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Cheap flights from Dallas Love Field Airport to Chicago from $59

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 2/15. 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 pmDAL-ORD
2h 25mnonstop
Southwest Logo
2:15 pm - 4:55 pmORD-DAL
2h 40mnonstop
$117Southwest
Find Deal
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
7:25 am - 12:15 pmDAL-ORD
4h 50m1 stop
Southwest Logo
2:15 pm - 4:55 pmORD-DAL
2h 40mnonstop
$127Southwest
Find Deal
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
10:35 am - 1:00 pmDAL-ORD
2h 25mnonstop
Southwest Logo
2:15 pm - 4:55 pmORD-DAL
2h 40mnonstop
$130Southwest
Find Deal
Thu, Feb 26 - Wed, Mar 4
Southwest Logo
7:30 am - 4:15 pmDAL-ORD
8h 45m1 stop
Southwest Logo
11:55 am - 9:00 pmORD-DAL
9h 05m1 stop
$137Southwest
Find Deal
Sat, Feb 14 - Sun, Feb 15
Southwest Logo
10:35 am - 1:00 pmDAL-ORD
2h 25mnonstop
Southwest Logo
1:45 pm - 9:05 pmORD-DAL
7h 20m1 stop
$140Southwest
Find Deal
Fri, Jan 9 - Sat, Jan 10
Southwest Logo
1:15 pm - 9:50 pmDAL-ORD
8h 35m1 stop
Southwest Logo
1:45 pm - 10:30 pmORD-DAL
8h 45m1 stop
$142Southwest
Find Deal
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
6:00 am - 12:15 pmDAL-ORD
6h 15m2 stops
Southwest Logo
2:15 pm - 4:55 pmORD-DAL
2h 40mnonstop
$145Southwest
Find Deal
Thu, Jan 15 - Sun, Jan 18
Southwest Logo
6:40 am - 12:15 pmDAL-ORD
5h 35m1 stop
Southwest Logo
2:15 pm - 4:55 pmORD-DAL
2h 40mnonstop
$147Southwest
Find Deal
Tue, Dec 30 - Tue, Jan 6
Southwest Logo
7:10 am - 12:15 pmDAL-ORD
5h 05m1 stop
Southwest Logo
11:55 am - 9:00 pmORD-DAL
9h 05m1 stop
$150Southwest
Find Deal
Thu, Feb 12 - Sun, Feb 15
Southwest Logo
10:35 am - 1:00 pmDAL-ORD
2h 25mnonstop
Southwest Logo
1:45 pm - 9:35 pmORD-DAL
7h 50m2 stops
$152Southwest
Find Deal
Sat, Jan 17 - Wed, Jan 21

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
Jan 8
DAL10:35 amDallas Love Field
2h 25m
ORD1:00 pmChicago O'Hare Intl
Jan 12
ORD2:15 pmChicago O'Hare Intl
2h 40m
DAL4:55 pmDallas Love Field
$117
Find similar
Southwest
Jan 17
DAL7:25 amDallas Love Field
4h 50m
1 stop
ORD12:15 pmChicago O'Hare Intl
Jan 18
ORD2:15 pmChicago O'Hare Intl
2h 40m
DAL4:55 pmDallas Love Field
$127
Find similar
Southwest
Feb 26
DAL10:35 amDallas Love Field
2h 25m
ORD1:00 pmChicago O'Hare Intl
Mar 4
ORD2:15 pmChicago O'Hare Intl
2h 40m
DAL4:55 pmDallas Love Field
$130
Find similar

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
Dec 30
DAL8:00 amDallas Love Field
7h 13m
1 stop
ORD3:13 pmChicago O'Hare Intl
Jan 8
ORD9:55 amChicago O'Hare Intl
7h 52m
1 stop
DAL5:47 pmDallas Love Field
$177
Find similar
Delta
Dec 16
DAL6:05 amDallas Love Field
6h 05m
1 stop
ORD12:10 pmChicago O'Hare Intl
Dec 18
ORD6:04 pmChicago O'Hare Intl
5h 52m
1 stop
DAL11:56 pmDallas Love Field
$184
Find similar
Delta
Dec 29
DAL6:34 pmDallas Love Field
5h 28m
1 stop
ORD12:02 amChicago O'Hare Intl
Jan 1
ORD5:31 pmChicago O'Hare Intl
5h 02m
1 stop
DAL10:33 pmDallas Love Field
$211
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 November 26, 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

Thu 1/8

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Mon 1/12

2:15 pm-4:55 pm

Nonstop2h 40m

$117

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 1/17

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

Sun 1/18

2:15 pm-4:55 pm

Nonstop2h 40m

$127

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Thu 2/26

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Wed 3/4

2:15 pm-4:55 pm

Nonstop2h 40m

$130

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 2/14

7:30 am-4:15 pm

1 stop8h 45m

Chicago O'Hare Intl

Sun 2/15

11:55 am-9:00 pm

1 stop9h 05m

$137

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Fri 1/9

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sat 1/10

1:45 pm-9:05 pm

1 stop7h 20m

$140

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 1/17

1:15 pm-9:50 pm

1 stop8h 35m

Chicago O'Hare Intl

Sun 1/18

1:45 pm-10:30 pm

1 stop8h 45m

$142

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Thu 1/15

6:00 am-12:15 pm

2 stops6h 15m

Chicago O'Hare Intl

Sun 1/18

2:15 pm-4:55 pm

Nonstop2h 40m

$145

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Tue 12/30

6:40 am-12:15 pm

1 stop5h 35m

Chicago O'Hare Intl

Tue 1/6

2:15 pm-4:55 pm

Nonstop2h 40m

$147

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Thu 2/12

7:10 am-12:15 pm

1 stop5h 05m

Chicago O'Hare Intl

Sun 2/15

11:55 am-9:00 pm

1 stop9h 05m

$150

DallasChicago

DAL - ORD

DALORD

Dallas Love Field

Sat 1/17

10:35 am-1:00 pm

Nonstop2h 25m

Chicago O'Hare Intl

Wed 1/21

1:45 pm-9:35 pm

2 stops7h 50m

$152

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 March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dallas Love Field Airport averaging around $227.

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 Thursday when prices can be found for as low as $326. 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 $1,018.

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 $233 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $981. 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

$90

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 $90. 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 $147.
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 $176Free CancellationRating
8.0
4,254 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 $176 round-trip. Over the 4 Southwest flights for this route in a normal week, average airfare is usually $336 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
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

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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