Popular in | July |
---|---|
Cheapest in | January |
Round-trip from | $222 |
One-way from | $49 |
Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 72% on your flight compared to booking on days when demand is much higher.
Users have found that booking a flight from Dallas to Chicago at least 31 days early can save you up to 116% on average compared to booking a flight this week. If booking 31 days before your flight isn’t an option for you, users have found flights from Dallas to Chicago for as little as $137 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $299 for flights departing within the next 3 days.
January can be a great time to fly to Chicago from Dallas with a flight ticket averaging about $211. Cheapflights users have found deals in the month of January for as cheap as $53. The most expensive prices can be found in the month of July.
When flying from Dallas to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 28% versus a flight in the morning.
Fly from
Fly to
Budget
$58 - $74
Route
Depart
Return
Price
Dallas/Fort WorthChicago Midway
DFW - MDW
DFWMDW
Dallas/Fort Worth
Wed 5/15
Nonstop2h 22m
Chicago Midway
Fri 5/17
Nonstop2h 45m
Dallas/Fort WorthChicago Midway
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 6/4
Nonstop2h 25m
Chicago Midway
Tue 6/11
Nonstop2h 28m
Dallas/Fort WorthChicago Midway
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 6/11
Nonstop2h 22m
Chicago Midway
Tue 6/25
Nonstop2h 28m
Dallas/Fort WorthChicago Midway
DFW - MDW
DFWMDW
Dallas/Fort Worth
Tue 6/4
Nonstop2h 25m
Chicago Midway
Wed 6/12
Nonstop2h 31m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/7
1 stop8h 50m
Chicago O'Hare Intl
Wed 5/8
1 stop13h 37m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Tue 5/7
1 stop8h 50m
Chicago O'Hare Intl
Wed 5/15
1 stop7h 39m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Wed 5/15
1 stop13h 08m
Chicago O'Hare Intl
Wed 5/22
Nonstop2h 31m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Wed 5/15
Nonstop2h 26m
Chicago O'Hare Intl
Mon 5/20
Nonstop2h 29m
Dallas/Fort WorthChicago O'Hare Intl
DFW - ORD
DFWORD
Dallas/Fort Worth
Wed 5/8
1 stop10h 41m
Chicago O'Hare Intl
Wed 5/8
Nonstop2h 37m
Currently, February is the cheapest month in which you can book a flight from Dallas to Chicago (average of $245). Flying from Dallas to Chicago in June is currently the most expensive (average of $356). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$248
February
$245
March
$280
April
$273
May
$282
June
$356
July
$336
August
$276
September
$258
October
$248
November
$270
December
$248
CHI Temperature | 23 - 73.4 °F |
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Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Comfort
Crew
Boarding
Overall
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Chicago is a large, diverse city known for spectacular architecture, an eclectic arts scene, and lakeside activities along Lake Michigan. A highlight of any trip to this city is Navy Pier, where you can spend time enjoying the shops, restaurants, gardens, parks, and theaters lined along the lake. Art lovers will want to stop by the Art Institute of Chicago or take an architectural boa tour down the Chicago River. There is plenty of evening entertainment to choose from, including the Second City comedy club, Lyric Opera of Chicago, and Shakespeare Theater. Best of all, you can have access to all Chicago has to offer in less than two hours when you choose a direct flight from Dallas.
Both Dallas and Chicago are large cities with much to see and do, so travelers used to city life will feel at home in Chicago. The city is more compact than Dallas, with a larger population, so it may feel more crowded. Sports is a large draw in both cities. Dallas Cowboys fans may be able to catch their team playing the Chicago Bears, while fans of the Mavericks can head to United Center Arena to see them play the Bulls. Chicago's climate is different than Dallas, with cold, snowy winters. If traveling during the winter months, be sure to invest in a good pair of boots, warm coat, gloves, scarves, and a hat. Summers can be hot and humid, so pack lightweight clothing if traveling in this season.
Be sure to use our Cheapflights smart search engine to find the best flight deals, and get ready for your next trip from Dallas to Chicago.
12%of flight departures | Early morningMidnight to 6 am |
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35%of flight departures | Morning6 am to noon |
46%of flight departures | AfternoonNoon to 6 pm |
7%of flight departures | Evening6 pm to midnight |
Sunday | 54daily flights |
---|---|
Monday | 64daily flights |
Tuesday | 49daily flights |
Wednesday | 55daily flights |
Thursday | 52daily flights |
Friday | 63daily flights |
Saturday | 58daily flights |
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Dallas to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Dallas.
Certainly. Search results for flights to Chicago from Dallas shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Yes! Start tracking prices for Dallas to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.