$187 Cheap flight deals from Chicago (CHI) to Wooster (CAK)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
This Weekend's Flight Deals from Chicago to Wooster
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.
Airfares from $187 One Way, $283 Round Trip from Chicago to Wooster
Prices starting at $283 for return flights and $187 for one-way flights to Wooster were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wooster economy flight packages
Comfort Inn & Suites Copley Akron
Oct 28 - Oct 30
Chicago (ORD) to Akron (CAK)
Akron (CAK) to Chicago (ORD)
Reviewed on Aug 30, 2026
Holiday Inn Express Hotel & Suites Cleveland - Richfield by IHG
Oct 7 - Oct 11
Chicago (ORD) to Akron (CAK)
Akron (CAK) to Chicago (ORD)
Comfort Inn & Suites Streetsboro - Kent
Oct 28 - Oct 30
Chicago (ORD) to Akron (CAK)
Akron (CAK) to Chicago (ORD)
Reviewed on Aug 31, 2026
More About Flying To Wooster from Chicago
Route Information for Flights from Chicago to Wooster
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | CAK |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Wooster
When you’re ready to take your next trip, get the most affordable prices on flights from Chicago to Wooster with Orbitz! The guaranteed low prices and cutting-edge mobile tools on Orbits make it easy for you to plan your next great vacation.
Keep Up With Sudden Flight Changes
As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from Chicago to Wooster, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.
Get Great Prices for Chicago to Wooster Flights
Orbitz features both an Android app and an iPhone app to give you the lowest prices for Chicago to Wooster flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.
Fly for Less and Earn Miles
Did you know you can earn miles and points for your frequent flyer program with Orbitz? To do this with specific flights from Chicago to Wooster, enter your frequent flyer account number when you book your ticket online. For even more convenience, keep a record of your loyalty travel program numbers directly with Orbitz by storing them in your account profile. This way, you can add your account numbers to your next reservation for Chicago to Wooster flights automatically without the annoying hassle of having to look them up.
Flights from Chicago
- Chicago to Orlando
- Chicago to Houston
- Chicago to New York
- Chicago to Phoenix
- Chicago to Dallas
- Chicago to Los Angeles
- Chicago to New Orleans
- Chicago to Washington
- Chicago to London
- Chicago to Paris
- Chicago to Toronto
- Chicago to Rome
- Chicago to San Francisco
- Chicago to Cleveland
- Chicago to Detroit
- Chicago to Sacramento
- Chicago to Montreal
- Chicago to Kansas City
- Chicago to Atlantic City
- Chicago to Hartford
Wooster Airports
More Destinations
- Flights from Jackson to Ashland
- Flights from Austin to Ashland
- Flights from Boston to Ashland
- Flights from Cleveland to Ashland
- Flights from Dallas to Ashland
- Flights from Denver to Ashland
- Flights from Las Vegas to Ashland
- Flights from Los Angeles to Ashland
- Flights from Mexico City to Ashland
- Flights from Phoenix to Ashland
- Flights from Salt Lake City to Ashland
- Flights from San Francisco to Ashland
- Flights from Seattle to Ashland
- Flights from Barcelona to Ashland
- Flights from Durango to Ashland
- Flights from Sacramento to Ashland
- Flights from Kalamazoo to Ashland
- Flights from Billings to Ashland
- Flights from Syracuse to Ashland
- Flights from Santa Barbara to Ashland
- Flights from Tulsa to Ashland
- Flights from Pensacola to Ashland
- Flights from Worcester to Ashland
- Flights from Daytona Beach to Ashland
- Flights from Milwaukee to Ashland
- Flights from Reno to Ashland
- Flights from Eugene to Ashland
- Flights from Harrisburg - Hershey to Ashland
- Flights from Birmingham to Ashland
- Flights from Savannah to Ashland
- Flights from Brainerd to Ashland
- Flights from Bozeman to Ashland
- Flights from Wilmington to Medina
- Flights from Charlotte to Medina
- Flights from Chicago to Medina
- Flights from Denver to Medina
- Flights from Miami to Medina
- Flights from Minneapolis - St. Paul to Medina
- Flights from Nashville to Medina
- Flights from New York to Medina
- Flights from Orlando to Medina
- Flights from Phoenix to Medina
- Flights from Portland to Medina
- Flights from Salt Lake City to Medina
- Flights from San Antonio to Medina
- Flights from Seattle to Medina
- Flights from Toronto to Medina
- Flights from Vancouver to Medina
- Flights from Washington to Medina
- Flights from Hartford to Medina
- Flights from Omaha to Medina
- Flights from Accra to Medina
- Flights from Fort Lauderdale to Medina
- Flights from Newark to Medina
- Flights from Panama City to Medina
- Flights from Medford to Medina
- Flights from Rochester to Medina
- Flights from Jacksonville to Medina
- Flights from Albany to Medina
- Flights from Savannah to Medina
- Flights from Fargo to Medina
- Flights from Yuma to Medina
- Flights from Columbia to Medina
- Flights from Wilmington to Millersburg
- Flights from Boston to Millersburg
- Flights from Charlotte to Millersburg
- Flights from Chicago to Millersburg
- Flights from Dallas to Millersburg
- Flights from Detroit to Millersburg
- Flights from Las Vegas to Millersburg
- Flights from London to Millersburg
- Flights from Los Angeles to Millersburg
- Flights from Miami to Millersburg
- Flights from Minneapolis - St. Paul to Millersburg
- Flights from Nashville to Millersburg
- Flights from New York to Millersburg
- Flights from Orlando to Millersburg
- Flights from Phoenix to Millersburg
- Flights from Portland to Millersburg
- Flights from San Antonio to Millersburg
- Flights from Seattle to Millersburg
- Flights from St. Louis to Millersburg
- Flights from Berlin to Millersburg
- Flights from Hartford to Millersburg
- Flights from Sacramento to Millersburg
- Flights from Fort Lauderdale to Millersburg
- Flights from Richmond to Millersburg
- Flights from Milwaukee to Millersburg
- Flights from Eugene to Millersburg
- Flights from Allentown to Millersburg
- Flights from Tampa to Millersburg
- Flights from Wichita to Millersburg
- Flights from Lima to Berlin
- Flights from Accra to Berlin
- Flights from Des Moines to Berlin
- Flights from Panama City to Berlin
- Flights from Halifax to Berlin
- Flights from Knoxville to Berlin
- Flights from Cape Town to Berlin
- Flights from Lyon to Berlin
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.