Cheap flights from Dallas to Chicago from $54

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Dallas to Chicago departing on 10/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Frontier Logo
10:56 pm - 1:31 amDFW-ORD
2h 35mnonstop
Frontier Logo
7:05 pm - 9:51 pmORD-DFW
2h 46mnonstop
$108Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
9:26 pm - 11:59 pmDFW-ORD
2h 33mnonstop
Frontier Logo
7:05 pm - 9:51 pmORD-DFW
2h 46mnonstop
$109Frontier
Find Deal
Wed, Oct 22 - Fri, Oct 24
Frontier Logo
9:01 pm - 11:20 pmDFW-MDW
2h 19mnonstop
Frontier Logo
5:10 am - 7:45 amMDW-DFW
2h 35mnonstop
$109Frontier
Find Deal
Tue, Oct 14 - Fri, Oct 17
Multiple Airlines Logo
11:43 am - 4:23 pmDFW-ORD
4h 40m1 stop
Multiple Airlines Logo
6:25 pm - 9:14 pmORD-DFW
2h 49mnonstop
$110Multiple Airlines
Find Deal
Thu, Oct 30 - Sat, Nov 1
Multiple Airlines Logo
11:43 am - 4:23 pmDFW-ORD
4h 40m1 stop
Multiple Airlines Logo
11:12 am - 1:47 pmORD-DFW
2h 35mnonstop
$114Multiple Airlines
Find Deal
Thu, Oct 30 - Fri, Oct 31
Spirit Airlines Logo
9:05 am - 11:33 amDFW-ORD
2h 28mnonstop
Spirit Airlines Logo
4:03 pm - 11:54 pmORD-DFW
7h 51m1 stop
$115Spirit Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
Spirit Airlines Logo
7:20 am - 9:44 amDFW-ORD
2h 24mnonstop
Spirit Airlines Logo
10:05 pm - 12:34 amORD-DFW
2h 29mnonstop
$120Spirit Airlines
Find Deal
Fri, Feb 27 - Sun, Mar 1
Southwest Logo
8:25 am - 10:45 amDAL-ORD
2h 20mnonstop
Southwest Logo
2:15 pm - 4:50 pmORD-DAL
2h 35mnonstop
$145Southwest
Find Deal
Wed, Oct 29 - Wed, Nov 5
Southwest Logo
9:55 pm - 12:05 amDAL-MDW
2h 10mnonstop
Southwest Logo
1:20 pm - 3:45 pmMDW-DAL
2h 25mnonstop
$145Southwest
Find Deal
Wed, Oct 29 - Wed, Nov 5
American Airlines Logo
6:49 pm - 9:14 pmDFW-ORD
2h 25mnonstop
American Airlines Logo
5:00 am - 7:36 amORD-DFW
2h 36mnonstop
$156American Airlines
Find Deal
Wed, Oct 29 - Thu, Oct 30

Spirit Airlines flights from Dallas to Chicago

Our best Spirit Airlines deals on Dallas to Chicago flight tickets
Spirit Airlines
Oct 23
DFW9:05 amDallas/Fort Worth
2h 28m
ORD11:33 amChicago O'Hare Intl
Oct 27
ORD4:03 pmChicago O'Hare Intl
7h 51m
1 stop
DFW11:54 pmDallas/Fort Worth
Spirit Airlines
Feb 27
DFW7:20 amDallas/Fort Worth
2h 24m
ORD9:44 amChicago O'Hare Intl
Mar 1
ORD10:05 pmChicago O'Hare Intl
2h 29m
DFW12:34 amDallas/Fort Worth
Spirit Airlines
Oct 22
DFW2:00 pmDallas/Fort Worth
7h 33m
1 stop
ORD9:33 pmChicago O'Hare Intl
Oct 25
ORD11:55 amChicago O'Hare Intl
12h 15m
1 stop
DFW12:10 amDallas/Fort Worth

Delta flights from Dallas to Chicago

Our best Delta deals on Dallas to Chicago flight tickets
Delta
Nov 27
DAL10:11 amDallas Love Field
5h 52m
1 stop
ORD4:03 pmChicago O'Hare Intl
Dec 3
ORD11:15 amChicago O'Hare Intl
6h 38m
1 stop
DAL5:53 pmDallas Love Field
Delta
Oct 15
DAL6:39 pmDallas Love Field
5h 19m
1 stop
ORD11:58 pmChicago O'Hare Intl
Oct 21
ORD11:23 amChicago O'Hare Intl
6h 31m
1 stop
DAL5:54 pmDallas Love Field
Delta
Oct 15
DAL6:39 pmDallas Love Field
5h 19m
1 stop
ORD11:58 pmChicago O'Hare Intl
Oct 18
ORD6:45 amChicago O'Hare Intl
6h 44m
1 stop
DAL1:29 pmDallas Love Field

momondo Fare Finder

 
Customize your flight search to find flights from Dallas to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 2, 2025.
Use the filters below to find and compare flights from Dallas to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 10/24

10:56 pm-1:31 am

Nonstop2h 35m

Chicago O'Hare Intl

Mon 10/27

7:05 pm-9:51 pm

Nonstop2h 46m

$108

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 10/22

9:26 pm-11:59 pm

Nonstop2h 33m

Chicago O'Hare Intl

Fri 10/24

7:05 pm-9:51 pm

Nonstop2h 46m

$109

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Tue 10/14

9:01 pm-11:20 pm

Nonstop2h 19m

Chicago Midway

Fri 10/17

5:10 am-7:45 am

Nonstop2h 35m

$109

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 10/30

11:43 am-4:23 pm

1 stop4h 40m

Chicago O'Hare Intl

Sat 11/1

6:25 pm-9:14 pm

Nonstop2h 49m

$110

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 10/30

11:43 am-4:23 pm

1 stop4h 40m

Chicago O'Hare Intl

Fri 10/31

11:12 am-1:47 pm

Nonstop2h 35m

$114

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 10/23

9:05 am-11:33 am

Nonstop2h 28m

Chicago O'Hare Intl

Mon 10/27

4:03 pm-11:54 pm

1 stop7h 51m

$115

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 2/27

7:20 am-9:44 am

Nonstop2h 24m

Chicago O'Hare Intl

Sun 3/1

10:05 pm-12:34 am

Nonstop2h 29m

$120

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 10/29

8:25 am-10:45 am

Nonstop2h 20m

Chicago O'Hare Intl

Wed 11/5

2:15 pm-4:50 pm

Nonstop2h 35m

$145

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 10/29

9:55 pm-12:05 am

Nonstop2h 10m

Chicago Midway

Wed 11/5

1:20 pm-3:45 pm

Nonstop2h 25m

$145

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Wed 10/29

6:49 pm-9:14 pm

Nonstop2h 25m

Chicago O'Hare Intl

Thu 10/30

5:00 am-7:36 am

Nonstop2h 36m

$156

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Dallas to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Dallas, with most prices found around $141. If you’re not able to fly to Chicago in February, then October is your next best option. Flight prices from Dallas to Chicago during October average around $157.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $283. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Dallas to Chicago for around $924.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Dallas to Chicago during this time can be as low as $224. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $805.

What is the cheapest Dallas to Chicago flight route?

Fly from Dallas/Fort Worth to Chicago Midway for the best Dallas - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Dallas when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $218 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Dallas for as low as $155 on momondo.

What cabin class options are available on Dallas to Chicago flights?

There are 4 cabin classes available to choose from on Dallas to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Dallas to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dallas to Chicago

Fastest flight time

2h 05m

Direct flights

Every day

Airports in Chicago

1 airport
The fastest flight from Dallas to Chicago takes 2h 05m
Direct flights go from Dallas to Chicago every day.
There is 1 airport near Chicago: Chicago Midway (MDW)
  • How far is Dallas to Chicago by plane?

    A flight from Dallas to Chicago will travel around 804.0 mi. Typically, this will take 2h 10m by plane in normal conditions.

  • When did momondo last update prices for flights from Dallas to Chicago?

    Prices for flights from Dallas to Chicago refresh daily.

  • How many operators does momondo search for flights from Dallas to Chicago?

  • How old do you have to be to fly from Dallas to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dallas to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Dallas to Chicago

Compare and see reviews for airlines that fly from Dallas to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $61Free CancellationRating
6.3
8,070 reviews
Search Spirit Airlines flights
FrontierPriceFrom $65Free CancellationRating
5.8
3,155 reviews
Search Frontier flights
ContourPriceFrom $134Free CancellationRating
7.2
36 reviews
Search Contour flights
SouthwestPriceFrom $147Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $159Free CancellationRating
7.4
8,933 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dallas to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Dallas to Chicago for you.

Can I find flights from Dallas to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Dallas which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Dallas to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Dallas to Chicago.

I’m not ready to book a flight from Dallas to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Dallas to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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1 adult
Sat 11/1
Sat 11/8

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago