Illinois

$109+ Cheap flights from Dallas to Illinois

DFW — ORD
Nov 29 — Dec 61
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Cheap flight deals from Dallas to Illinois

Cheapest flights from Dallas to Illinois

Thu 11/196:55 am -
Nonstop2h 32m
Mon 11/237:29 pm -
Nonstop3h 01m
Deal found 10/28$170
Thu 11/128:54 am -
Nonstop2h 31m
Tue 11/176:08 am -
1 stop6h 05m
Deal found 10/28$170
Thu 12/107:28 am -
1 stop17h 26m
Mon 12/149:16 am -
Nonstop2h 57m
Deal found 10/26$171
Wed 11/119:01 am -
Nonstop2h 21m
Wed 11/116:42 pm -
1 stop12h 36m
Deal found 10/27$171
Sat 12/58:12 am -
1 stop6h 18m
Mon 12/79:34 pm -
2 stops18h 00m
Deal found 10/27$172
Thu 11/128:54 am -
Nonstop2h 31m
Mon 11/166:42 pm -
1 stop12h 18m
Deal found 10/27$172
Thu 11/266:23 pm -
Nonstop2h 32m
Thu 12/37:00 am -
1 stop16h 47m
Deal found 10/29$173
Tue 11/177:00 am -
1 stop17h 21m
Mon 11/238:52 am -
Nonstop2h 54m
Deal found 10/27$174
Wed 12/167:20 am -
Nonstop2h 25m
Mon 12/211:11 pm -
1 stop6h 19m
Deal found 10/29$174
Thu 12/1712:23 pm -
Nonstop2h 34m
Mon 12/217:45 am -
1 stop11h 38m
Deal found 10/27$175
Thu 11/198:54 am -
Nonstop2h 31m
Mon 11/238:42 pm -
1 stop28h 00m
Deal found 10/28$175
Wed 11/187:00 am -
1 stop17h 21m
Mon 11/237:29 pm -
Nonstop3h 01m
Deal found 10/28$176

Find flight deals from Dallas to Illinois

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$170
(Cheapflightsfares)

One-way from

$109
(Kissandfly.com)

Popular in

September

Cheapest in

January

Average price

$308
Provider with most accurate pricing for Dallas-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Dallas-Chicago (CHI) flights.
From Dallas to Illinois
One-way flight from Dallas to Illinois
Highest demand for flights based on searches. 17% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in October 2026

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Dallas to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Sat 12/12

10:35 am-2:35 pm

1 stop4h 00m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$110

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Wed 12/16

3:54 pm-10:54 pm

1 stop7h 00m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$110

DallasChicago

DFW Dallas/Fort Worth - MDW Chicago Midway

DFWMDW

Dallas/Fort Worth

Sat 12/12

6:20 am-11:59 am

1 stop5h 39m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$110

DallasChicago

DFW Dallas/Fort Worth - MDW Chicago Midway

DFWMDW

Dallas/Fort Worth

Sat 12/5

5:30 am-10:28 am

1 stop4h 58m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$110

DallasChicago

DFW Dallas/Fort Worth - ORD Chicago O'Hare Intl

DFWORD

Dallas/Fort Worth

Sat 12/5

5:30 am-1:56 pm

2 stops8h 26m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$115

DallasChicago

DFW Dallas/Fort Worth - MDW Chicago Midway

DFWMDW

Dallas/Fort Worth

Tue 12/8

7:15 am-4:50 pm

2 stops9h 35m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$115
Quickest round-trip

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Wed 11/25

9:50 pm-12:05 am

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$121

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Tue 11/24

9:50 pm-12:05 am

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$121

DallasChicago

DFW Dallas/Fort Worth - ORD Chicago O'Hare Intl

DFWORD

Dallas/Fort Worth

Tue 2/16

7:00 am-4:37 pm

2 stops9h 37m

Chicago O'Hare Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$128

DallasChicago

DAL Dallas Love Field - MDW Chicago Midway

DALMDW

Dallas Love Field

Mon 11/23

7:35 pm-12:10 am

1 stop4h 35m

Chicago Midway

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$131

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Dallas to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Dallas with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Dallas to Illinois

What is the cheapest month to book a flight from Dallas to Illinois?

Currently, January is the cheapest month in which you can book a flight from Dallas to Illinois (average of $202). Flying from Dallas to Illinois in June is currently the most expensive (average of $352). 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.

What is the cheapest time of day to fly from DFW to IL?

It’s optimal to fly from Dallas to Illinois at noon. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the afternoon.

How much does it cost to fly round-trip from Dallas to Illinois?

Airfare is typical for this route at the moment.
Dallas to Illinois flights typically cost between $162 and $356 in November.
The cheapest round-trip price found within the last 5 days was $170 on Frontier (Nov 19-Nov 23).

How far ahead should I book a flight from Dallas to Illinois?

Booking 65 days in advance of your planned departure date is, on average, the best time to get cheap flights from Dallas to Illinois. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Dallas to Illinois?

Travelers seeking maximum savings on their Dallas to Illinois flight should consider departing on Friday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Illinois

See what other customers who have flown with Southwest,Contour, andUnited Airlines from Dallas to Illinois have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

7.9

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

7.9

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

7.9

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

7.9

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

7.9

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Overall

7.9

Boarding

8.1

Entertainment

7.4

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Dallas to Illinois?

    A quick flight from Dallas to Illinois can take about 2h 33m. Southwest provides one of the quickest options available for as low as $294. The distance between Dallas and Illinois is about 801 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Dallas to Illinois one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $43. JetBlue flights start at $77 while deals on Southwest start at $78 one-way.

  • What are the most popular routes from Dallas to Illinois?

  • What are the most reliable airlines from Dallas to Illinois?

    The top 3 most reliable airlines when flying from Dallas to Illinois are Fiji Airways (100%), Envoy Air (84%) and Turkish Airlines (84%).

  • What are the cheapest flights from Dallas to Illinois?

    Looking for the cheapest flight from Dallas to Illinois? While on average our users pay $875, our data indicates the cheapest price to be $120. The most popular route (Dallas/Fort Worth - Chicago O'Hare Intl), is priced around $131.

  • Can I find deals for flights from Dallas to Illinois that include hotel bookings?

    Yes. In addition to deals on Dallas to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dallas to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dallas to Illinois.

  • Can I find deals for business class flights from Dallas to Illinois?

    Yes. Cheapflights offers flight deals from Dallas to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Dallas to Illinois?

    Currently, January is the cheapest month in which you can book a flight from Dallas to Illinois (average of $202). Flying from Dallas to Illinois in June is currently the most expensive (average of $352). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Dallas to Illinois

Top 7 airlines flying from Dallas to Illinois

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$67Average$225FlexibilityNo cancel feeOn-time62%
ContourCheapest$118Average$283FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$165Average$360FlexibilityNo cancel feeOn-time63%
DeltaCheapest$166Average$246FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$194Average$509FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$195Average$247FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$225Average$432FlexibilityNo cancel feeOn-time69%

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