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Showing 25
of 221
live flights
20:59
05/11/2026
ORD
Chicago Midway International Airport
23:52
05/11/2026
IAH
William P Hobby Airport
₹6,910
per person
Select →
✕ Non-refundable LCC
Frontier Airlines
F9-3135
08:30
05/11/2026
ORD
Chicago Midway International Airport
11:50
05/11/2026
IAH
William P Hobby Airport
₹7,403
per person
Select →
✕ Non-refundable
Frontier Airlines
F9-4064
07:30
05/11/2026
ORD
Chicago Midway International Airport
12h 25m
1 Stop
⏱ BWI · 6h 40m BWI Airport
19:55
05/11/2026
IAH
William P Hobby Airport
₹7,574
per person
Select →
✕ Non-refundable 🔥 Last 3 seats
Southwest Airlines
WN-3151
21:40
05/11/2026
MDW
Chicago Midway International Airport
00:20
05/12/2026
+1
HOU
William P Hobby Airport
₹9,607
per person
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✕ Non-refundable 10 fare options
Southwest Airlines
WN-3215
16:10
05/11/2026
MDW
Chicago Midway International Airport
4h 45m
1 Stop
⏱ MCI · 1h 5m MCI Airport
20:55
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 9 fare options
Southwest Airlines
WN-1442
16:00
05/11/2026
MDW
Chicago Midway International Airport
5h 20m
1 Stop
⏱ MSY · 1h 45m MSY Airport
21:20
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 6 fare options
Southwest Airlines
WN-3235
17:55
05/11/2026
MDW
Chicago Midway International Airport
6h 10m
1 Stop
⏱ BNA · 2h 30m BNA Airport
00:05
05/12/2026
+1
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 6 fare options
05:30
05/11/2026
MDW
Chicago Midway International Airport
6h 15m
1 Stop
⏱ DAL · 2h 35m DAL Airport
11:45
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 6 fare options
Southwest Airlines
WN-667
07:30
05/11/2026
MDW
Chicago Midway International Airport
6h 15m
1 Stop
⏱ AUS · 2h 30m AUS Airport
13:45
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 9 fare options
Southwest Airlines
WN-3329
11:50
05/11/2026
MDW
Chicago Midway International Airport
6h 45m
1 Stop
⏱ OMA · 2h 55m OMA Airport
18:35
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-3340
05:25
05/11/2026
MDW
Chicago Midway International Airport
8h 45m
1 Stop
⏱ PHX · 2h 25m PHX Airport
14:10
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-3395
17:40
05/11/2026
MDW
Chicago Midway International Airport
6h 15m
1 Stop
⏱ STL · 2h 50m STL Airport
23:55
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 5 fare options
Southwest Airlines
WN-4631
06:55
05/11/2026
MDW
Chicago Midway International Airport
7h 15m
1 Stop
⏱ PHX · 0h 50m PHX Airport
14:10
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 4 fare options
05:30
05/11/2026
MDW
Chicago Midway International Airport
7h 20m
1 Stop
⏱ DAL · 3h 35m DAL Airport
12:50
05/11/2026
HOU
William P Hobby Airport
₹10,711
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-3234
15:50
05/11/2026
MDW
Chicago Midway International Airport
8h 15m
1 Stop
⏱ BNA · 4h 35m BNA Airport
00:05
05/12/2026
+1
HOU
William P Hobby Airport
₹11,241
per person
Select →
✕ Non-refundable 4 fare options
Frontier Airlines
F9-2792
17:30
05/11/2026
ORD
Chicago Midway International Airport
15h 30m
1 Stop
⏱ MCO · 9h 38m MCO Airport
09:00
05/12/2026
+1
IAH
William P Hobby Airport
₹11,384
per person
Select →
✕ Non-refundable
Frontier Airlines
F9-2445
20:56
05/11/2026
ORD
Chicago Midway International Airport
18h 16m
1 Stop
⏱ LAX · 10h 10m LAX Airport
15:12
05/12/2026
+1
IAH
William P Hobby Airport
₹11,384
per person
Select →
✕ Non-refundable
Frontier Airlines
F9-1483
21:37
05/11/2026
ORD
Chicago Midway International Airport
16h 7m
1 Stop
⏱ DEN · 10h 16m DEN Airport
13:44
05/12/2026
+1
IAH
William P Hobby Airport
₹11,384
per person
Select →
✕ Non-refundable
Frontier Airlines
F9-1483
21:37
05/11/2026
ORD
Chicago Midway International Airport
27h 7m
1 Stop
⏱ DEN · 21h 22m DEN Airport
00:44
05/13/2026
+2
IAH
William P Hobby Airport
₹11,384
per person
Select →
✕ Non-refundable
Frontier Airlines
F9-2792
17:30
05/11/2026
ORD
Chicago Midway International Airport
25h 19m
1 Stop
⏱ MCO · 19h 21m MCO Airport
18:49
05/12/2026
+1
IAH
William P Hobby Airport
₹11,384
per person
Select →
✕ Non-refundable
05:30
05/11/2026
MDW
Chicago Midway International Airport
8h 15m
2 Stops
⏱ DAL · 1h 20m DAL Airport ⏱ AUS · 2h 15m AUS Airport
13:45
05/11/2026
HOU
William P Hobby Airport
₹11,389
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-4631
06:55
05/11/2026
MDW
Chicago Midway International Airport
11h 50m
2 Stops
⏱ PHX · 1h 35m PHX Airport ⏱ SLC · 1h 40m SLC Airport
18:45
05/11/2026
HOU
William P Hobby Airport
₹11,389
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-3395
17:40
05/11/2026
MDW
Chicago Midway International Airport
11h 10m
2 Stops
⏱ STL · 2h 45m STL Airport ⏱ LAS · 0h 45m LAS Airport
04:50
05/12/2026
+1
HOU
William P Hobby Airport
₹11,389
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-3362
16:00
05/11/2026
MDW
Chicago Midway International Airport
8h 5m
2 Stops
⏱ ATL · 1h 50m ATL Airport ⏱ BNA · 0h 55m BNA Airport
00:05
05/12/2026
+1
HOU
William P Hobby Airport
₹11,389
per person
Select →
✕ Non-refundable 4 fare options
Southwest Airlines
WN-3234
15:50
05/11/2026
MDW
Chicago Midway International Airport
8h 25m
2 Stops
⏱ BNA · 1h 0m BNA Airport ⏱ TPA · 1h 40m TPA Airport
00:15
05/12/2026
+1
HOU
William P Hobby Airport
₹11,389
per person
Select →
✕ Non-refundable 4 fare options
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Chicago (MDW)
📍 Chicago Midway International Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 41.785999
📐 Longitude: -87.752403
Houston (HOU)
📍 William P Hobby Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 29.64539909
📐 Longitude: -95.27890015
✈ Distance: Chicago,USA to Houston,USA — 1509.80 km
📅 Results on this page are loaded for 11 May 2026 . Click View all flights for the complete live search.
Chicago to Houston — what to expect when booking
The MDW–HOU route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
The distance between Chicago,USA and Houston,USA is approximately
1509.80 km .
Before you book
Compare nearby dates The date strip above lets you scan nearby fares without restarting the search.
Open full search for more control Route page shows a limited live set. Full search opens the complete inventory with fresh results.
Check fare details Each result shows baggage, refundability and fare details before you proceed.
More flights from Chicago (MDW)
68 routes
More flights from Houston (HOU)
44 routes
❓ Frequently asked questions — Chicago to Houston flights
▼ Is it worth booking Chicago to Houston flights in advance?
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
▼ How far is Chicago from Houston by air?
The straight-line distance between Chicago,USA (MDW) and Houston,USA (HOU) is approximately 1509.80 km. Actual flying distance may vary slightly depending on routing.
▼ Are there non-stop flights from MDW to HOU?
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
▼ What is the cheapest day to fly from Chicago to Houston?
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.