$88 Cheap flight deals from Toronto (YTO) to Highland Park (CHI)
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 Toronto to Highland Park
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 $88 One Way, $131 Round Trip from Toronto to Highland Park
Prices starting at $131 for return flights and $88 for one-way flights to Highland Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Highland Park economy flight packages
Hotel Chicago Downtown, Autograph Collection by Marriott
Dec 2 - Dec 4
Toronto (YTO) to Chicago (ORD)
Reviewed on Jun 11, 2025
Park Hyatt Chicago
Dec 2 - Dec 4
Toronto (YTO) to Chicago (ORD)
Reviewed on Sep 13, 2024
Kimpton Gray Hotel by IHG
Dec 2 - Dec 4
Toronto (YTO) to Chicago (ORD)
Reviewed on Aug 18, 2025
More About Flying To Highland Park from Toronto
Route Information for Flights from Toronto to Highland Park
Origin Airport IATA Code | YTO |
|---|---|
Destination Airport IATA Code | CHI |
Distance | 436 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, JAL, Air Canada, EgyptAir, Copa Airlines, Air New Zealand, United Airlines, Alaska Airlines, Porter Airlines, Qantas, Royal Jordanian, Iberia, ANA, British Airways |
Earliest Flight Arrival | 11:25AM UTC |
Latest Flight Arrival | 2:07AM UTC |
Toronto to Highland Park
Orbitz can provide you with the greatest deals on a wide range of Toronto to Highland Park flights. Orbitz offers guaranteed low prices and offers you the convenience of cutting-edge mobile tools thus providing you with your best travel experience ever.
Mobile Apps for Toronto to Highland Park Flights
You can use our mobile app to find the cheapest prices for flights from Toronto to Highland Park. With this cutting-edge technology, you can check up on your flight’s status, gate number and luggage claim handling, and reserve exclusive deals on top hotels at short notice.
Loyalty Rewarded
For travelers who regularly book Toronto to Highland Park flights, our frequent flyer program offers even more low-cost air tickets. You will be able to store your miles in your personal Orbitz account and add them with ease to your future reservations.
Trouble-Free Traveling With Flight Alerts
Orbitz will not only provide you with the assistance that you require when purchasing flights from Toronto to Highland Park but will ensure that you remain fully updated on any flight delays, changes or disruptions by providing free alerts. Your Toronto to Highland Park flights alerts can be sent directly to your phone or email. You can also opt for these alerts to be sent to your family and friends so that everyone is kept informed of your travel plans.
Budget Flying Made Simple
Finding cheap flights from Toronto to Highland Park is easy with Orbitz. You can pick and choose airlines for your international flights to create inexpensive yet convenient travel arrangements.
Flights from Toronto
- Toronto to New York
- Toronto to Edmonton
- Toronto to Orlando
- Toronto to Montreal
- Toronto to Los Angeles
- Toronto to Chicago
- Toronto to London
- Toronto to Dallas
- Toronto to Atlanta
- Toronto to Houston
- Toronto to San Francisco
- Toronto to Paris
- Toronto to Washington
- Toronto to Shanghai
- Toronto to Beijing
- Toronto to Nairobi
- Toronto to Rome
- Toronto to New Orleans
- Toronto to Buenos Aires
- Toronto to Detroit
More Destinations
More Destinations
- Flights from Atlanta to Deerfield
- Flights from Baltimore to Deerfield
- Flights from Boston to Deerfield
- Flights from Dallas to Deerfield
- Flights from Detroit to Deerfield
- Flights from London to Deerfield
- Flights from Miami to Deerfield
- Flights from Orlando to Deerfield
- Flights from Philadelphia to Deerfield
- Flights from San Francisco to Deerfield
- Flights from Hartford to Deerfield
- Flights from Oakland to Deerfield
- Flights from Tampa to Deerfield
- Flights from Austin (AUS) to Chicago (ORD)
- Flights from Nashville (BNA) to Chicago (ORD)
- Flights from Boise (BOI) to Chicago (ORD)
- Flights from Boston (BOS) to Chicago (ORD)
- Flights from Charleston (CHS) to Chicago (ORD)
- Flights from Cedar Rapids (CID) to Chicago (ORD)
- Flights from Charlotte (CLT) to Chicago (ORD)
- Flights from Columbus (CMH) to Chicago (ORD)
- Flights from Columbia (COU) to Chicago (ORD)
- Flights from Cincinnati (CVG) to Chicago (ORD)
- Flights from Dallas (DAL) to Chicago (ORD)
- Flights from Delhi (DEL) to Chicago (ORD)
- Flights from Denver (DEN) to Chicago (ORD)
- Flights from Des Moines (DSM) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Dubai (DXB) to Chicago (ORD)
- Flights from Grand Rapids (GRR) to Chicago (ORD)
- Flights from White Plains (HPN) to Chicago (ORD)
- Flights from Seoul (ICN) to Chicago (ORD)
- Flights from Jacksonville (JAX) to Chicago (ORD)
- Flights from Chennai (MAA) to Chicago (ORD)
- Flights from Kansas City (MCI) to Chicago (ORD)
- Flights from Harrisburg (MDT) to Chicago (ORD)
- Flights from Miami (MIA) to Chicago (ORD)
- Flights from Milwaukee (MKE) to Chicago (ORD)
- Flights from Madison (MSN) to Chicago (ORD)
- Flights from Ontario (ONT) to Chicago (ORD)
- Flights from West Palm Beach (PBI) to Chicago (ORD)
- Flights from Portland (PDX) to Chicago (ORD)
- Flights from Beijing (PEK) to Chicago (ORD)
- Flights from Peoria (PIA) to Chicago (ORD)
- Flights from Pittsburgh (PIT) to Chicago (ORD)
- Flights from Shanghai (PVG) to Chicago (ORD)
- Flights from San Diego (SAN) to Chicago (ORD)
- Flights from San Antonio (SAT) to Chicago (ORD)
- Flights from Savannah (SAV) to Chicago (ORD)
- Flights from Louisville (SDF) to Chicago (ORD)
- Flights from San Jose (SJC) to Chicago (ORD)
- Flights from Salt Lake City (SLC) to Chicago (ORD)
- Flights from Sacramento (SMF) to Chicago (ORD)
- Flights from St. Louis (STL) to Chicago (ORD)
- Flights from Trenton (TTN) to Chicago (ORD)
- Flights from Knoxville (TYS) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Mexico City to Arlington Heights
- Flights from Miami to Arlington Heights
- Flights from Jacksonville to Arlington Heights
- Flights from Zhengzhou to Arlington Heights
- Flights from Beijing to Evanston
- Flights from Miami to Evanston
- Flights from Orlando to Evanston
- Flights from Portland to Evanston
- Flights from Raleigh to Evanston
- Flights from Fort Lauderdale to Evanston
- Flights from Savannah to Evanston
- Flights from Boston to Northbrook
- Flights from Dallas to Northbrook
- Flights from Denver to Northbrook
- Flights from Houston to Northbrook
- Flights from Jakarta to Northbrook
- Flights from Miami to Northbrook
- Flights from Minneapolis - St. Paul to Northbrook
- Flights from New Orleans to Northbrook
- Flights from Philadelphia to Northbrook
- Flights from Phoenix to Northbrook
- Flights from Hartford to Northbrook
- Flights from Boston to Glenview
- Flights from Houston to Glenview
- Flights from Miami to Glenview
- Flights from Tampa to Glenview
- Flights from Atlanta to Chicago
- Flights from Boston to Chicago
- Flights from Dallas to Chicago
- Flights from Houston to Chicago
- Flights from Minneapolis - St. Paul to Chicago
- Flights from New York to Chicago
- Flights from Atlanta to Des Plaines
- Flights from Boston to Des Plaines
- Flights from Charlotte to Des Plaines
- Flights from Dallas to Des Plaines
- Flights from Denver to Des Plaines
- Flights from Las Vegas to Des Plaines
- Flights from Miami to Des Plaines
- Flights from Orlando to Des Plaines
- Flights from Philadelphia to Des Plaines
- Flights from Toronto to Des Plaines
- Flights from Jacksonville to Des Plaines
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.