Cheap flights from HOU to MDW (William P. Hobby to Midway Intl.)
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Cheap Flights from HOU to MDW starting at $81 One Way, $157 Round Trip
Prices starting at $157 for return flights and $81 for one-way flights to Midway Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
HOU
Houston
MDW
Chicago
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
$179 nightly
The price is $210 total per night from Sep 1 to Sep 2
$210 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
8.8/10 Excellent! (1,407 reviews)
"4 stars: Would’ve been 5 if they made the $54/night parking fee more apparent and if the elevators were more efficient. Otherwise this was an all around great stay! Walking distance to some amazing Chicago experiences but also quiet enough to feel away from the noise of the city. The parking fee ..."
Reviewed on Aug 25, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
$154 nightly
The price is $181 total per night from Sep 3 to Sep 4
$181 total
Sep 3 - Sep 4
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,004 reviews)
"Maurice"
Reviewed on Aug 22, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$157 nightly
The price is $184 total per night from Sep 1 to Sep 2
$184 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,000 reviews)
"Exactly spot downtown"
Reviewed on Aug 24, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Chicago
The Wade
644 N Lake Shore Dr, Chicago, IL
$151 nightly
The price is $177 total per night from Sep 1 to Sep 2
$177 total
Sep 1 - Sep 2
Total with taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$157 nightly
The price is $184 total per night from Sep 1 to Sep 2
$184 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (9,000 reviews)
"Exactly spot downtown"
Reviewed on Aug 24, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$152 nightly
The price is $179 total per night from Sep 3 to Sep 4
$179 total
Sep 3 - Sep 4
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,776 reviews)
"Great location, great price. Overall excellent hotel."
Reviewed on Aug 25, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Chicago Hotels With Airport Transportation
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
$55 nightly
The price is $62 total per night from Sep 24 to Sep 25
$62 total
Sep 24 - Sep 25
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,613 reviews)
"Nice"
Reviewed on Aug 25, 2025
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue, Bensenville, IL
$96 nightly
The price is $107 total per night from Sep 21 to Sep 22
$107 total
Sep 21 - Sep 22
Total with taxes and fees
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
7/10 Good! (1,034 reviews)
"Staff very helpful. Breakfast great and very clean around eating area"
Reviewed on Aug 25, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road, Schiller Park, IL
$80 nightly
The price is $91 total per night from Sep 14 to Sep 15
$91 total
Sep 14 - Sep 15
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced Chicago Hotels
Freehand Chicago
19 East Ohio Street, Chicago, IL
$117 nightly
The price is $137 total per night from Sep 2 to Sep 3
$137 total
Sep 2 - Sep 3
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (2,238 reviews)
"Staff was able to get me checked in early,"
Reviewed on Aug 24, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
$116 nightly
The price is $136 total per night from Sep 2 to Sep 3
$136 total
Sep 2 - Sep 3
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.2/10 Good! (2,303 reviews)
"Location was awesome. Staff was so nice and helpful. Rooms were really clean. Nothing bad to say about the whole stay here!"
Reviewed on Aug 24, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave, Elk Grove Village, IL
$55 nightly
The price is $62 total per night from Sep 24 to Sep 25
$62 total
Sep 24 - Sep 25
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (1,613 reviews)
"Nice"
Reviewed on Aug 25, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Chicago
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive, Chicago, IL
$186 nightly
The price is $218 total per night from Sep 3 to Sep 4
$218 total
Sep 3 - Sep 4
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,723 reviews)
"Nice hotel with big rooms that you don't often find in a large city. Very family-friendly (lots of families there the same week). Breakfast is good. Rooms could use a bit of an upgrade but are not bad overall. Location is fantastic - just a block from Riverwalk and three/four blocks from Navy ..."
Reviewed on Aug 23, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$198 nightly
The price is $229 total per night from Sep 4 to Sep 5
$229 total
Sep 4 - Sep 5
Total with taxes and fees
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,884 reviews)
"Always love staying at The Palmer. The location is super convenient and the property oozes with Chicago charm. The staff is kind and always willing to help. Looking forward to my next stay."
Reviewed on Aug 23, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$152 nightly
The price is $179 total per night from Sep 3 to Sep 4
$179 total
Sep 3 - Sep 4
Total with taxes and fees
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (4,776 reviews)
"Great location, great price. Overall excellent hotel."
Reviewed on Aug 25, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
HOU to MDW Route Info
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HOU Address & GPS
Address:
7800 Airport Boulevard
Houston TX, 77061
United States
IATA Code:
HOU
Longitude:
-95.277018
Latitude:
29.654513
Time Zone:
America/Chicago
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
Other Flights from William P. Hobby Airport (HOU)
Other Flights to Midway Intl. Airport (MDW)
- Ellington Field Airport (EFD)
- George Bush Intercontinental Airport (IAH)
- Eagle Lake Airport (ELA)
- Beaumont Municipal Airport (BMT)
- Southeast Texas Regional Airport (BPT)
- Easterwood Airport (CLL)
- Victoria Regional Airport (VCT)
- Lake Charles Regional Airport (LCH)
- Austin-Bergstrom Intl. Airport (AUS)
- Aransas County Airport (RKP)
Top Trending
Flights
- DFW to SAN
- BDL to SAN
- ORD to DFW
- DCA to DFW
- ONT to DFW
- SAN to SFO
- LAX to DFW
- IAD to DFW
- PDX to SAN
- SEA to SAN
- SAN to DFW
- PHL to SAN
- BWI to DFW
- SAN to PHX
- DCA to PBI
- MSP to SAN
- LGA to DFW
- MCO to DFW
- DFW to LGA
- DFW to JFK
- SAN to JFK
- DFW to ONT
- EWR to SAN
- DFW to BWI
- DFW to CDG
- SNA to DFW
- DFW to DCA
- DFW to ORD
- JFK to PBI
- DFW to SNA
Frequently asked questions
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.