International route
Cheap flights from Regina to Chicago
Regina International Airport (YQR) to O'Hare International Airport (ORD). 988 miles, 2h 20m nonstop.
YQR to ORD at a glance
Computed from airline schedules and the fares we track for this route. Refreshed several times a day.
- Distance
- 988 milesgreat-circle
- Typical flight time
- 2h 20mnonstop, gate to gate
- Nonstop airlines
- AAUA2 airlinesAmerican, United
- Nonstop flights per day
- 2all airlines combined
- Cheapest month
- January 2027over the next six months
- Best day to fly
- Tuesday21% less than Friday
- Time difference
- 1h aheadChicago vs Regina
Regina to Chicago
Round trips from $150
Per traveler, taxes and fees included. Lowest fare we found departs Tue, Jan 5.
Cheapest month: January 2027
See fares on these datesLock any fare free — pay only when you accept your last-minute deal
Or ask an agent on WhatsAppRegina to Chicago fares by month
Lowest round-trip economy fare per traveler in each of the next six months, taxes and fees included. Select a month to search that date.
Airlines flying Regina to Chicago
2 airlines fly nonstop with 2 departures a day combined, plus 2 more with one stop.
- AAAmerican AirlinesoneworldNonstop · 1 flight a day · first checked bag from $40
- UAUnited AirlinesStar AllianceNonstop · 1 flight a day · first checked bag from $40
- F9Frontier AirlinesLow-costConnecting via CLE · first checked bag from $55
- WNSouthwest AirlinesLow-costConnecting via STL · first checked bag from $35
Connecting options
Hubs where one airline can carry you on both legs, most choices first.
- St. Louis (STL)WN1 airline
- Cleveland (CLE)F91 airline
Which airport should I use?
ReginaChicago has 2 airports. Fares can differ by $50 to $150 round trip between them, so check the alternatives before you book.
Other arrival airports near Chicago
Tips for this route
- Only American and United fly this route nonstop, which keeps nonstop fares firm. A one-stop itinerary through STL or CLE is usually cheaper if you can spare the extra three to five hours.
- January 2027 is the cheapest month to fly over the next six months, with round trips from $150; September 2026 is the most expensive at $195 and up, a difference of $45 per traveler.
- Departing on a Tuesday averages 21% less than a Friday on this route. If your dates are flexible, shift the outbound by a day or two and check the calendar view before you book.
- Book 6 to 12 weeks ahead; fares climb in the last three weeks and around holidays.
Destination guide
Chicago: Big-shoulders architecture and a lakefront for everyone
Chicago is America's most connected inland hub — O'Hare and Midway between them have nonstops from nearly every US city — so fares are consistently reasonable. The lakefront, the architecture and the food make it a strong long weekend.
Best time to visit: June–September is warm, with festivals almost every weekend (and the highest hotel rates). May and October are cool and cheaper; winter is cold but hotels are a bargain.
Flying the other way? Chicago to ReginaFares, airlines and tips for ORD to YQR.Ready to compare live fares?
See every airline on YQR–ORD side by side with bags and seat rules spelled out.
Search Regina to ChicagoRegina to Chicago: common questions
How long is the flight from Regina to Chicago?
A nonstop flight from Regina (YQR) to Chicago (ORD) takes about 2h 20m gate to gate, covering 988 miles. Connecting itineraries add the layover, typically 2 to 5 hours more in total.
Which airlines fly nonstop from YQR to ORD?
American Airlines and United Airlines operate nonstop flights from Regina (YQR) to Chicago (ORD), with 2 nonstop departures a day between them. One-stop options connect through STL and CLE.
What is the cheapest month to fly from Regina to Chicago?
Over the next six months, January 2027 has the lowest round-trip fares from Regina (YQR) to Chicago (ORD), starting at $150 per traveler including taxes and fees. Within any month, Tuesday departures average the lowest prices.
How far in advance should I book Regina to Chicago flights?
Book 6 to 12 weeks ahead; fares climb in the last three weeks and around holidays. Air1 Tickets includes free cancellation within 24 hours of booking on every fare, so you can lock in a good price and keep looking.
What is the time difference between Regina and Chicago?
Chicago is 1 hour ahead of Regina. YQR is on America/Regina time and ORD on America/Chicago time. Departure and arrival times in search results are always shown in local time at each airport.
Related routes
Other popular city pairs from the same departure city and to the same destination, with the lowest round-trip fares we found.