Cheap flights from Dallas to Chicago from $56

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 5/21. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:17 pm - 12:53 am
DFW
-
ORD
2h 36mnonstop
Frontier Logo
6:10 pm - 9:11 pm
ORD
-
DFW
3h 01mnonstop
$84Frontier
Fri, Mar 6 - Mon, Mar 9
Frontier Logo
6:56 pm - 9:12 pm
DFW
-
MDW
2h 16mnonstop
Frontier Logo
8:15 am - 11:05 am
MDW
-
DFW
2h 50mnonstop
$84Frontier
Thu, Feb 26 - Mon, Mar 2
Frontier Logo
5:01 am - 7:34 am
DFW
-
ORD
2h 33mnonstop
Frontier Logo
3:40 pm - 6:40 pm
ORD
-
DFW
3h 00mnonstop
$85Frontier
Fri, Feb 27 - Mon, Mar 2
Frontier Logo
1:00 pm - 3:19 pm
DFW
-
MDW
2h 19mnonstop
Frontier Logo
7:45 am - 10:37 am
MDW
-
DFW
2h 52mnonstop
$85Frontier
Sat, Feb 14 - Fri, Feb 20
Frontier Logo
7:50 am - 10:26 am
DFW
-
ORD
2h 36mnonstop
Frontier Logo
8:39 am - 11:37 am
ORD
-
DFW
2h 58mnonstop
$86Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
11:37 am - 1:53 pm
DFW
-
MDW
2h 16mnonstop
Frontier Logo
8:15 am - 11:05 am
MDW
-
DFW
2h 50mnonstop
$86Frontier
Fri, Feb 20 - Mon, Feb 23
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
2:15 pm - 4:55 pm
ORD
-
DAL
2h 40mnonstop
$157Southwest
Sat, Feb 21 - Wed, Feb 25
Southwest Logo
7:00 am - 9:10 am
DAL
-
MDW
2h 10mnonstop
Southwest Logo
4:20 pm - 6:45 pm
MDW
-
DAL
2h 25mnonstop
$157Southwest
Wed, Feb 18 - Sat, Feb 21
Southwest Logo
8:40 am - 11:05 am
DAL
-
ORD
2h 25mnonstop
Southwest Logo
3:45 pm - 9:15 pm
ORD
-
DAL
5h 30m
1 stop
$167Southwest
Sat, Mar 7 - Wed, Mar 11
Multiple Airlines Logo
10:30 pm - 11:55 am
DFW
-
RFD
13h 25m
1 stop
Multiple Airlines Logo
8:32 pm - 4:14 pm
RFD
-
DFW
19h 42m
1 stop
$329Multiple Airlines
Wed, Apr 1 - Mon, Apr 6

Frontier flights from Dallas to Chicago

Our best Frontier deals on Dallas to Chicago flight tickets
Frontier
Mar 6
DFW10:17 pmDallas/Fort Worth
2h 36m
ORD12:53 amChicago O'Hare Intl
Mar 9
ORD5:15 amChicago O'Hare Intl
2h 52m
DFW8:07 amDallas/Fort Worth
$84
Frontier
Feb 27
DFW5:01 amDallas/Fort Worth
2h 33m
ORD7:34 amChicago O'Hare Intl
Mar 2
ORD3:40 pmChicago O'Hare Intl
3h 00m
DFW6:40 pmDallas/Fort Worth
$85
Frontier
Feb 19
DFW7:50 amDallas/Fort Worth
2h 36m
ORD10:26 amChicago O'Hare Intl
Feb 20
ORD8:38 amChicago O'Hare Intl
2h 58m
DFW11:36 amDallas/Fort Worth
$86

Spirit Airlines flights from Dallas to Chicago

Our best Spirit Airlines deals on Dallas to Chicago flight tickets
Spirit Airlines
May 27
DFW6:45 amDallas/Fort Worth
2h 27m
ORD9:12 amChicago O'Hare Intl
Jun 2
ORD7:20 pmChicago O'Hare Intl
2h 46m
DFW10:06 pmDallas/Fort Worth
$104
Spirit Airlines
May 21
DFW6:45 amDallas/Fort Worth
2h 27m
ORD9:12 amChicago O'Hare Intl
May 26
ORD7:20 pmChicago O'Hare Intl
2h 46m
DFW10:06 pmDallas/Fort Worth
$109
Spirit Airlines
Apr 29
DFW6:45 amDallas/Fort Worth
2h 27m
ORD9:12 amChicago O'Hare Intl
May 4
ORD7:20 pmChicago O'Hare Intl
2h 46m
DFW10:06 pmDallas/Fort Worth
$110

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 January 21, 2026.
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 3/6

10:17 pm-12:53 am

Nonstop2h 36m

Chicago O'Hare Intl

Mon 3/9

6:10 pm-9:11 pm

Nonstop3h 01m

$84

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Thu 2/26

6:56 pm-9:12 pm

Nonstop2h 16m

Chicago Midway

Mon 3/2

8:15 am-11:05 am

Nonstop2h 50m

$84

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Fri 2/27

5:01 am-7:34 am

Nonstop2h 33m

Chicago O'Hare Intl

Mon 3/2

3:40 pm-6:40 pm

Nonstop3h 00m

$85

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Sat 2/14

1:00 pm-3:19 pm

Nonstop2h 19m

Chicago Midway

Fri 2/20

7:45 am-10:37 am

Nonstop2h 52m

$85

DallasChicago

DFW - ORD

DFWORD

Dallas/Fort Worth

Thu 2/19

7:50 am-10:26 am

Nonstop2h 36m

Chicago O'Hare Intl

Sun 2/22

8:39 am-11:37 am

Nonstop2h 58m

$86

DallasChicago

DFW - MDW

DFWMDW

Dallas/Fort Worth

Fri 2/20

11:37 am-1:53 pm

Nonstop2h 16m

Chicago Midway

Mon 2/23

8:15 am-11:05 am

Nonstop2h 50m

$86

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/21

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Wed 2/25

2:15 pm-4:55 pm

Nonstop2h 40m

$157

DallasChicago

DAL - MDW

DALMDW

Dallas Love Field

Wed 2/18

7:00 am-9:10 am

Nonstop2h 10m

Chicago Midway

Sat 2/21

4:20 pm-6:45 pm

Nonstop2h 25m

$157

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 3/7

8:40 am-11:05 am

Nonstop2h 25m

Chicago O'Hare Intl

Wed 3/11

3:45 pm-9:15 pm

1 stop5h 30m

$167

DallasChicago

DFW - RFD

DFWRFD

Dallas/Fort Worth

Wed 4/1

10:30 pm-11:55 am

1 stop13h 25m

Chicago Greater Rockford

Mon 4/6

8:32 pm-4:14 pm

1 stop19h 42m

$329

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 typical price of a round-trip flight between Dallas and Chicago?

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 $134. 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 $169.

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 Friday when prices can be found for as low as $256. 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 $921.

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 $223. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $759.

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 $220 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 $156 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 10m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Dallas to Chicago takes 2h 10m
Direct flights go from Dallas to Chicago every day.
There are 3 airports in Chicago. From Dallas there are direct flights to 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 $56Free CancellationRating
6.3
8,362 reviews
Search Spirit Airlines flights
FrontierPriceFrom $59Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
ContourPriceFrom $100Free CancellationRating
7.6
42 reviews
Search Contour flights
United AirlinesPriceFrom $144Free CancellationRating
7.4
9,190 reviews
Search United Airlines flights
SouthwestPriceFrom $145Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
11,172 reviews
Search American 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
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
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
Fri 2/20
Fri 2/27

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