Cheap flights from MKL to MDW (McKellar-Sipes Regional to Midway Intl.)
Earn rewards on top of your airline miles with Orbitz Rewards
Many airlines offer flexible change policies
Sign up to receive text alerts about your trip
Cheap Flights from MKL to MDW starting at One Way, $569 Round Trip
Prices starting at $569 for return flights and 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.
MKL
Jackson
MDW
Chicago
$569 Roundtrip, found 4 days ago
$569
Roundtrip
found 4 days ago
MKL
Jackson
MDW
Chicago
$681 Roundtrip, found 6 days ago
$681
Roundtrip
found 6 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Hampton Inn & Suites Chicago Medical District UIC
710 S Seeley Avenue Chicago IL
$109 nightly
The price is $128 total per night from Jan 15 to Jan 16
$128 total
Jan 15 - Jan 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions United Center and Chicago ...
9.6/10 Exceptional! (415 reviews)
Great room, great staff that was very professional! Everything was outstanding!
Reviewed on Jan 6, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Jan 19 to Jan 20
$192 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,507 reviews)
Clean, good breakfast, quiet. Easy acces
Reviewed on Jan 9, 2026
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
$91 nightly
The price is $107 total per night from Jan 18 to Jan 19
$107 total
Jan 18 - Jan 19
Total with taxes and fees
Book a stay at this 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! (1,851 reviews)
Everything was good. Staff was very friendly.
Reviewed on Jan 6, 2026
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
Hilton Chicago
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Jan 19 to Jan 20
$192 total
Jan 19 - Jan 20
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (2,507 reviews)
Clean, good breakfast, quiet. Easy acces
Reviewed on Jan 9, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$168 nightly
The price is $192 total per night from Jan 18 to Jan 19
$192 total
Jan 18 - Jan 19
Total with taxes and fees
Book a stay at this 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! (2,231 reviews)
This stay was perfection from beginning to end. Totally wonderful experience in every way.
Reviewed on Jan 9, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
$89 nightly
The price is $105 total per night from Jan 25 to Jan 26
$105 total
Jan 25 - Jan 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (3,688 reviews)
Very satisfying
Reviewed on Jan 11, 2026
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
$37 nightly
The price is $41 total per night from Jan 28 to Jan 29
$41 total
Jan 28 - Jan 29
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! (1,758 reviews)
Room was perfect
Reviewed on Jan 6, 2026
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
777 E Grand Avenue Bensenville IL
$91 nightly
The price is $101 total per night from Jan 13 to Jan 14
$101 total
Jan 13 - Jan 14
Total with taxes and fees
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (1,247 reviews)
The room was okay. It needs updates, but it works for an overnight stay. The shuttle was on time and courteous.
Reviewed on Jan 5, 2026
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
$61 nightly
The price is $69 total per night from Jan 18 to Jan 19
$69 total
Jan 18 - Jan 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8/10 Very Good! (2,799 reviews)
I felt very good there!
Reviewed on Jan 11, 2026
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
$66 nightly
The price is $78 total per night from Feb 1 to Feb 2
$78 total
Feb 1 - Feb 2
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (2,698 reviews)
Clean. Everyone very accommodating. Great location. Safe
Reviewed on Jan 7, 2026
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$72 nightly
The price is $85 total per night from Jan 13 to Jan 14
$85 total
Jan 13 - Jan 14
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 ...
7.4/10 Good! (2,503 reviews)
Check in person was great. View of train tracks was not great and was noisy Location very convenient location to university
Reviewed on Jan 5, 2026
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$37 nightly
The price is $41 total per night from Jan 28 to Jan 29
$41 total
Jan 28 - Jan 29
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! (1,758 reviews)
Room was perfect
Reviewed on Jan 6, 2026
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
$121 nightly
The price is $142 total per night from Jan 21 to Jan 22
$142 total
Jan 21 - Jan 22
Total with taxes and fees
Book a stay at this 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! (2,772 reviews)
Just very crowded. 15 minute wait for a drink. Even longer line in the morning for a fresh omelette. We did stay over a holiday.
Reviewed on Jan 7, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$168 nightly
The price is $192 total per night from Jan 18 to Jan 19
$192 total
Jan 18 - Jan 19
Total with taxes and fees
Book a stay at this 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! (2,231 reviews)
This stay was perfection from beginning to end. Totally wonderful experience in every way.
Reviewed on Jan 9, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$93 nightly
The price is $110 total per night from Jan 19 to Jan 20
$110 total
Jan 19 - Jan 20
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (5,531 reviews)
All good
Reviewed on Jan 9, 2026
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.
MKL to MDW Route Info
Origin Airport | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
MKL Address & GPS
Address:
308 Grady Montgomery Drive
Jackson TN, 38301
United States
IATA Code:
MKL
Longitude:
-88.915097
Latitude:
35.599778
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 to Midway Intl. Airport (MDW)
- Roscoe Turner Field Airport (CRX)
- Memphis Intl. Airport (MEM)
- Tupelo Regional Airport (TUP)
- Northwest Alabama Regional Airport (MSL)
- Jonesboro Municipal Airport (JBR)
- Barkley Regional Airport (PAH)
- Cairo Regional Airport (CIR)
- Tunica Municipal Airport (UTM)
- Cape Girardeau Municipal Airport (CGI)
- Nashville Intl. Airport (BNA)
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.