Cheap flights from DAY to MDW (James M. Cox Dayton Intl. 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 DAY to MDW starting at $409 One Way, $737 Round Trip
Prices starting at $737 for return flights and $409 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.
DAY
Dayton
MDW
Chicago
$737 Roundtrip, found 4 days ago
$737
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$786 Roundtrip, found 4 days ago
$786
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$867 Roundtrip, found 4 days ago
$867
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$937 Roundtrip, found 16 hours ago
$937
Roundtrip
found 16 hours ago
DAY
Dayton
MDW
Chicago
$1,122 Roundtrip, found 4 days ago
$1,122
Roundtrip
found 4 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
$89 nightly
The price is $104 total per night from Dec 30 to Dec 31
$104 total
Dec 30 - Dec 31
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! (388 reviews)
Enjoyed our stay! The room was great and the staff were so friendly and helpful especially Elena! Thank you Elena for all your help.
Reviewed on Dec 27, 2025
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
$91 nightly
The price is $107 total per night from Jan 8 to Jan 9
$107 total
Jan 8 - Jan 9, 2026
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! (1,800 reviews)
Price was great for the quality.
Reviewed on Dec 26, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
$111 nightly
The price is $131 total per night from Dec 28 to Dec 29
$131 total
Dec 28 - Dec 29
Total with taxes and fees
Book a stay at this 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)
Excellent
Reviewed on Dec 21, 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
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
$89 nightly
The price is $105 total per night from Jan 5 to Jan 6
$105 total
Jan 5 - Jan 6, 2026
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! (3,549 reviews)
Room was warm Recommend softer toilet paper please
Reviewed on Dec 23, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$156 nightly
The price is $179 total per night from Jan 2 to Jan 3
$179 total
Jan 2 - Jan 3, 2026
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! (2,172 reviews)
Clean rooms, extremely friendly staff, onsite Starbucks, Lockwood restaurant was amazing, beautiful gathering area in the lounge. Close to all the Christmas must do’s. Decorated so so beautifully for Christmas!
Reviewed on Dec 24, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
$93 nightly
The price is $109 total per night from Jan 4 to Jan 5
$109 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (2,007 reviews)
Excellent location, clean room, comfortable bed. The staff are very helpful and friendly. Cool building as well. Only thing missing is a safe in the room.
Reviewed on Dec 22, 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
$50 nightly
The price is $56 total per night from Jan 1 to Jan 2
$56 total
Jan 1 - Jan 2, 2026
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! (1,734 reviews)
Parking was plentiful.
Reviewed on Dec 22, 2025
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 18 to Jan 19
$101 total
Jan 18 - Jan 19, 2026
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! (1,224 reviews)
Great place
Reviewed on Dec 25, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
$67 nightly
The price is $77 total per night from Jan 10 to Jan 11
$77 total
Jan 10 - Jan 11, 2026
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! (2,763 reviews)
The room was clean, the staff who checked me in was kind and fast. Loved my stay.
Reviewed on Dec 19, 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.
Low Priced Chicago Hotels
Freehand Chicago
19 East Ohio Street Chicago IL
$64 nightly
The price is $76 total per night from Jan 4 to Jan 5
$76 total
Jan 4 - Jan 5, 2026
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! (2,658 reviews)
Everything was good, except that there are no ice machines on the floors, the beds sit too low, and we could not adjust the ac/ heater.
Reviewed on Dec 23, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$76 nightly
The price is $89 total per night from Jan 5 to Jan 6
$89 total
Jan 5 - Jan 6, 2026
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! (2,494 reviews)
Yes
Reviewed on Dec 21, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$50 nightly
The price is $56 total per night from Jan 1 to Jan 2
$56 total
Jan 1 - Jan 2, 2026
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! (1,734 reviews)
Parking was plentiful.
Reviewed on Dec 22, 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
$108 nightly
The price is $127 total per night from Jan 11 to Jan 12
$127 total
Jan 11 - Jan 12, 2026
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! (2,748 reviews)
Only issue with embassy suites is the way their managers reception has gone down hill. Used to be what I looked forward to. Appreciate the free drinks, but the snack selection has gone down hill. Still always my first choice, but sometimes the extra cost has to be justified thanks to the breakfast! ...
Reviewed on Dec 20, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$156 nightly
The price is $179 total per night from Jan 2 to Jan 3
$179 total
Jan 2 - Jan 3, 2026
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! (2,172 reviews)
Clean rooms, extremely friendly staff, onsite Starbucks, Lockwood restaurant was amazing, beautiful gathering area in the lounge. Close to all the Christmas must do’s. Decorated so so beautifully for Christmas!
Reviewed on Dec 24, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
$94 nightly
The price is $111 total per night from Jan 4 to Jan 5
$111 total
Jan 4 - Jan 5, 2026
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! (5,449 reviews)
The room was clean and the breakfast buffet had a lot of varieties. There is a parking garage right next to the hotel which makes it easy to park overnight without needing a valet.
Reviewed on Dec 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.
DAY to MDW Route Info
Origin Airport | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Route Reviews
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
DAY Address & GPS
Address:
Terminal Building
Dayton OH, 45377
United States
IATA Code:
DAY
Longitude:
-84.220767
Latitude:
39.898007
Time Zone:
America/New_York
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 James M. Cox Dayton Intl. Airport (DAY)
Other Flights to Midway Intl. Airport (MDW)
- Butler County Regional Airport (HAO)
- Cincinnati Municipal - Lunken Field Airport (LUK)
- Cincinnati - Northern Kentucky Intl. Airport (CVG)
- Delaware County Airport (MIE)
- John Glenn Columbus Intl. Airport (CMH)
- Marion Municipal Airport (MNN)
- Fort Wayne Intl. Airport (FWA)
- Indianapolis Intl. Airport (IND)
- Toledo Express Airport (TOL)
- Blue Grass Airport (LEX)
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.