Take off on cheap flights from Dallas to Chicago, your adventure starts now!

Find cheap airline tickets from Dallas to Chicago by date

  • any
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • any
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • price
  • month of departure
  • month of return
$412
Alaska Airlines outward: Feb 22, 2020
8:40p DAL » 7:48p ORD
Alaska Airlines 1 stop (23h08m)
Alaska Airlines inbound: Mar 1, 2020
12:40a ORD » 4:32a DAL
Alaska Airlines 1 stop (27h52m)
$429
Delta Air Lines outward: Dec 15, 2019
2:00p DAL » 7:05p MDW
Delta Air Lines 1 stop (5h05m)
Delta Air Lines inbound: Dec 23, 2019
1:34a ORD » 7:06a DFW
Delta Air Lines 1 stop (5h32m)
$562
Delta Air Lines outward: Feb 22, 2020
3:25p DFW » 8:04p MDW
Delta Air Lines 1 stop (4h39m)
Delta Air Lines inbound: Feb 29, 2020
3:55p MDW » 8:59p DFW
Delta Air Lines 1 stop (5h04m)
$563
Delta Air Lines outward: Feb 22, 2020
2:00p DAL » 7:01p ORD
Delta Air Lines 1 stop (5h01m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$563
Delta Air Lines outward: Feb 22, 2020
3:25p DFW » 8:55p ORD
Delta Air Lines 1 stop (5h30m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$564
Delta Air Lines outward: Feb 22, 2020
3:25p DFW » 8:04p MDW
Delta Air Lines 1 stop (4h39m)
Delta Air Lines inbound: Feb 29, 2020
3:55p MDW » 8:59p DFW
Delta Air Lines 1 stop (5h04m)
$564
United Airlines outward: Feb 22, 2020
3:00p DFW » 5:22p ORD
United Airlines direct (2h22m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$565
Delta Air Lines outward: Feb 22, 2020
3:25p DFW » 8:04p MDW
Delta Air Lines 1 stop (4h39m)
Delta Air Lines inbound: Feb 29, 2020
3:55p MDW » 8:59p DFW
Delta Air Lines 1 stop (5h04m)
$565
Delta Air Lines outward: Feb 22, 2020
2:00p DAL » 7:01p ORD
Delta Air Lines 1 stop (5h01m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$566
Delta Air Lines outward: Feb 22, 2020
3:25p DFW » 8:55p ORD
Delta Air Lines 1 stop (5h30m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$566
Delta Air Lines outward: Feb 22, 2020
3:25p DFW » 8:55p ORD
Delta Air Lines 1 stop (5h30m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$566
Delta Air Lines outward: Feb 22, 2020
1:00p DFW » 7:01p ORD
Delta Air Lines 1 stop (6h01m)
United Airlines inbound: Mar 1, 2020
2:50a ORD » 5:34a DFW
United Airlines direct (2h44m)
$567
Delta Air Lines outward: Feb 22, 2020
2:55p DFW » 7:57p ORD
Delta Air Lines 1 stop (5h02m)
Delta Air Lines inbound: Feb 29, 2020
12:30p ORD » 6:25p DFW
Delta Air Lines 1 stop (5h55m)
$753
Delta Air Lines outward: Jul 25, 2020
2:15a DFW » 5:50p ORD
Delta Air Lines 1 stop (15h35m)
Delta Air Lines inbound: Aug 1, 2020
12:15a ORD » 5:37a DAL
Delta Air Lines 1 stop (5h22m)
Return
Departure
Choose when you'd like to depart to Chicago (USA):
Find the cheapest Dallas Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Dallas - Chicago with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Dallas to Chicago

  • any
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • all
  • Alaska Airlines
  • Delta Air Lines
Alaska Airlines
outbound: Feb 22, 2020
Alaska Airlines 1 stop
return: Feb 29, 2020
Alaska Airlines 1 stop
Delta Air Lines
outbound: Feb 22, 2020
Delta Air Lines 1 stop
return: Feb 29, 2020
Delta Air Lines 1 stop

Travel tips for flights Dallas - Chicago

Information on Chicago
Route
  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Dec 14, 2019 1:18 PM, GMT-6
  • Weather:
  • min. 22ºF, max. 31ºF
  • Departure city:
  • Dallas, USA
  • Airport(s):
  • Love Field (DAL)
  • Dallas/Fort Worth International Airport (DFW)
  • Local time:
  • Dec 14, 2019 1:18 PM, GMT-6
  • Weather:
  • min. 52ºF, max. 68ºF

Why travel by plane from Dallas to Chicago?

Traveling from Dallas to Chicago by plane is a fast and efficient way to reach the Windy City from Dallas, with a flight time of around 2h 15m. The equivalent drive would take more than 14 hours depending on traffic, while traveling by bus or train can take around the same amount of time or even longer. Flights operate on a regular basis with a number of low cost and regular airlines operating the route such as Spirit, United and American Airlines.

What is there to see and do in Chicago?

Chicago offers plenty of attractions and activities. The Art Institute of Chicago is home to a range of art exhibitions, including its famous Impressionist collection with works from Van Gogh and Monet on display. Millennium Park is a must see: the perfect place to take a picnic, it's also home to the city's famous Cloud Gate sculpture by Anish Kapoor – better known as The Bean. Visitors to the Windy City can also enjoy panoramic views from the 360 Chicago Observation Deck or Skydeck Chicago; enjoy the local specialty of deep dish pizza; or catch a sports game at Wrigley Field.