frontier AirlinesAED 797 AED 2,16163% OFF63% OFFAED 2,161 AED 797
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STS 14:3513h 11m1 stopsORD 05:46Santa Rosa - Chicago | Sat, Apr 5 | Alaska AirlinesORD 10:0114h 38m1 stopsSTS 22:39Chicago - Santa Rosa | Tue, Apr 8 | Spirit AirlinesAED 1,087 AED 2,16150% OFF50% OFFAED 2,161 AED 1,087
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STS 07:0010h 43m1 stopsORD 19:43Santa Rosa - Chicago | Wed, Mar 26 | Alaska AirlinesORD 07:099h 14m1 stopsSTS 14:23Chicago - Santa Rosa | Tue, Apr 1 | American AirlinesAED 1,224 AED 2,16143% OFF43% OFFAED 2,161 AED 1,224
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STS 07:0020h 14m1 stopsORD 05:14Santa Rosa - Chicago | Sat, Apr 12 | Hawaiian AirlinesORD 07:1517h 24m1 stopsSTS 22:39Chicago - Santa Rosa | Thu, Apr 17 | American AirlinesAED 1,50830% OFFAED 2,161 AED 1,508
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STS 07:0020h 14m1 stopsORD 05:14Santa Rosa - Chicago | Sat, Apr 12 | Alaska AirlinesORD 07:159h 8m1 stopsSTS 14:23Chicago - Santa Rosa | Thu, Apr 17 | American AirlinesAED 1,51130% OFFAED 2,161 AED 1,511
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STS 09:1619h 7m1 stopsORD 06:23Santa Rosa - Chicago | Mon, Mar 24 | Avelo AirlinesORD 07:0017h 25m1 stopsSTS 22:25Chicago - Santa Rosa | Thu, Mar 27 | United AirlinesAED 1,55428% OFFAED 2,161 AED 1,554
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STS 07:0020h 11m1 stopsORD 05:11Santa Rosa - Chicago | Thu, Mar 27 | Alaska AirlinesORD 12:5011h 49m1 stopsSTS 22:39Chicago - Santa Rosa | Wed, Apr 2 | United AirlinesAED 1,65324% OFFAED 2,161 AED 1,653
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STS 17:499h 25m1 stopsORD 05:14Santa Rosa - Chicago | Mon, Apr 7 | Alaska AirlinesORD 07:1529h 53m1 stopsSTS 11:08Chicago - Santa Rosa | Sun, Apr 13 | American AirlinesAED 1,67323% OFFAED 2,161 AED 1,673
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STS 19:3215h 33m1 stopsORD 13:05Santa Rosa - Chicago | Tue, Mar 25 | Alaska AirlinesORD 10:009h 56m1 stopsSTS 17:56Chicago - Santa Rosa | Thu, Mar 27 | Alaska AirlinesAED 1,71021% OFFAED 2,161 AED 1,710
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STS 13:0014h 1m1 stopsORD 05:01Santa Rosa - Chicago | Sat, Apr 5 | Hawaiian AirlinesMDW 20:5017h 26m1 stopsSTS 12:16Chicago - Santa Rosa | Fri, Apr 11 | Frontier AirlinesAED 1,77218% OFFAED 2,161 AED 1,772
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STS 13:0017h 25m1 stopsCHI Invalid DateSanta Rosa - Chicago | Sat, Mar 15 | Normal AirlineCHI 15:006hNonstopSTS 16:00Chicago - Santa Rosa | Mon, Mar 17 | Normal AirlineFind More FlightsFind More Flights
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STS 12:3814h 16m1 stopsORD 04:54Santa Rosa - Chicago | Thu, Apr 17 | Avelo AirlinesAED 400 AED 1,67276% OFF76% OFFAED 1,672 AED 400
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STS 07:0014h 5m1 stopsORD 23:05Santa Rosa - Chicago | Thu, Apr 17 | Alaska AirlinesAED 574 AED 1,67266% OFF66% OFFAED 1,672 AED 574
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STS 12:3816h 4m1 stopsORD 06:42Santa Rosa - Chicago | Sun, Mar 30 | Avelo AirlinesAED 889 AED 1,67247% OFF47% OFFAED 1,672 AED 889
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STS 07:0021h 5m1 stopsORD 06:05Santa Rosa - Chicago | Tue, Apr 22 | Alaska AirlinesAED 91445% OFFAED 1,672 AED 914
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STS 12:3714h 55m1 stopsORD 05:32Santa Rosa - Chicago | Sun, May 4 | Alaska AirlinesAED 98741% OFFAED 1,672 AED 987
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STS 13:0014h 30m1 stopsMDW 05:30Santa Rosa - Chicago | Sat, Mar 29 | Hawaiian AirlinesAED 1,00140% OFFAED 1,672 AED 1,001
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STS 13:0014h 30m1 stopsMDW 05:30Santa Rosa - Chicago | Sat, Mar 29 | Alaska AirlinesAED 1,00340% OFFAED 1,672 AED 1,003
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STS 18:539h 6m1 stopsORD 05:59Santa Rosa - Chicago | Mon, Apr 21 | Alaska AirlinesAED 1,22127% OFFAED 1,672 AED 1,221
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STS 18:1827h 41m1 stopsORD 23:59Santa Rosa - Chicago | Fri, Mar 14 | Alaska AirlinesAED 1,33020% OFFAED 1,672 AED 1,330
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STS 18:538h 47m1 stopsORD 05:40Santa Rosa - Chicago | Sun, Apr 6 | Alaska AirlinesAED 1,37118% OFFAED 1,672 AED 1,371
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STS 13:0017h 25m1 stopsCHI Invalid DateSanta Rosa - Chicago | Sat, Mar 15 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from Santa Rosa (STS) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from Santa Rosa to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Santa Rosa (STS) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 2,022. -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from Santa Rosa to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Santa Rosa to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Santa Rosa to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Santa Rosa to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Thu, Apr 17 at AED 400 for one-way flights.
Compare cheap Santa Rosa to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Santa Rosa to Chicago. The cheapest airline operating is Avelo Airlines.
Set up a Price Alert
By setting up a Price Alert for your Santa Rosa to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap Santa Rosa to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Santa Rosa to Chicago to get exclusive deals for you.
Flight Info | Santa Rosa to Chicago
Cheapest direct flight price | AED 400 |
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Off-season for travel | January |
Peak season for travel | December |
Flight distance | 2,989.6 km |
Popular airline | Alaska Airlines |
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