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HOU → MDWApprox. 1509.80 km11 May 2026Live inventory
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Showing 25
of 177
live flights
Spirit Airlines
NK-1015
07:15
05/11/2026
IAH
William P Hobby Airport
2h 39m
Non-stop
09:54
05/11/2026
ORD
Chicago Midway International Airport
₹6,815
per person
✕ Non-refundableLCC
Frontier Airlines
F9-4106
20:50
05/11/2026
IAH
William P Hobby Airport
11h 5m
1 Stop
⏱ ATL · 6h 26mATL Airport
07:55
05/12/2026
+1
ORD
Chicago Midway International Airport
₹7,592
per person
✕ Non-refundable
Frontier Airlines
F9-1496
08:29
05/11/2026
IAH
William P Hobby Airport
15h 30m
1 Stop
⏱ FLL · 9h 16mFLL Airport
23:59
05/11/2026
ORD
Chicago Midway International Airport
₹9,450
per person
✕ Non-refundable
Frontier Airlines
F9-3205
22:05
05/11/2026
IAH
William P Hobby Airport
22h 27m
1 Stop
⏱ DEN · 16h 56mDEN Airport
20:32
05/12/2026
+1
ORD
Chicago Midway International Airport
₹9,450
per person
✕ Non-refundable
Spirit Airlines
NK-2803
16:20
05/11/2026
IAH
William P Hobby Airport
7h 36m
1 Stop
⏱ MIA · 1h 42mMIA Airport
23:56
05/11/2026
ORD
Chicago Midway International Airport
₹10,477
per person
✕ Non-refundableLCC
Spirit Airlines
NK-2438
09:58
05/11/2026
IAH
William P Hobby Airport
13h 17m
1 Stop
⏱ FLL · 7h 34mFLL Airport
23:15
05/11/2026
ORD
Chicago Midway International Airport
₹10,477
per person
✕ Non-refundableLCC
Frontier Airlines
F9-2030
19:44
05/11/2026
IAH
William P Hobby Airport
27h 29m
1 Stop
⏱ MCO · 21h 41mMCO Airport
23:13
05/12/2026
+1
ORD
Chicago Midway International Airport
₹11,405
per person
✕ Non-refundable
Frontier Airlines
F9-3229
06:30
05/11/2026
IAH
William P Hobby Airport
14h 2m
1 Stop
⏱ DEN · 8h 48mDEN Airport
20:32
05/11/2026
ORD
Chicago Midway International Airport
₹11,405
per person
✕ Non-refundable
Frontier Airlines
F9-1882
12:45
05/11/2026
IAH
William P Hobby Airport
2h 58m
Non-stop
15:43
05/11/2026
ORD
Chicago Midway International Airport
₹11,980
per person
✕ Non-refundable
Southwest Airlines
WN-3755
05:10
05/11/2026
HOU
William P Hobby Airport
2h 25m
Non-stop
07:35
05/11/2026
MDW
Chicago Midway International Airport
₹12,575
per person
✕ Non-refundable10 fare options
Frontier Airlines
F9-1404
05:45
05/11/2026
IAH
William P Hobby Airport
5h 24m
1 Stop
⏱ ATL · 1h 1mATL Airport
11:09
05/11/2026
MDW
Chicago Midway International Airport
₹12,982
per person
✕ Non-refundable🔥 Last 3 seats
Frontier Airlines
F9-4028
10:51
05/11/2026
IAH
William P Hobby Airport
7h 53m
1 Stop
⏱ PHL · 1h 50mPHL Airport
18:44
05/11/2026
ORD
Chicago Midway International Airport
₹13,121
per person
✕ Non-refundable
Frontier Airlines
F9-4076
11:12
05/11/2026
IAH
William P Hobby Airport
10h 50m
1 Stop
⏱ ATL · 6h 30mATL Airport
22:02
05/11/2026
MDW
Chicago Midway International Airport
₹13,502
per person
✕ Non-refundable
Southwest Airlines
WN-50
18:30
05/11/2026
HOU
William P Hobby Airport
5h 25m
1 Stop
⏱ DAL · 1h 55mDAL Airport
23:55
05/11/2026
MDW
Chicago Midway International Airport
₹13,678
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-46
17:30
05/11/2026
HOU
William P Hobby Airport
6h 25m
1 Stop
⏱ DAL · 3h 5mDAL Airport
23:55
05/11/2026
MDW
Chicago Midway International Airport
₹13,678
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-2403
21:50
05/11/2026
HOU
William P Hobby Airport
7h 10m
1 Stop
⏱ PHX · 1h 15mPHX Airport
05:00
05/12/2026
+1
MDW
Chicago Midway International Airport
₹13,678
per person
✕ Non-refundable5 fare options
Spirit Airlines
NK-753
11:49
05/11/2026
IAH
William P Hobby Airport
10h 25m
1 Stop
⏱ MCO · 4h 54mMCO Airport
22:14
05/11/2026
ORD
Chicago Midway International Airport
₹13,754
per person
✕ Non-refundableLCC
Southwest Airlines
WN-46
17:30
05/11/2026
HOU
William P Hobby Airport
6h 0m
1 Stop
⏱ BNA · 0h 50mBNA Airport
23:30
05/11/2026
MDW
Chicago Midway International Airport
₹14,180
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-863
10:20
05/11/2026
HOU
William P Hobby Airport
9h 25m
1 Stop
⏱ SAV · 4h 55mSAV Airport
19:45
05/11/2026
MDW
Chicago Midway International Airport
₹14,208
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-2422
07:35
05/11/2026
HOU
William P Hobby Airport
7h 20m
1 Stop
⏱ STL · 4h 10mSTL Airport
14:55
05/11/2026
MDW
Chicago Midway International Airport
₹14,208
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-40
16:00
05/11/2026
HOU
William P Hobby Airport
7h 55m
1 Stop
⏱ DAL · 4h 25mDAL Airport
23:55
05/11/2026
MDW
Chicago Midway International Airport
₹14,208
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-2111
15:35
05/11/2026
HOU
William P Hobby Airport
7h 55m
2 Stops
⏱ VPS · 1h 0mVPS Airport⏱ BNA · 2h 5mBNA Airport
23:30
05/11/2026
MDW
Chicago Midway International Airport
₹14,213
per person
✕ Non-refundable5 fare options
Delta Air Lines
DL-1389
05:20
05/11/2026
IAH
William P Hobby Airport
7h 41m
1 Stop
⏱ DTW · 3h 30mDTW Airport
13:01
05/11/2026
ORD
Chicago Midway International Airport
₹14,261
per person
✕ Non-refundable2 fare options
Delta Air Lines
DL-1651
18:35
05/11/2026
IAH
William P Hobby Airport
5h 24m
1 Stop
⏱ ATL · 0h 52mATL Airport
23:59
05/11/2026
ORD
Chicago Midway International Airport
₹14,261
per person
✕ Non-refundable2 fare options
Delta Air Lines
DL-2890
16:28
05/11/2026
IAH
William P Hobby Airport
5h 25m
1 Stop
⏱ ATL · 1h 14mATL Airport
21:53
05/11/2026
ORD
Chicago Midway International Airport
₹14,261
per person
✕ Non-refundable2 fare options
😕 No flights match your filters.
Houston (HOU)
📍 William P Hobby Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 29.64539909
📐 Longitude: -95.27890015
Chicago (MDW)
📍 Chicago Midway International Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 41.785999
📐 Longitude: -87.752403
✈ Distance: Houston,USA to Chicago,USA — 1509.80 km
📅 Results on this page are loaded for 11 May 2026. Click View all flights for the complete live search.
Houston to Chicago — what to expect when booking
The HOU–MDW 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 Houston,USA and Chicago,USA is approximately
1509.80 km.
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❓ Frequently asked questions — Houston to Chicago flights
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.
The straight-line distance between Houston,USA (HOU) and Chicago,USA (MDW) is approximately 1509.80 km. Actual flying distance may vary slightly depending on routing.
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.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.