Regina (YQR) → Chicago (ORD)

1,590 km
2h 29m flight
From $270
Chicago destination photo

About Regina to Chicago Flights

Discover the best flights from Regina to Chicago, covering 1,590 km in approximately 2h 29m. Regina (YQR) to Chicago (ORD) is one of the busy short-haul routes connecting Canada and United States. With 7 major airlines operating this route including direct flights, travelers have plenty of options to choose from. Whether you're traveling for business or leisure, our comprehensive guide helps you find the best deals, understand seasonal price variations, and choose the right airline for your journey from Regina to Chicago.

12-Month Price History

Flight prices from Regina to Chicago vary significantly throughout the year. February typically offers the best deals with average prices around $381, while July sees the highest prices, averaging $646. Savvy travelers can save up to 41% by choosing their travel dates wisely.

Best Time to Fly

Cheapest Month

February

Save up to 40% on average

Most Expensive

July

Peak season pricing

Book in Advance

71 days

For best prices

Booking Tips

For the best prices on Regina to Chicago flights, we recommend booking 171 days in advance. International flights typically see price increases as the departure date approaches, so early booking is advisable. Tuesday and Wednesday departures often offer the lowest fares, while Friday and Sunday flights tend to be more expensive due to business and leisure travel demand. Consider flying early morning or late evening for additional savings, as these off-peak times usually have lower demand.

Airlines Serving This Route

Delta Air Lines

DL

Economy

$670

Business

$2240

First

$4330

SkyWest Airlines

OO

Economy

$670

Business

$2700

First

$3640

Kalitta Air

K4

Economy

$770

Business

$2680

First

$4450

United Airlines

UA

Economy

$780

Business

$2110

First

$4310

British Airways

BA

Economy

$790

Business

$2750

First

$3680

American Airlines

AA

Economy

$790

Business

$2220

First

$3790

Air France

AF

Economy

$820

Business

$2890

First

$4280

Prices shown are estimates based on historical data. Actual prices may vary based on dates, availability, and current promotions.

Alternative Flight Options

Milwaukee destination photo

ReginaMilwaukee

Regina International (YQR) to Milwaukee Mitchell International (MKE)

Distance: 1,521 km

Average price: $427

View this route →
Chicago destination photo

ReginaChicago

Regina International (YQR) to Chicago Midway International (MDW)

Distance: 1,614 km

Average price: $445

View this route →

Don't Forget Travel Insurance!

Found your flight? Protect your trip with SafetyWing's comprehensive travel insurance. Perfect for trips to Chicago, United States.

  • Medical coverage up to $250,000
  • Trip interruption & delays covered
  • Lost luggage protection included

From just $45/month • Works in 180+ countries • COVID-19 coverage included

Get Travel Insurance Quote

Trusted by 100,000+ travelers

Frequently Asked Questions

How long is the flight from Regina to Chicago?

The flight time from Regina (YQR) to Chicago (ORD) is approximately 2 hours and 29 minutes. This duration is for direct flights and may vary depending on aircraft type, weather conditions, and air traffic.

What is the distance between Regina and Chicago?

The aerial distance between Regina and Chicago is 1,590 kilometers (988 miles). This is the straight-line distance, which is used to calculate flight times.

Which airlines fly from Regina to Chicago?

Several airlines operate flights between Regina and Chicago, including American Airlines, United Airlines, SkyWest Airlines and 4 more airlines. Direct flights are available on this route.

What is the cheapest month to fly from Regina to Chicago?

Based on historical data, February typically offers the lowest airfares for flights from Regina to Chicago. However, prices can vary based on holidays, events, and airline promotions. We recommend checking our price calendar for the most up-to-date information.

How far in advance should I book my flight to Chicago?

For the best prices on Regina to Chicago flights, we recommend booking 168 days in advance. International flights generally require earlier booking than domestic routes.

Do I need a visa to travel from Regina to Chicago?

Visa requirements depend on your nationality and the purpose of your visit. Citizens of Canada traveling to United States should check the latest visa requirements. Visit our partner site visarequirements.io for detailed visa information.

What is the time difference between Regina and Chicago?

Regina operates on America/Regina time zone, while Chicago is in the America/Chicago time zone. For current time differences and to plan your schedule, visit our partner site timezig.com for accurate timezone conversions.