Cheap flights from DAY to MDW (James M. Cox Dayton Intl. to Midway Intl.)
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Cheap Flights from DAY to MDW starting at $401 One Way, $560 Round Trip
Prices starting at $560 for return flights and $401 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
$560 Roundtrip, found 4 days ago
$560
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$574 Roundtrip, found 4 days ago
$574
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$579 Roundtrip, found 4 days ago
$579
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$581 Roundtrip, found 4 days ago
$581
Roundtrip
found 4 days ago
DAY
Dayton
MDW
Chicago
$586 Roundtrip, found 4 days ago
$586
Roundtrip
found 4 days ago
Hotel Ideas near Midway Intl.
Airport Hotels near Midway Intl.
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
$110 nightly
The price is $129 total per night from Jan 17 to Jan 18
$129 total
Jan 17 - Jan 18
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 ...
8.4/10 Very Good! (1,001 reviews)
Very convenient and clean
Reviewed on Dec 31, 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
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! (1,824 reviews)
Good
Reviewed on Jan 2, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Jan 11 to Jan 12
$192 total
Jan 11 - Jan 12
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! (2,464 reviews)
There were a few old face towels still hanging in the bathroom. Other than that the stay was good !
Reviewed on Jan 3, 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/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
$89 nightly
The price is $105 total per night from Jan 11 to Jan 12
$105 total
Jan 11 - Jan 12
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! (3,614 reviews)
Great service and a descent room.
Reviewed on Dec 30, 2025
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$168 nightly
The price is $192 total per night from Jan 11 to Jan 12
$192 total
Jan 11 - Jan 12
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! (2,209 reviews)
We loved the restaurant staff and options. Mrs. Rose and Tony.
Reviewed on Jan 2, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
$164 nightly
The price is $192 total per night from Jan 11 to Jan 12
$192 total
Jan 11 - Jan 12
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! (2,464 reviews)
There were a few old face towels still hanging in the bathroom. Other than that the stay was good !
Reviewed on Jan 3, 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
$38 nightly
The price is $43 total per night from Jan 13 to Jan 14
$43 total
Jan 13 - Jan 14
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! (1,748 reviews)
Parking was easy.
Reviewed on Dec 29, 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 Feb 1 to Feb 2
$101 total
Feb 1 - Feb 2
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! (1,235 reviews)
Clean, comfortable and close to the airport.
Reviewed on Jan 1, 2026
Comfort Suites Chicago O'Hare Airport
4200 North River Road Schiller Park IL
$70 nightly
The price is $79 total per night from Jan 8 to Jan 9
$79 total
Jan 8 - Jan 9
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! (2,779 reviews)
Didn’t eat the breakfast
Reviewed on Jan 2, 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
$63 nightly
The price is $75 total per night from Feb 1 to Feb 2
$75 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! (2,669 reviews)
love it
Reviewed on Dec 30, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
$73 nightly
The price is $86 total per night from Jan 19 to Jan 20
$86 total
Jan 19 - Jan 20
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! (2,496 reviews)
Good service Kind employees Good location
Reviewed on Dec 26, 2025
Motel 6 Elk Grove Village, IL - O'Hare
2881 Touhy Ave Elk Grove Village IL
$38 nightly
The price is $43 total per night from Jan 13 to Jan 14
$43 total
Jan 13 - Jan 14
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! (1,748 reviews)
Parking was easy.
Reviewed on Dec 29, 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
$114 nightly
The price is $134 total per night from Jan 13 to Jan 14
$134 total
Jan 13 - Jan 14
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! (2,787 reviews)
Most staff were very courteous! It was pretty chaotic & busy at check-in, breakfast & happy hour. One set of elevators under construction, wait for elevators was extremely long & we ended up taking a lot of stairs. Pool was also closed on the day we were able to swim, so that was a bummer. May try ...
Reviewed on Jan 1, 2026
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
$168 nightly
The price is $192 total per night from Jan 11 to Jan 12
$192 total
Jan 11 - Jan 12
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! (2,209 reviews)
We loved the restaurant staff and options. Mrs. Rose and Tony.
Reviewed on Jan 2, 2026
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 11 to Jan 12
$111 total
Jan 11 - Jan 12
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! (5,482 reviews)
We had a great stay. The room was clean, neat and good size. The free breakfast was excellent !! Its a big place so the staff made was super helpful. The free evening welcome drink was an added bonus. The reason I am giving 4 stars is because the main reason we came to stay was the pool and it was ...
Reviewed on Dec 31, 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 | |
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Destination Airport | |
Number Of Airlines Serving | |
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- Airport Locations
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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.