Cheap Flights from Dallas to Chicago
Browse current best options from Dallas. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Dallas
RatePunk searches hundreds of travel sites at once for deals on flights to Chicago
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Dallas to Chicago
Explore current cheapest deals departing from Dallas to Chicago
Round trip
Sort by: Cheapest
October 5 - October 6
DFW - Chicago
$144
$88
Round trip
August 11 - August 12
DFW - Chicago
$153
$90
Round trip
August 25 - August 26
DFW - Chicago
$153
$93
Round trip
August 12 - August 24
DFW - Chicago
$124
$96
Round trip
August 25 - August 27
DFW - Chicago
$153
$96
Round trip
August 13 - August 18
DFW - Chicago
$148
$97
Round trip
August 12 - August 19
DFW - Chicago
$138
$98
Round trip
September 15 - September 16
DFW - Chicago
$139
$98
Round trip
August 12 - September 9
DFW - Chicago
$117
$98
Round trip
August 12 - August 26
DFW - Chicago
$123
$98
Round trip
Unlock all 500+ flight deals to Chicago and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Dallas to Chicago
How much is a round trip from Dallas to Chicago
Regular price: $110 - $192
Prices for flights from Dallas to Chicago are currently below the regular range.
The regular price range for flights from Dallas to Chicago is between $110 and $192. The current lowest deal is $88 with Frontier Airlines, for travel from Oct 5 to Oct 6.
now $88
Low $110
High $192
The cheapest time to fly from Dallas to Chicago
The cheapest month to fly from DFW to CHI is October, with a median price of $108. The most expensive month is January, with a median price of $506. Prices are generally lower from April to November.
October
Flights from $108
January
Flights from $506
Direct flights from Dallas to Chicago
Frontier Airlines
Last-minute flights going from Dallas to Chicago
Fri, Jun 19
DAL - Chicago
Dallas (DAL) - Chicago (ORD)
$920
$381
One-way
Fri, Jun 19
DAL - Chicago
Dallas (DAL) - Chicago (ORD)
$925
$415
One-way
Sat, Jun 20
DAL - Chicago
Dallas (DAL) - Chicago (ORD)
$681
$327
One-way
Sat, Jun 20
DAL - Chicago
Dallas (DAL) - Chicago (ORD)
$698
$334
One-way
Sat, Jun 20
DAL - Chicago
Dallas (DAL) - Chicago (ORD)
$790
$357
One-way
Sat, Jun 20
DAL - Chicago
Dallas (DAL) - Chicago (ORD)
$789
$386
One-way
Biggest price drops on these dates for flights from Dallas to Chicago
Jun 19 - Jun 23
$920 → $381
59%
Jun 19 - Jun 22
$925 → $415
55%
Dec 18 - Dec 20
$862 → $413
52%
Jun 20 - Jun 27
$790 → $357
55%
Popular Airports to fly from Dallas to Chicago
Dallas - Chicago route insights
💸 Price insights
Recent fares are above the typical level.
Recent fares from Dallas to Chicago are above the typical level, with a median price of $155.
📅 Best time to fly
October is historically the cheapest month to fly.
Historically, October is the cheapest month to fly from Dallas to Chicago, with a median price of $108.
⏱️ Flight duration
Flights typically take 5h 27m.
The median flight duration from Dallas to Chicago is 5 hours and 27 minutes.
✈️ Airlines & availability
Deals are frequent for this route.
Deals for flights from Dallas to Chicago are frequent, with over 1 deal per day historically.
🏆 Airline highlight
Frontier Airlines offers direct flights.
Frontier Airlines has offered direct flights from Dallas to Chicago in recent deals.
🎯 Booking tip
Consider flights with stopovers for more options.
About 46.5% of deals include stopovers, with a median of 2 stopovers when connecting.
Dallas main airports to depart from
Dallas/Fort Worth International (DFW)
Dallas/Fort Worth International is a key departure point for flights from Dallas to Chicago.
📍 ~25 km from Dallas city center (reachable by car or train)
💸 Flights from ~$88
Dallas Love Field (DAL)
Dallas Love Field offers another option for flights departing from Dallas to Chicago.
📍 ~10 km from Dallas city center (reachable by car or train)
💸 Flights from ~$160
Chicago main airports to arrive at
O Hare International (ORD)
O'Hare International Airport is a good option for flights to Chicago from Dallas.
📍 ~25 km from Chicago city center (reachable by car, train)
💸 Flights from ~$88
Chicago Midway International (MDW)
Chicago Midway International Airport is a convenient choice for arriving in Chicago from Dallas.
📍 ~15 km from Chicago city center (reachable by car, train)
💸 Flights from ~$100
Chicago Rockford International (RFD)
Chicago Rockford International Airport offers an alternative arrival point for flights from Dallas to Chicago.
📍 ~110 km from Chicago city center (reachable by car)
💸 Flights from ~$216
Airports nearby Chicago used as alternative
General Mitchell International (MKE)
General Mitchell International offers excellent proximity to Chicago with high-frequency flight options and direct rail access.
📍 ~135 km from Chicago (reachable by car, train)
💸 Flights from ~$245
South Bend International (SBN)
South Bend International is geographically the closest alternative to Chicago, with direct commuter rail connections.
📍 ~120 km from Chicago (reachable by car, train)
💸 Flights from ~$237
Gerald R. Ford International (GRR)
Gerald R. Ford International is a major regional hub, offering diverse cabin classes for travelers to eastern Chicago.
📍 ~235 km from Chicago (reachable by car)
💸 Flights from ~$243
Dane County Regional (MSN)
Dane County Regional is a reliable regional airport with consistent service and less congestion than major hubs.
📍 ~200 km from Chicago (reachable by car)
💸 Flights from ~$255
Fort Wayne International (FWA)
Fort Wayne International provides stable regional service, serving as an alternative for southeastern Chicago suburbs.
📍 ~240 km from Chicago (reachable by car)
💸 Flights from ~$243
Business & First Class Flight Deals to Chicago
Discover luxury on the budget with premium cabin class on flights from Dallas to Chicago.
Elite
Best Elite deals to Chicago
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From DAL
Elite
Aug 14
Chicago, United States
80% AI deal score
$1,708
$628
Save $1,080
From DAL
Elite
Jul 11
Chicago, United States
80% AI deal score
$1,732
$867
Save $865
From DAL
Elite
Aug 12
Chicago, United States
79% AI deal score
$1,700
$907
Save $793
From DAL
Elite
Aug 20
Chicago, United States
78% AI deal score
$2,128
$1,057
Save $1,071
From DFW
Elite
Sep 01
Chicago, United States
77% AI deal score
$2,522
$1,373
Save $1,149
From DFW
Elite
Sep 01
Chicago, United States
77% AI deal score
$2,665
$1,413
Save $1,252
From DFW
Elite
Sep 05
Chicago, United States
77% AI deal score
$2,684
$1,434
Save $1,250
From DAL
Elite
Sep 18
Chicago, United States
77% AI deal score
$2,006
$829
Save $1,177
From DAL
Elite
Oct 17
Chicago, United States
77% AI deal score
$2,008
$829
Save $1,179
From DAL
Elite
Jul 30
Chicago, United States
77% AI deal score
$1,948
$855
Save $1,093
From DAL
Elite
Oct 16
Chicago, United States
77% AI deal score
$1,981
$1,057
Save $924
From DAL
Elite
Jun 21
Chicago, United States
77% AI deal score
$2,441
$1,318
Save $1,123
From DFW
Elite
Sep 01
Chicago, United States
76% AI deal score
$2,472
$1,414
Save $1,058
From DFW
Elite
Aug 10
Chicago, United States
76% AI deal score
$2,552
$1,511
Save $1,041
From DFW
Elite
Jun 30
Chicago, United States
76% AI deal score
$760
$581
Save $179
From DAL
Elite
Aug 28
Chicago, United States
76% AI deal score
$2,094
$861
Save $1,233
From DAL
Elite
Aug 21
Chicago, United States
76% AI deal score
$2,161
$899
Save $1,262
From DAL
Elite
Jun 28
Chicago, United States
76% AI deal score
$2,100
$1,269
Save $831
From DFW
Elite
Sep 01
Chicago, United States
75% AI deal score
$2,446
$1,413
Save $1,033
From DFW
Elite
Sep 01
Chicago, United States
75% AI deal score
$2,401
$1,413
Save $988
From DFW
Elite
Sep 05
Chicago, United States
75% AI deal score
$2,473
$1,433
Save $1,040
From DFW
Elite
Sep 05
Chicago, United States
75% AI deal score
$2,437
$1,433
Save $1,004
From DFW
Elite
Aug 10
Chicago, United States
75% AI deal score
$2,531
$1,511
Save $1,020
From DFW
Elite
Sep 15
Chicago, United States
75% AI deal score
$2,644
$1,521
Save $1,123
From DFW
Elite
Jun 30
Chicago, United States
75% AI deal score
$739
$581
Save $158
From DAL
Elite
Aug 13
Chicago, United States
75% AI deal score
$1,700
$839
Save $861
From DFW
Elite
Sep 25
Chicago, United States
71% AI deal score
$2,572
$1,537
Save $1,035
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,229
$1,442
Save $787
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,273
$1,462
Save $811
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,305
$1,462
Save $843
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,313
$1,471
Save $842
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,312
$1,482
Save $830
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,229
$1,482
Save $747
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,268
$1,482
Save $786
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,298
$1,482
Save $816
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,229
$1,483
Save $746
From DFW
Elite
Sep 01
Chicago, United States
70% AI deal score
$2,364
$1,503
Save $861
From DFW
Elite
Sep 01
Chicago, United States
70% AI deal score
$2,367
$1,504
Save $863
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,318
$1,510
Save $808
From DFW
Elite
Aug 10
Chicago, United States
70% AI deal score
$2,322
$1,511
Save $811
From DFW
Elite
Sep 05
Chicago, United States
70% AI deal score
$2,365
$1,523
Save $842
From DFW
Elite
Sep 25
Chicago, United States
70% AI deal score
$2,409
$1,539
Save $870
From DFW
Elite
Aug 28
Chicago, United States
70% AI deal score
$2,287
$1,561
Save $726
From DFW
Elite
Aug 31
Chicago, United States
70% AI deal score
$2,322
$1,562
Save $760
From DFW
Elite
Aug 24
Chicago, United States
70% AI deal score
$2,276
$1,562
Save $714
From DFW
Elite
Sep 04
Chicago, United States
70% AI deal score
$2,436
$1,602
Save $834
From DFW
Elite
Aug 14
Chicago, United States
69% AI deal score
$2,224
$1,571
Save $653
From DFW
Elite
Aug 06
Chicago, United States
69% AI deal score
$2,254
$1,571
Save $683
From DFW
Elite
Aug 15
Chicago, United States
69% AI deal score
$2,223
$1,575
Save $648
From DFW
Elite
Aug 28
Chicago, United States
69% AI deal score
$2,272
$1,600
Save $672
From DFW
Elite
Aug 28
Chicago, United States
69% AI deal score
$2,201
$1,600
Save $601
From DFW
Elite
Jun 30
Chicago, United States
68% AI deal score
$669
$589
Save $80
From DFW
Elite
Jul 04
Chicago, United States
68% AI deal score
$675
$589
Save $86
From DFW
Elite
Aug 11
Chicago, United States
68% AI deal score
$671
$591
Save $80
From DFW
Elite
Aug 26
Chicago, United States
67% AI deal score
$662
$591
Save $71
From DFW
Elite
Aug 22
Chicago, United States
67% AI deal score
$661
$591
Save $70
From DFW
Elite
Aug 22
Chicago, United States
67% AI deal score
$730
$618
Save $112
From DFW
Elite
Aug 26
Chicago, United States
67% AI deal score
$736
$619
Save $117
From DFW
Elite
Aug 08
Chicago, United States
67% AI deal score
$754
$619
Save $135
From DFW
Elite
Sep 15
Chicago, United States
67% AI deal score
$735
$619
Save $116
From DFW
Elite
Aug 05
Chicago, United States
67% AI deal score
$754
$619
Save $135
From DFW
Elite
Nov 21
Chicago, United States
66% AI deal score
$650
$590
Save $60
From DFW
Elite
Nov 21
Chicago, United States
66% AI deal score
$667
$602
Save $65
From DAL
Elite
Jul 24
Chicago, United States
66% AI deal score
$1,742
$1,364
Save $378
From DFW
Elite
Sep 29
Chicago, United States
66% AI deal score
$685
$619
Save $66
From DAL
Elite
Jul 24
Chicago, United States
65% AI deal score
$1,714
$1,364
Save $350
From DFW
Elite
Sep 05
Chicago, United States
49% AI deal score
$595
$581
Save $14
From DFW
Elite
Oct 31
Chicago, United States
48% AI deal score
$594
$591
Save $3
From DFW
Elite
Aug 26
Chicago, United States
48% AI deal score
$596
$591
Save $5
From DFW
Elite
Oct 21
Chicago, United States
48% AI deal score
$591
From DFW
Elite
Nov 13
Chicago, United States
48% AI deal score
$645
From DFW
Elite
Nov 27
Chicago, United States
48% AI deal score
$680
From DAL
Elite
Jul 08
Chicago, United States
48% AI deal score
$1,312
$1,138
Save $174
From DFW
Elite
Nov 21
Chicago, United States
48% AI deal score
$620
$619
Save $1
From DFW
Elite
Nov 21
Chicago, United States
48% AI deal score
$646
From DFW
Elite
Nov 14
Chicago, United States
48% AI deal score
$850
From DAL
Elite
Jun 19
Chicago, United States
45% AI deal score
$1,669
$1,619
Save $50
From DFW
Elite
Aug 28
Chicago, United States
37% AI deal score
$16,570
From DFW
Elite
Aug 24
Chicago, United States
37% AI deal score
$16,596
From DFW
Elite
Sep 14
Chicago, United States
37% AI deal score
$17,272
From DFW
Elite
Sep 14
Chicago, United States
37% AI deal score
$31,416
From DFW
Elite
Sep 14
Chicago, United States
37% AI deal score
$31,441
From DAL
Elite
Jun 16
Chicago, United States
37% AI deal score
$2,519
From DAL
Elite
Jun 22
Chicago, United States
32% AI deal score
$3,081
From DAL
Elite
Jun 25
Chicago, United States
32% AI deal score
$3,263
From DAL
Elite
Jun 22
Chicago, United States
32% AI deal score
$3,563