
$41 Cheap flight deals from Dallas (DFW) to Southwest Side (CHI)
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This Weekend's Flight Deals from Dallas to Southwest Side
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $41 One Way, $81 Round Trip from Dallas to Southwest Side
Prices starting at $81 for return flights and $41 for one-way flights to Southwest Side were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Southwest Side economy flight packages

Trump International Hotel & Tower Chicago
Nov 12 - Nov 15
Dallas (DFW) to Chicago (ORD)
Reviewed on Sep 14, 2025

Park Hyatt Chicago
Nov 14 - Nov 17
Dallas (DFW) to Chicago (ORD)
Reviewed on Sep 13, 2024

More About Flying To Southwest Side from Dallas
Route Information for Flights from Dallas to Southwest Side
Origin Airport IATA Code | DFW |
---|---|
Destination Airport IATA Code | CHI |
Distance | 801 mi |
Direct Flight Airlines | American Airlines, Qatar Airways, JAL, Air Canada, Aer Lingus, Austrian, Emirates, Gol, Swiss, United Airlines, Frontier Airlines, Cathay Pacific, Qantas, Avianca, Turkish Airlines, Finnair, Royal Jordanian, Iberia, ANA, Brussels Airlines, Lufthansa, Spirit Airlines, British Airways, Gulf Air |
Earliest Flight Arrival | 1:45PM UTC |
Latest Flight Arrival | 4:53AM UTC |
Dallas to Southwest Side
When you’re searching for Dallas to Southwest Side flights for your family vacation, check out the guaranteed low prices at Orbitz. If you are looking for the best prices on hotels too, you’ll be sure to find great deals to suit your budget. You’ll also benefit from the following features:
Suitable Schedules
Orbitz simplifies the process of finding and booking budget flights from Dallas to Southwest Side. Since we monitor hundreds of flight fares, you can compare several flights from a range of different airlines to find the best fares and most suitable departure and arrival times. Mix and match your departure and return flight for even more discounts and travel flexibility.
Mobile Apps
Taking a lunch break or waiting to pick up the kids? Orbitz’s cutting-edge mobile tools will help you search for cheap Dallas to Southwest Side flights anywhere you are. Get exclusive mobile deals on flights, hotels, vacation packages, and cruises too.
Flight Alerts
Orbitz won’t leave you wondering whether your flight will take off on time. We can send you free alerts about your flights from Dallas to Southwest Side to your mobile phone and email. Whether your flights from Dallas to Southwest Side are running just a few minutes to a few hours late, we will let you know.
Miles and Points
If you travel regularly, you can still earn miles and points when you book qualifying Dallas to Southwest Side flights. Enter your frequent flyer number with your reservation to see the miles rack up.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.