Cheap Flights from Houston to Chicago
Browse current best options from Houston. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Houston
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 Houston to Chicago
Explore current cheapest deals departing from Houston to Chicago
Round trip
Sort by: Cheapest
September 1 - September 2
IAH - Chicago
$158
$89
Round trip
September 23 - September 30
IAH - Chicago
$174
$90
Round trip
September 8 - September 9
IAH - Chicago
$165
$90
Round trip
October 14 - October 20
IAH - Chicago
$161
$90
Round trip
November 10 - November 17
IAH - Chicago
$154
$90
Round trip
October 14 - November 4
IAH - Chicago
$140
$90
Round trip
October 14 - November 10
IAH - Chicago
$139
$90
Round trip
October 14 - November 11
IAH - Chicago
$139
$90
Round trip
November 4 - November 18
IAH - Chicago
$141
$90
Round trip
October 14 - November 3
IAH - Chicago
$140
$90
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 Houston to Chicago
How much is a round trip from Houston to Chicago
Regular price: $113 - $233
Prices are currently below the regular range.
The regular price range for flights from Houston to Chicago is $113 to $233. The current lowest deal is $89 with Frontier Airlines for travel from Sep 1-Sep 2.
now $89
Low $113
High $233
The cheapest time to fly from Houston to Chicago
The cheapest month to fly from Houston to Chicago is April, with a median price of $85. The most expensive month is March, with a median price of $421. Prices are generally lower from February to December.
April
Flights from $85
March
Flights from $421
Direct flights from Houston to Chicago
Frontier Airlines
Southwest Airlines
Last-minute flights going from Houston to Chicago
Sat, Jun 20
IAH - Chicago
Houston (IAH) - Chicago (ORD)
Frontier Airlines
$350
$218
One-way
Sun, Jul 5
HOU - Chicago
Houston (HOU) - Chicago (MDW)
Allegiant Air
$374
$252
One-way
Sun, Jul 5
HOU - Chicago
Houston (HOU) - Chicago (MDW)
Allegiant Air
$370
$258
One-way
Wed, Jul 8
IAH - Chicago
Houston (IAH) - Chicago (ORD)
Frontier Airlines
$142
$123
One-way
Wed, Jul 8
IAH - Chicago
Houston (IAH) - Chicago (RFD)
Frontier Airlines
$236
$144
One-way
Sat, Jul 11
IAH - Chicago
Houston (IAH) - Chicago (ORD)
Frontier Airlines
$147
$93
One-way
Biggest price drops on these dates for flights from Houston to Chicago
Jul 12 - Jul 18
$375 → $179
52%
Aug 12 - Aug 13
$348 → $170
51%
Aug 18 - Aug 22
$344 → $169
51%
Jul 26 - Jul 30
$377 → $202
46%
Popular Airports to fly from Houston to Chicago
Houston - Chicago route insights
💸 Price insights
Recent fares are below the typical level
Recent fares are below the typical level for the HOU to CHI route.
📅 Best time to fly
April is historically cheapest at $85
Historically, April is the cheapest month to fly from Houston to Chicago, with a median price of $85.
⏱️ Flight duration
Average flight time is 6h 1m
The average flight time from Houston to Chicago is 6 hours and 1 minute.
✈️ Airlines & availability
Direct flights are available
55.8% of recent deals are for direct flights, with Frontier Airlines and Southwest Airlines offering service.
🏆 Airline highlight
Frontier Airlines offers direct flights
Frontier Airlines has offered direct flights from Houston to Chicago in recent deals.
🎯 Booking tip
Deals are frequent for this route
Deals for flights from Houston to Chicago are frequent, with over 1 deal per day.
Houston main airports to depart from
George Bush Intercontinental (IAH)
George Bush Intercontinental is a good option for flights from Houston to Chicago.
📍 ~25 km from Houston (reachable by car or bus)
💸 Flights from ~$89
William P. Hobby (HOU)
William P. Hobby is a convenient choice for flights from Houston to Chicago.
📍 ~15 km from Houston (reachable by car or bus)
💸 Flights from ~$90
Chicago main airports to arrive at
O Hare International (ORD)
O'Hare International Airport is a major hub, offering many flight options for your trip to Chicago.
📍 ~25 km from Chicago city center (reachable by car, train, or bus)
💸 Flights from ~$89
Chicago Midway International (MDW)
Chicago Midway International Airport provides a convenient arrival point for travelers heading to Chicago.
📍 ~15 km from Chicago city center (reachable by car, train, or bus)
💸 Flights from ~$179
Chicago Rockford International (RFD)
Chicago Rockford International Airport is an alternative for reaching the wider Chicago area.
📍 ~120 km from Chicago city center (reachable by car or bus)
💸 Flights from ~$189
Airports nearby Chicago used as alternative
General Mitchell International (MKE)
General Mitchell International Airport (MKE) is an excellent alternative due to its proximity and high-frequency flight options.
📍 ~135 km from Chicago (reachable by rail)
💸 Flights from ~$221
South Bend International (SBN)
South Bend International Airport (SBN) is a convenient alternative, offering direct rail connections to Chicago.
📍 ~120 km from Chicago (reachable by rail)
💸 Flights from ~$192
Gerald R. Ford International (GRR)
Gerald R. Ford International Airport (GRR) is a good alternative for travelers on the eastern side of the Chicago metro area.
📍 ~230 km from Chicago (reachable by car)
💸 Flights from ~$235
Dane County Regional (MSN)
Dane County Regional Airport (MSN) is a reliable regional airport with consistent service and less congestion.
📍 ~200 km from Chicago (reachable by car)
💸 Flights from ~$231
Fort Wayne International (FWA)
Fort Wayne International Airport (FWA) serves as an alternative for travelers in the southeastern Chicago suburbs.
📍 ~230 km from Chicago (reachable by car)
💸 Flights from ~$217
Business & First Class Flight Deals to Chicago
Discover luxury on the budget with premium cabin class on flights from Houston to Chicago.
Elite
Best Elite deals to Chicago
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From IAH
Elite
Aug 03
Chicago, United States
82% AI deal score
$2,287
$628
Save $1,659
From IAH
Elite
Aug 03
Chicago, United States
81% AI deal score
$2,090
$722
Save $1,368
From IAH
Elite
Aug 25
Chicago, United States
80% AI deal score
$1,934
$679
Save $1,255
From IAH
Elite
Aug 09
Chicago, United States
80% AI deal score
$2,044
$747
Save $1,297
From IAH
Elite
Aug 16
Chicago, United States
80% AI deal score
$2,026
$747
Save $1,279
From IAH
Elite
Jul 21
Chicago, United States
80% AI deal score
$1,825
$889
Save $936
From IAH
Elite
Oct 27
Chicago, United States
79% AI deal score
$1,266
$684
Save $582
From IAH
Elite
Aug 12
Chicago, United States
79% AI deal score
$1,401
$687
Save $714
From IAH
Elite
Jul 28
Chicago, United States
79% AI deal score
$1,433
$789
Save $644
From IAH
Elite
Dec 15
Chicago, United States
79% AI deal score
$1,611
$789
Save $822
From IAH
Elite
Aug 15
Chicago, United States
79% AI deal score
$2,056
$797
Save $1,259
From IAH
Elite
Jul 14
Chicago, United States
78% AI deal score
$888
$609
Save $279
From IAH
Elite
Aug 17
Chicago, United States
78% AI deal score
$1,350
$692
Save $658
From IAH
Elite
Aug 14
Chicago, United States
78% AI deal score
$1,402
$737
Save $665
From IAH
Elite
Sep 29
Chicago, United States
78% AI deal score
$1,430
$747
Save $683
From IAH
Elite
Dec 14
Chicago, United States
78% AI deal score
$1,585
$824
Save $761
From IAH
Elite
Aug 01
Chicago, United States
78% AI deal score
$1,713
$1,024
Save $689
From IAH
Elite
Aug 26
Chicago, United States
77% AI deal score
$925
$617
Save $308
From IAH
Elite
Aug 12
Chicago, United States
77% AI deal score
$848
$617
Save $231
From IAH
Elite
Dec 23
Chicago, United States
77% AI deal score
$1,428
$759
Save $669
From IAH
Elite
Aug 12
Chicago, United States
77% AI deal score
$1,418
$769
Save $649
From IAH
Elite
Jun 20
Chicago, United States
77% AI deal score
$2,339
$953
Save $1,386
From IAH
Elite
Aug 11
Chicago, United States
77% AI deal score
$834
$537
Save $297
From IAH
Elite
Aug 04
Chicago, United States
76% AI deal score
$803
$607
Save $196
From IAH
Elite
Aug 04
Chicago, United States
76% AI deal score
$1,084
$684
Save $400
From IAH
Elite
Aug 27
Chicago, United States
76% AI deal score
$1,955
$862
Save $1,093
From IAH
Elite
Aug 03
Chicago, United States
76% AI deal score
$1,943
$884
Save $1,059
From IAH
Elite
Jun 25
Chicago, United States
76% AI deal score
$2,048
$1,194
Save $854
From IAH
Elite
Jul 22
Chicago, United States
76% AI deal score
$659
$536
Save $123
From IAH
Elite
Jul 28
Chicago, United States
76% AI deal score
$673
$537
Save $136
From IAH
Elite
Jul 08
Chicago, United States
76% AI deal score
$659
$537
Save $122
From IAH
Elite
Aug 04
Chicago, United States
76% AI deal score
$826
$537
Save $289
From IAH
Elite
Aug 11
Chicago, United States
76% AI deal score
$824
$537
Save $287
From IAH
Elite
Jul 28
Chicago, United States
76% AI deal score
$666
$537
Save $129
From IAH
Elite
Jul 15
Chicago, United States
75% AI deal score
$771
$609
Save $162
From IAH
Elite
Oct 20
Chicago, United States
75% AI deal score
$1,170
$697
Save $473
From IAH
Elite
Dec 03
Chicago, United States
75% AI deal score
$1,513
$897
Save $616
From IAH
Elite
Jul 08
Chicago, United States
75% AI deal score
$1,486
$989
Save $497
From IAH
Elite
Jul 03
Chicago, United States
75% AI deal score
$1,900
$1,169
Save $731
From IAH
Elite
Jul 21
Chicago, United States
75% AI deal score
$659
$537
Save $122
From IAH
Elite
Jul 29
Chicago, United States
75% AI deal score
$659
$537
Save $122
From IAH
Elite
Sep 07
Chicago, United States
74% AI deal score
$1,141
$722
Save $419
From IAH
Elite
Oct 02
Chicago, United States
74% AI deal score
$1,514
$952
Save $562
From IAH
Elite
Jul 22
Chicago, United States
74% AI deal score
$1,774
$1,159
Save $615
From IAH
Elite
Jul 22
Chicago, United States
74% AI deal score
$1,796
$1,164
Save $632
From IAH
Elite
Jun 27
Chicago, United States
74% AI deal score
$2,017
$1,339
Save $678
From IAH
Elite
Dec 23
Chicago, United States
74% AI deal score
$1,429
$959
Save $470
From IAH
Elite
Aug 20
Chicago, United States
73% AI deal score
$1,011
$706
Save $305
From IAH
Elite
Aug 05
Chicago, United States
73% AI deal score
$1,328
$890
Save $438
From IAH
Elite
Aug 07
Chicago, United States
73% AI deal score
$1,394
$904
Save $490
From IAH
Elite
Nov 04
Chicago, United States
70% AI deal score
$671
$537
Save $134
From IAH
Elite
Sep 01
Chicago, United States
70% AI deal score
$725
$537
Save $188
From IAH
Elite
Oct 27
Chicago, United States
69% AI deal score
$736
$609
Save $127
From IAH
Elite
Oct 27
Chicago, United States
69% AI deal score
$743
$610
Save $133
From IAH
Elite
Aug 04
Chicago, United States
68% AI deal score
$1,087
$824
Save $263
From IAH
Elite
Aug 04
Chicago, United States
68% AI deal score
$1,394
$959
Save $435
From IAH
Elite
Jul 11
Chicago, United States
68% AI deal score
$1,661
$1,213
Save $448
From IAH
Elite
Jul 31
Chicago, United States
67% AI deal score
$2,211
$1,832
Save $379
From IAH
Elite
Aug 09
Chicago, United States
67% AI deal score
$2,288
$1,972
Save $316
From IAH
Elite
Aug 10
Chicago, United States
67% AI deal score
$2,361
$1,972
Save $389
From IAH
Elite
Jul 31
Chicago, United States
67% AI deal score
$1,800
$1,338
Save $462
From IAH
Elite
Sep 07
Chicago, United States
67% AI deal score
$764
$553
Save $211
From IAH
Elite
Aug 05
Chicago, United States
66% AI deal score
$2,171
$1,972
Save $199
From IAH
Elite
Aug 07
Chicago, United States
66% AI deal score
$2,190
$1,972
Save $218
From IAH
Elite
Aug 02
Chicago, United States
66% AI deal score
$2,169
$1,972
Save $197
From IAH
Elite
Aug 08
Chicago, United States
66% AI deal score
$2,233
$2,033
Save $200
From IAH
Elite
Aug 05
Chicago, United States
66% AI deal score
$1,082
$894
Save $188
From IAH
Elite
Jul 08
Chicago, United States
65% AI deal score
$1,995
$1,834
Save $161
From IAH
Elite
Nov 12
Chicago, United States
65% AI deal score
$688
$669
Save $19
From IAH
Elite
Jul 08
Chicago, United States
50% AI deal score
$1,995
$1,897
Save $98
From IAH
Elite
Jul 31
Chicago, United States
50% AI deal score
$2,023
$1,972
Save $51
From IAH
Elite
Aug 01
Chicago, United States
50% AI deal score
$2,233
$2,145
Save $88
From IAH
Elite
Oct 09
Chicago, United States
50% AI deal score
$1,520
$1,247
Save $273
From IAH
Elite
Jul 07
Chicago, United States
50% AI deal score
$1,712
$1,444
Save $268
From IAH
Elite
Aug 06
Chicago, United States
49% AI deal score
$1,424
$1,219
Save $205
From IAH
Elite
Jun 24
Chicago, United States
49% AI deal score
$1,497
$1,304
Save $193
From IAH
Elite
Jul 09
Chicago, United States
49% AI deal score
$1,590
$1,384
Save $206
From IAH
Elite
Nov 13
Chicago, United States
49% AI deal score
$706
From IAH
Elite
Nov 24
Chicago, United States
49% AI deal score
$786
From IAH
Elite
Nov 02
Chicago, United States
48% AI deal score
$993
$894
Save $99
From IAH
Elite
Nov 04
Chicago, United States
48% AI deal score
$993
$894
Save $99
From IAH
Elite
Aug 05
Chicago, United States
48% AI deal score
$1,392
$1,209
Save $183
From IAH
Elite
Jul 13
Chicago, United States
48% AI deal score
$1,550
$1,403
Save $147
From IAH
Elite
Jul 02
Chicago, United States
48% AI deal score
$1,752
$1,584
Save $168
From IAH
Elite
Jun 25
Chicago, United States
48% AI deal score
$2,194
$1,933
Save $261
From IAH
Elite
Jun 24
Chicago, United States
48% AI deal score
$884
$835
Save $49
From IAH
Elite
Oct 15
Chicago, United States
47% AI deal score
$950
$897
Save $53
From IAH
Elite
Jul 26
Chicago, United States
47% AI deal score
$1,268
$1,184
Save $84
From IAH
Elite
Jul 07
Chicago, United States
47% AI deal score
$1,486
$1,389
Save $97
From IAH
Elite
Jul 14
Chicago, United States
46% AI deal score
$2,006
From IAH
Elite
Jul 09
Chicago, United States
46% AI deal score
$2,033
From IAH
Elite
Jul 29
Chicago, United States
46% AI deal score
$974
$949
Save $25
From IAH
Elite
Nov 07
Chicago, United States
46% AI deal score
$1,107
From IAH
Elite
Jul 23
Chicago, United States
46% AI deal score
$1,286
$1,228
Save $58
From IAH
Elite
Nov 07
Chicago, United States
45% AI deal score
$1,265
From IAH
Elite
Jul 03
Chicago, United States
45% AI deal score
$743
From IAH
Elite
Jul 29
Chicago, United States
44% AI deal score
$1,209
From IAH
Elite
Jul 14
Chicago, United States
42% AI deal score
$2,069
From IAH
Elite
Jul 09
Chicago, United States
42% AI deal score
$2,097
From IAH
Elite
Jul 08
Chicago, United States
42% AI deal score
$2,128