Your next trip, last seen at €192
Lowest observedWestJet · 2 stops · One wayWhen to fly
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The lowest fare we observed for each month. Open a month to see its days, then pick your outbound and return. A day with no price is one we will search for you.
One-way fare
- Lowest observed
- €192, departing 16 Nov 2026 (Last checked: 27 Oct 2026)One-way fare · Priced departure days checked in the last 14 days: 64Check live prices for this route
- Airlines seen
- Air Canada, Frontier Airlines, United Airlines, WestJet
- Typical journey time
- 8h 13m
About this route
Explore the fares we observed from Regina to Chicago. Prices move often, so pick your dates to see the latest options.
- Route distance
- 1,612 km
- Typical journey time
- 8h 13m
- Seen on fares with a connection
- Air Canada, WestJet, United Airlines, Frontier Airlines
- Alternative airports
- CGX, DPA, MDW, PWK, RFD
Route-level information; individual journeys vary.
We have not observed non-stop service on this route; the fares shown include at least one stop.
A clearer picture of your fare
Airport to city: straight-line distance
- Regina International Airport (YQR) → Regina, city gazetteer reference point (50.4452, -104.6189): ≈ 3 km.
- Chicago Midway International Airport (MDW) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 14 km.
- Chicago O'Hare International Airport (ORD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 25 km.
- Chicago Rockford International Airport (RFD) → Chicago, city gazetteer reference point (41.8781, -87.6298): ≈ 126 km.
Approximate distances calculated from coordinates, not road distances or travel times. These airports serve the city; they are not confirmed endpoints of an offer.
Lowest fare by departure month
Cheapest month from Regina to Chicago: November 2026, from €192 (checked 27 Oct 2026).
| Month | Lowest fare | Priced days |
|---|---|---|
| November 2026 | €192 | 14 |
| December 2026 | €194 | 26 |
| January 2027 | €205 | 23 |
Lowest fare by day of the week
Cheapest day of the week from Regina to Chicago: Monday, from €192 (checked 27 Oct 2026).
| Day | Lowest fare | Priced days |
|---|---|---|
| Monday | €192 | 9 |
| Tuesday | €192 | 11 |
| Wednesday | €195 | 10 |
| Thursday | €194 | 11 |
| Friday | €197 | 9 |
| Saturday | €194 | 8 |
| Sunday | €194 | 6 |
One-way fares checked in the last 14 days. Each figure is the lowest priced departure day we saw, not a guaranteed fare.
Lowest fare by days before departure
Lowest fare from Regina to Chicago by days until departure (8 to 30 days): €192 (checked 27 Oct 2026).
| Days before departure | Lowest fare | Priced days |
|---|---|---|
| 8 to 30 days | €192 | 14 |
| 31 to 60 days | €195 | 23 |
| 61 days or more | €194 | 26 |
One-way fares checked in the last 14 days. Each figure is the lowest stored fare for that distance to departure, not a price forecast.
Fares for different departure dates, checked now; not a guide to when to book.
Lowest one-way fare we saw per airline
Cheapest airline from Regina to Chicago: WestJet, from €192 (checked 27 Oct 2026).
| Airline | Lowest fare | Priced days |
|---|---|---|
| WestJet | €192Nov 16, 2026 | 35 |
| Air Canada | €220Nov 23, 2026 | 28 |
One-way fares checked in the last 14 days. An airline listed here had a fare on at least 3 departure days. Each figure is the lowest we saw, not a guaranteed fare. Connecting itineraries are included; the date is the departure day of that fare.
Frequently asked
How much is a flight from Regina to Chicago?
The lowest fare Routavio has observed is €192, found on 27 Oct 2026. Prices move, so read it as a floor rather than a quote.
When is the cheapest month to fly from Regina to Chicago?
Cheapest month from Regina to Chicago: November 2026, from €192 (checked 27 Oct 2026).
Are there direct flights from Regina to Chicago?
Our data holds no non-stop flight from Regina to Chicago. The fares on this page include at least one stop.
Which airlines fly from Regina to Chicago?
Routavio has seen these carriers on the route: Air Canada, Frontier Airlines, United Airlines, WestJet.
How long does the flight from Regina to Chicago take?
Across the 87 fares Routavio observed, the average journey time is 18h 12m, including any stops. Individual departures vary; the fastest observed flight is listed in the route facts above.
How many of the observed Regina to Chicago fares were non-stop?
None of the 89 fares we observed was non-stop; every one included at least one stop. That describes our observations, not every flight that operates.
Which day of the week is cheapest from Regina to Chicago?
Cheapest day of the week from Regina to Chicago: Monday, from €192 (checked 27 Oct 2026).
Which airline has the lowest fare from Regina to Chicago?
Cheapest airline from Regina to Chicago: WestJet, from €192 (checked 27 Oct 2026).
How observed prices work, what "No data" means and what a fare includes: Read the flight price guide
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Recently observed fares. Prices may change.
Last checked: 27 Oct 2026