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Houston (HOU) to Chicago (MDW) Flights from ₹9,713

Fares on this route currently start from ₹9,713. Compare live HOU to MDW prices, non-stop and connecting flights, departure times and airline choices before booking. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
HOU → MDW Approx. 1509.80 km 04 Jun 2026 Live inventory
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Showing 25 of 195 live flights
Delta Air Lines
DL-1509
10:27
06/04/2026
HOU
William P Hobby Airport
6h 29m
1 Stop
⏱ ATL · 2h 10mATL Airport
16:56
06/04/2026
ORD
Chicago Midway International Airport
₹9,713
per person
✕ Non-refundable5 fare options
Frontier Airlines
F9-2400
20:02
06/04/2026
IAH
William P Hobby Airport
11h 53m
1 Stop
⏱ ATL · 7h 14mATL Airport
07:55
06/05/2026
+1
ORD
Chicago Midway International Airport
₹11,893
per person
✕ Non-refundable🔥 Last 5 seats
Delta Air Lines
DL-1069
05:55
06/04/2026
IAH
William P Hobby Airport
6h 1m
1 Stop
⏱ ATL · 2h 1mATL Airport
11:56
06/04/2026
MDW
Chicago Midway International Airport
₹12,640
per person
✕ Non-refundable7 fare options
Frontier Airlines
F9-3136
20:12
06/04/2026
IAH
William P Hobby Airport
2h 49m
Non-stop
23:01
06/04/2026
ORD
Chicago Midway International Airport
₹13,572
per person
✕ Non-refundable
Frontier Airlines
F9-3205
22:05
06/04/2026
IAH
William P Hobby Airport
22h 27m
1 Stop
⏱ DEN · 16h 56mDEN Airport
20:32
06/05/2026
+1
ORD
Chicago Midway International Airport
₹13,759
per person
✕ Non-refundable🔥 Last 5 seats
Southwest Airlines
WN-40
16:00
06/04/2026
HOU
William P Hobby Airport
8h 40m
2 Stops
⏱ DAL · 1h 25mDAL Airport⏱ MCO · 0h 40mMCO Airport
00:40
06/05/2026
+1
MDW
Chicago Midway International Airport
₹15,351
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-36
15:00
06/04/2026
HOU
William P Hobby Airport
9h 40m
2 Stops
⏱ DAL · 2h 25mDAL Airport⏱ MCO · 0h 40mMCO Airport
00:40
06/05/2026
+1
MDW
Chicago Midway International Airport
₹15,351
per person
✕ Non-refundable4 fare options
United Airlines
UA-1044
05:04
06/04/2026
IAH
William P Hobby Airport
2h 53m
Non-stop
07:57
06/04/2026
ORD
Chicago Midway International Airport
₹16,972
per person
✕ Non-refundable🔥 Last 1 seats9 fare options
Delta Air Lines
DL-2557
06:00
06/04/2026
HOU
William P Hobby Airport
15h 9m
1 Stop
⏱ ATL · 11h 2mATL Airport
21:09
06/04/2026
MDW
Chicago Midway International Airport
₹18,965
per person
✕ Non-refundable
Delta Air Lines
DL-1069
05:55
06/04/2026
IAH
William P Hobby Airport
15h 14m
1 Stop
⏱ ATL · 11h 11mATL Airport
21:09
06/04/2026
MDW
Chicago Midway International Airport
₹18,965
per person
✕ Non-refundable
Southwest Airlines
WN-2044
20:35
06/04/2026
HOU
William P Hobby Airport
2h 25m
Non-stop
23:00
06/04/2026
MDW
Chicago Midway International Airport
₹19,283
per person
✕ Non-refundable14 fare options
Southwest Airlines
WN-2042
16:55
06/04/2026
HOU
William P Hobby Airport
2h 25m
Non-stop
19:20
06/04/2026
MDW
Chicago Midway International Airport
₹19,296
per person
✕ Non-refundable14 fare options
Frontier Airlines
F9-3229
06:30
06/04/2026
IAH
William P Hobby Airport
14h 2m
1 Stop
⏱ DEN · 8h 48mDEN Airport
20:32
06/04/2026
ORD
Chicago Midway International Airport
₹19,985
per person
✕ Non-refundable
Frontier Airlines
F9-3227
17:40
06/04/2026
IAH
William P Hobby Airport
26h 52m
1 Stop
⏱ DEN · 21h 25mDEN Airport
20:32
06/05/2026
+1
ORD
Chicago Midway International Airport
₹20,115
per person
✕ Non-refundable🔥 Last 4 seats
Southwest Airlines
WN-2076
09:25
06/04/2026
HOU
William P Hobby Airport
7h 45m
1 Stop
⏱ SAV · 3h 15mSAV Airport
17:10
06/04/2026
MDW
Chicago Midway International Airport
₹20,230
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-4084
07:20
06/04/2026
HOU
William P Hobby Airport
6h 25m
1 Stop
⏱ STL · 3h 15mSTL Airport
13:45
06/04/2026
MDW
Chicago Midway International Airport
₹20,244
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-478
14:20
06/04/2026
HOU
William P Hobby Airport
4h 50m
1 Stop
⏱ BNA · 1h 25mBNA Airport
19:10
06/04/2026
MDW
Chicago Midway International Airport
₹20,706
per person
✕ Non-refundable🔥 Last 4 seats14 fare options
Southwest Airlines
WN-54
20:30
06/04/2026
HOU
William P Hobby Airport
4h 30m
1 Stop
⏱ DAL · 1h 10mDAL Airport
01:00
06/05/2026
+1
MDW
Chicago Midway International Airport
₹20,706
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-2087
22:40
06/04/2026
HOU
William P Hobby Airport
8h 5m
1 Stop
⏱ STL · 5h 0mSTL Airport
06:45
06/05/2026
+1
MDW
Chicago Midway International Airport
₹20,774
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-1988
09:50
06/04/2026
HOU
William P Hobby Airport
8h 5m
1 Stop
⏱ IND · 4h 35mIND Airport
17:55
06/04/2026
MDW
Chicago Midway International Airport
₹20,774
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-478
14:20
06/04/2026
HOU
William P Hobby Airport
7h 35m
1 Stop
⏱ BNA · 4h 10mBNA Airport
21:55
06/04/2026
MDW
Chicago Midway International Airport
₹21,244
per person
✕ Non-refundable🔥 Last 2 seats5 fare options
Southwest Airlines
WN-46
17:30
06/04/2026
HOU
William P Hobby Airport
7h 30m
1 Stop
⏱ DAL · 4h 10mDAL Airport
01:00
06/05/2026
+1
MDW
Chicago Midway International Airport
₹21,244
per person
✕ Non-refundable🔥 Last 4 seats5 fare options
Southwest Airlines
WN-4641
22:45
06/04/2026
HOU
William P Hobby Airport
8h 10m
1 Stop
⏱ OKC · 4h 55mOKC Airport
06:55
06/05/2026
+1
MDW
Chicago Midway International Airport
₹21,244
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-352
15:35
06/04/2026
HOU
William P Hobby Airport
8h 20m
1 Stop
⏱ AUS · 4h 55mAUS Airport
23:55
06/04/2026
MDW
Chicago Midway International Airport
₹21,244
per person
✕ Non-refundable🔥 Last 5 seats5 fare options
United Airlines
UA-1752
22:08
06/04/2026
IAH
William P Hobby Airport
2h 37m
Non-stop
00:45
06/05/2026
+1
ORD
Chicago Midway International Airport
₹21,362
per person
✕ Non-refundable10 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,USA1509.80 km

📅 Results on this page are loaded for 04 Jun 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.

Before you book

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More flights from Houston (HOU)
43 routes
More flights from Chicago (MDW)
69 routes
Chicago Albany
MDW → ALB
Chicago Albuquerque
MDW → ABQ
Chicago Amarillo
MDW → AMA
Chicago Atlanta
MDW → ATL
Chicago Austin
MDW → AUS
Chicago Birmingham
MDW → BHM
Chicago Boston
MDW → BOS
Chicago Buffalo
MDW → BUF
Chicago Cancun
MDW → CUN
Chicago Charleston
MDW → CHS
Chicago Charlotte
MDW → CLT
Chicago Cleveland
MDW → CLE
Chicago Columbus
MDW → CMH
Chicago Denver
MDW → DEN
Chicago Des Moines
MDW → DSM
Chicago Detroit
MDW → DTW
Chicago Fort Lauderdale
MDW → FLL
Chicago Fort Myers
MDW → RSW
Chicago Greenville
MDW → GSP
Chicago Guadalajara
MDW → GDL
Chicago Hartford
MDW → BDL
Chicago Houston
MDW → HOU
Chicago Jackson
MDW → JAN
Chicago Jacksonville
MDW → JAX
Chicago Kansas City
MDW → MCI
Chicago Las Vegas
MDW → LAS
Chicago Leon
MDW → BJX
Chicago Little Rock
MDW → LIT
Chicago Los Angeles
MDW → LAX
Chicago Louisville
MDW → SDF
Chicago Manchester
MDW → MHT
Chicago Memphis
MDW → MEM
Chicago Minneapolis
MDW → MSP
Chicago Montego Bay
MDW → MBJ
Chicago Morelia
MDW → MLM
Chicago Nashville
MDW → BNA
Chicago New Orleans
MDW → MSY
Chicago New York
MDW → LGA
Chicago Norfolk
MDW → ORF
Chicago Oakland
MDW → OAK
Chicago Oklahoma City
MDW → OKC
Chicago Omaha
MDW → OMA
Chicago Ontario
MDW → ONT
Chicago Orlando
MDW → MCO
Chicago Philadelphia
MDW → PHL
Chicago Phoenix
MDW → PHX
Chicago Pittsburgh International Airport
MDW → PIT
Chicago Portland International
MDW → PDX
Chicago Providence
MDW → PVD
Chicago Punta Cana
MDW → PUJ
Chicago Raleigh
MDW → RDU
Chicago Reno
MDW → RNO
Chicago Rochester
MDW → ROC
Chicago Sacramento
MDW → SMF
Chicago Salt Lake City
MDW → SLC
Chicago San Antonio
MDW → SAT
Chicago San Diego
MDW → SAN
Chicago San Francisco
MDW → SFO
Chicago San Jose
MDW → SJC
Chicago Seattle
MDW → SEA
Chicago St. Louis
MDW → STL
Chicago Tampa
MDW → TPA
Chicago Toronto
MDW → YTZ
Chicago Trenton
MDW → TTN
Chicago Tucson
MDW → TUS
Chicago Tulsa
MDW → TUL
Chicago Washington DC
MDW → IAD
Chicago Wichita
MDW → ICT
Chicago Zacatecas
MDW → ZCL
❓ 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.