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$541+ Cheap flights from Chicago (CHI) to Scarborough (TAB)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — TAB
Mar 6 — Mar 131
Fri 3/6
Fri 3/13
1 adult, Economy
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Cheap flight deals from Chicago to Scarborough

Cheapest flights from Chicago to Scarborough
Explore the most affordable flight options available from Chicago to Scarborough. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Mytrip deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:15 am
ORD
-
TAB
2 stops24h 15m
Multiple Airlines
Sun 3/88:50 pm
TAB
-
ORD
3 stops28h 50m
Multiple Airlines
Deal found 2/3$541
This Mytrip deal was found by Cheapflights users on 2/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/125:05 am
ORD
-
TAB
2 stops24h 05m
Multiple Airlines
Tue 3/1710:20 pm
TAB
-
ORD
2 stops21h 11m
Multiple Airlines
Deal found 2/2$578

Find flight deals from Chicago to Scarborough

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Scarborough (TAB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$541
(Mytrip)
Provider with most accurate pricing for Chicago (CHI)-Scarborough ANR Robinson Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Scarborough ANR Robinson Intl flights.
Search Deals
From Chicago (CHI) to Scarborough ANR Robinson Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Scarborough that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 4, 2026.
Use the filters below to find and compare flights from Chicago to Scarborough that are best for you.

Fly from

Chicago

Fly to

Scarborough

Route

Depart

Return

Price

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Sun 3/1

5:15 am-7:30 am

2 stops24h 15m

Scarborough ANR Robinson Intl

Sun 3/8

8:50 pm-12:40 am

3 stops28h 50m

$541

ChicagoScarborough

ORD - TAB

ORDTAB

Chicago O'Hare Intl

Thu 3/12

5:05 am-6:10 am

2 stops24h 05m

Scarborough ANR Robinson Intl

Tue 3/17

10:20 pm-6:31 pm

2 stops21h 11m

$578

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

  • Most accurate provider: When it comes to deals on Chicago-Scarborough, Eastern Tobago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Scarborough, Eastern Tobago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Scarborough, Eastern Tobago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Scarborough, Eastern Tobago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Scarborough, Eastern Tobago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Scarborough

Have a flexible travel schedule? Discover the best time to fly to Scarborough from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Scarborough

What is the cheapest month to book a flight from Chicago to Scarborough, Eastern Tobago?

Currently, November is the cheapest month in which you can book a flight from Chicago to Scarborough, Eastern Tobago (average of $435). Flying from Chicago to Scarborough, Eastern Tobago in April is currently the most expensive (average of $628). 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.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Scarborough. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Scarborough from Chicago?

    Most people fly into Scarborough ANR Robinson Intl (TAB) if they book a flight to Scarborough from Chicago. On average, ANR Robinson Intl has 0 inbound flights from Chicago per day from 0 airlines. Scarborough ANR Robinson Intl is conveniently located just 7.1 mi from Scarborough’s city center.

  • Can I find deals for flights from Chicago to Scarborough that include hotel bookings?

    Yes. In addition to deals on Chicago to Scarborough flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Scarborough?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Scarborough.

  • Can I find deals for business class flights from Chicago to Scarborough?

    Yes. Cheapflights offers flight deals from Chicago to Scarborough by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Scarborough, Eastern Tobago?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Scarborough, Eastern Tobago (average of $435). Flying from Chicago to Scarborough, Eastern Tobago in April is currently the most expensive (average of $628). 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.

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