Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Convenient & reliable booking and payment system
Cheap Flights from Chicago to Regina starting at S$ 193
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- ORD20:0019h 28m1 stopYQR14:28Thu, May 23|Chicago - Regina|Sun Country AirlinesS$ 193S$ 29935% OFF35% OFFS$ 299S$ 193
- ORD20:0019h 28m1 stopYQR14:28Mon, May 13|Chicago - Regina|Sun Country AirlinesS$ 201S$ 29933% OFF33% OFFS$ 299S$ 201
- ORD20:0019h 28m1 stopYQR14:28Thu, May 9|Chicago - Regina|Sun Country AirlinesS$ 201S$ 29933% OFF33% OFFS$ 299S$ 201
- ORD07:238h 5m1 stopYQR14:28Sat, May 11|Chicago - Regina|United AirlinesS$ 222S$ 222
- ORD21:3517h 53m1 stopYQR14:28Mon, May 13|Chicago - Regina|United AirlinesS$ 225S$ 225
- ORD07:158h 13m1 stopYQR14:28Fri, Jul 5|Chicago - Regina|United AirlinesS$ 225S$ 225
- ORD20:0019h 28m1 stopYQR14:28Thu, May 16|Chicago - Regina|Sun Country AirlinesS$ 229S$ 229
- ORD07:238h 5m1 stopYQR14:28Wed, May 15|Chicago - Regina|United AirlinesS$ 234S$ 234
- ORD17:558h 1m1 stopYQR00:56Fri, May 17|Chicago - Regina|WestjetS$ 237S$ 237
- MDW21:1618h 55m1 stopYQR15:11Fri, May 10|Chicago - Regina|Frontier AirlinesS$ 239S$ 239
- CHI13:003h 5mDirectYQR14:00Thu, May 2|Chicago - Regina|Sun Country AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Cheapest time to fly from Chicago to Regina
We monitor flight fares to help you find the best deals effortlessly
Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Chicago to Regina
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Sun Country Airlines
From S$ 193
United Airlines
From S$ 222
Westjet
From S$ 237
Frontier Airlines
From S$ 239
American Airlines
From S$ 255
Delta Air Lines
From S$ 286
Air Canada
From S$ 292
Porter Airlines
From S$ 298
Alaska Airlines
From S$ 464
ANA airlines
Find more flights and airlines
Alternative Routes from Chicago to Regina
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Regina.
- CheapestORD20:0019h 28m1 transferYQR14:28O'Hare International Airport - Regina International AirportThu, May 23Sun Country AirlinesS$ 193
- MDW22:5516h 33m2 transferYQR14:28Midway International Airport - Regina International AirportTue, Apr 30Frontier AirlinesS$ 239
- MDW22:5516h 33m2 transferYQR14:28Midway International Airport - Regina International AirportTue, Apr 30Frontier AirlinesS$ 239Find More Flights
Frequently Asked Questions
How to find a cheap flight from Chicago to Regina
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Regina. Book your flights at the right time and save more.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Find cheapest flight ticket from Chicago to Regina
Cheapest direct flight price | S$ 193 |
---|---|
Cheapest month | January |
Peak season for travel | October |
Flight distance | 1,613.43km |
Popular airline | United Airlines |
Plan Your Trip Around Regina
Find Cheap Flights & Deals on Trip.com
Popular Flights from Chicago
- Flights Chicago to Taipei
- Flights Chicago to Hong Kong
- Flights Chicago to Shanghai
- Flights Chicago to Seoul
- Flights Chicago to Tokyo
- Flights Chicago to Bangkok
- Flights Chicago to New York
- Flights Chicago to Manila
- Flights Chicago to Beijing
- Flights Chicago to Atlanta
- Flights Chicago to Orlando
- Flights Chicago to Dallas
- Flights from O'Hare International Airport to Singapore
- Flights from Midway International Airport to Singapore
- Flights from Chicago to Beihai Fucheng Airport
- Flights from Chicago to Changde Taohuayuan Airport
- Flights from Chicago to Zhengzhou Xinzheng International Airport
- Flights from Chicago to Chiayi Airport
- Flights from Chicago to DDG Airport
- Flights from Chicago to Ordos Ejin Horo Airport
- Flights from Midway International Airport to Singapore Changi Airport
- Flights from O'Hare International Airport to Singapore Changi Airport
Recommended Hotels in Regina
- Hotels near Queen Elizabeth Jubilee Park
- Hotels near Rothwell Fields Park
- Hotels near Rick Hansen Optimist Playground Outdoor Spray Pad
- Hotels near Royal Gathering Ministry (Center for Power and Solution)
- Hotels near Seller Block Marketplace
- Hotels near Victoria Square Shopping Centre
- Hotels near Sherwood/Milne Park
- Hotels near SLATE FINE ART GALLERY
- Hotels near lululemon
- Hotels near Pasqua Park
- Hotels near University of Regina
- Hotels near 7-Eleven
- Hotels near Cameron Park
- Hotels near Candy Cane Park (Parking Lot)
- Hotels near Bloom Church Regina
- Hotels near 1st Ave Park
- Hotels near Normanview Crossing
- Hotels near Celebration Church
- Hotels near Escape Club - Escape Rooms & Board Game Cafe - Regina
- Hotels near Darul Falah Islamic Centre
- Hotels near Pat Fiacco Plaza
- Hotels near Massey Pool Park
- Hotels near Beth Jacob Synagogue
- Hotels near Our Lady of Peace Parish
- Hotels near Lighthouse to All Nations Church
- Hotels near Murphy Park
- Hotels near St Peter's Catholic Church
- Hotels near Habitat Conservation Area
- Hotels near Lakewood Park
- Hotels near Lorimer Park
Popular Flights to Regina
- Flights Toronto to Regina
- Flights Edmonton to Regina
- Flights Calgary to Regina
- Flights Vancouver to Regina
- Flights Ottawa to Regina
- Flights Winnipeg to Regina
- Flights Singapore to Regina
- Flights Kelowna to Regina
- Flights Dublin to Regina
- Flights Victoria to Regina
- Flights Abbotsford to Regina
- Flights Grande Prairie to Regina
- Flights from Singapore Changi Airport to Regina
- Flights from London to Regina International Airport
- Flights from Tokyo to Regina International Airport
- Flights from Sapporo to Regina International Airport
- Flights from Osaka to Regina International Airport
- Flights from Dubai to Regina International Airport
- Flights from San Francisco to Regina International Airport
- Flights from Singapore Changi Airport to Regina International Airport
Recommended Routes
- Flights Los Angeles to Toronto
- Flights Los Angeles to Vancouver
- Flights New York to Toronto
- Flights Orlando to Toronto
- Flights Los Angeles to Calgary
- Flights Las Vegas to Toronto
- Flights Honolulu to Vancouver
- Flights Fort Lauderdale to Toronto
- Flights New York to Vancouver
- Flights San Francisco to Vancouver
- Flights Las Vegas to Vancouver
- Flights Las Vegas to Calgary
- Flights from Paine Field Airport to Montreal
- Flights from Melbourne International Airport to Victoria
- Flights from Concord-Padgett Regional Airport to Ottawa
- Flights from San Francisco to Brandon Airport
- Flights from San Francisco to Sault Ste. Marie Airport
- Flights from San Francisco to Greater Moncton International Airport
- Flights from San Francisco to St. John'S International Airport
- Flights from San Francisco to Campbell River Airport
- Flights from San Francisco to Powell River Airport
Payment Methods
Our Partners
Copyright © 2024 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943