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Cheap flights from Dallas Love Field Airport to Chicago from $66

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 Love Field Airport to Chicago departing on 2/14. 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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Find the cheapest flights from Dallas Love Field Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$145Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$147Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
7:25 am - 12:15 pm
DAL
-
ORD
4h 50m1 stop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$156Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$157Southwest
Sun, Jan 18 - Sat, Jan 24
Southwest Logo
6:00 am - 4:15 pm
DAL
-
ORD
10h 15m1 stop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$164Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
7:35 am - 12:15 pm
DAL
-
ORD
4h 40m1 stop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$167Southwest
Tue, Jan 27 - Sat, Jan 31
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
4:25 pm - 11:30 pm
ORD
-
DAL
7h 05m1 stop
$169Southwest
Sat, Feb 21 - Sat, Feb 28
Southwest Logo
7:25 am - 12:15 pm
DAL
-
ORD
4h 50m1 stop
Southwest Logo
4:25 pm - 11:30 pm
ORD
-
DAL
7h 05m1 stop
$174Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
3:05 pm - 5:40 pm
ORD
-
DAL
2h 35mnonstop
$177Southwest
Wed, Feb 18 - Sun, Feb 22
Southwest Logo
10:35 am - 1:00 pm
DAL
-
ORD
2h 25mnonstop
Southwest Logo
11:55 am - 9:00 pm
ORD
-
DAL
9h 05m1 stop
$185Southwest
Sat, Feb 21 - Mon, Feb 23

Delta flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Our best Delta deals on Dallas Love Field Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Jan 15
DAL6:00 amDallas Love Field
4h 59m
1 stop
ORD10:59 amChicago O'Hare Intl
Jan 21
ORD2:50 pmChicago O'Hare Intl
7h 39m
1 stop
DAL10:29 pmDallas Love Field
$195
Find similar
Delta
Jan 18
DAL12:01 pmDallas Love Field
7h 34m
1 stop
ORD7:35 pmChicago O'Hare Intl
Jan 20
ORD2:50 pmChicago O'Hare Intl
7h 39m
1 stop
DAL10:29 pmDallas Love Field
$217
Find similar
Delta
Jan 7
DAL6:38 pmDallas Love Field
5h 21m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jan 11
ORD5:30 amChicago O'Hare Intl
5h 34m
1 stop
DAL11:04 amDallas Love Field
$383
Find similar

Southwest flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Our best Southwest deals on Dallas Love Field Airport to Chicago O'Hare Intl Airport flight tickets
Southwest
Feb 7
DAL10:35 amDallas Love Field
2h 25m
ORD1:00 pmChicago O'Hare Intl
Feb 14
ORD3:05 pmChicago O'Hare Intl
2h 35m
DAL5:40 pmDallas Love Field
$145
Find similar
Southwest
Feb 14
DAL10:35 amDallas Love Field
2h 25m
ORD1:00 pmChicago O'Hare Intl
Feb 21
ORD3:05 pmChicago O'Hare Intl
2h 35m
DAL5:40 pmDallas Love Field
$147
Find similar
Southwest
Feb 7
DAL7:25 amDallas Love Field
4h 50m
1 stop
ORD12:15 pmChicago O'Hare Intl
Feb 14
ORD3:05 pmChicago O'Hare Intl
2h 35m
DAL5:40 pmDallas Love Field
$156
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport 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 December 27, 2025.
Use the filters below to find and compare flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/7

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sat 2/14

3:05 pm-5:40 pm

Nonstop2h 35m

$145

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/14

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sat 2/21

3:05 pm-5:40 pm

Nonstop2h 35m

$147

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/7

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

Sat 2/14

3:05 pm-5:40 pm

Nonstop2h 35m

$156

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sun 1/18

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sat 1/24

3:05 pm-5:40 pm

Nonstop2h 35m

$157

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/14

6:00 am-4:15 pm

1 stop10h 15m

Chicago O'Hare Intl

Sat 2/21

3:05 pm-5:40 pm

Nonstop2h 35m

$164

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Tue 1/27

7:35 am-12:15 pm

1 stop4h 40m

Chicago O'Hare Intl

Sat 1/31

3:05 pm-5:40 pm

Nonstop2h 35m

$167

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/21

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sat 2/28

4:25 pm-11:30 pm

1 stop7h 05m

$169

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/7

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

Sat 2/14

4:25 pm-11:30 pm

1 stop7h 05m

$174

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Wed 2/18

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 2/22

3:05 pm-5:40 pm

Nonstop2h 35m

$177

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/21

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Mon 2/23

11:55 am-9:00 pm

1 stop9h 05m

$185

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 Love Field Airport to Chicago O'Hare Intl Airport

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 O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dallas Love Field Airport averaging around $194.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $317. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Dallas Love Field Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,010.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Dallas Love Field Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $238 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $932. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Dallas Love Field to Chicago O'Hare Intl flight route?

Fly from Dallas Love Field to Chicago O'Hare Intl for the best Dallas Love Field - Chicago O'Hare Intl flight prices

What cabin class options are available on Dallas Love Field to Chicago O'Hare Intl flights?

There is only 1 cabin class available to choose from on Dallas Love Field to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Dallas Love Field Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Dallas Love Field Airport to Chicago O'Hare Intl Airport (DAL to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Best Price Found

$112

Fastest flight time

2h 25m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Dallas Love Field Airport in the past 72 hours is $112. The best round-trip flight deal from Dallas Love Field Airport to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $198.
The fastest flight from Dallas Love Field Airport to Chicago O'Hare Intl Airport takes 2h 25m
Direct flights go from Dallas Love Field Airport to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Dallas Love Field to Chicago O'Hare Intl by plane?

    There are 798.0 mi between Dallas Love Field and Chicago O'Hare Intl. By plane, this route typically takes 2h 25m.

  • When did momondo last update prices for flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport were last updated today.

  • How many operators does momondo search for flights from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Dallas Love Field Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Dallas Love Field Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Dallas Love Field Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Dallas Love Field Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $175Free CancellationRating
8.0
4,258 reviews
Search Southwest flights

  • Southwest Flights From Dallas Love Field Airport to Chicago O'Hare Intl Airport

    Southwest flight deals from Dallas Love Field Airport to Chicago O'Hare Intl Airport start from $175 round-trip. Over the 6 Southwest flights for this route in a normal week, average airfare is usually $325 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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South Holland

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Dallas to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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 provides multiple filters to help you find the best flight to Chicago from Dallas. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Dallas to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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