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 $404 One Way, $711 Round Trip
Prices starting at $711 for return flights and $404 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
$711 Roundtrip, found 2 days ago
$711
Roundtrip
found 2 days ago
DAY
Dayton
MDW
Chicago
$733 Roundtrip, found 6 days ago
$733
Roundtrip
found 6 days ago
DAY
Dayton
MDW
Chicago
$764 Roundtrip, found 6 days ago
$764
Roundtrip
found 6 days ago
DAY
Dayton
MDW
Chicago
$776 Roundtrip, found 6 days ago
$776
Roundtrip
found 6 days ago
DAY
Dayton
MDW
Chicago
$786 Roundtrip, found 2 days ago
$786
Roundtrip
found 2 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
$154 nightly
The price is $181 total per night from Oct 19 to Oct 20
$181 total
Oct 19 - Oct 20
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! (1,518 reviews)
"I don't like hotels at all but this one was good for me."
Reviewed on Sep 19, 2025
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
$183 nightly
The price is $215 total per night from Oct 19 to Oct 20
$215 total
Oct 19 - Oct 20
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! (1,017 reviews)
"Great experience. Loved the location- so near the subway and train."
Reviewed on Sep 16, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$175 nightly
The price is $206 total per night from Sep 29 to Sep 30
$206 total
Sep 29 - Sep 30
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! (9,249 reviews)
"Great service and room"
Reviewed on Sep 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
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
$175 nightly
The price is $206 total per night from Sep 29 to Sep 30
$206 total
Sep 29 - Sep 30
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! (9,249 reviews)
"Great service and room"
Reviewed on Sep 21, 2025
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
$203 nightly
The price is $238 total per night from Oct 25 to Oct 26
$238 total
Oct 25 - Oct 26
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.2/10 Very Good! (2,145 reviews)
"Super convenient because it’s right at the airport. But very old and tired. Needs an update!"
Reviewed on Sep 22, 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
$180 nightly
The price is $211 total per night from Oct 2 to Oct 3
$211 total
Oct 2 - Oct 3
Total with taxes and fees
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (3,965 reviews)
"Perfect location and the staff was amazing"
Reviewed on Sep 23, 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 Oct 1 to Oct 2
$62 total
Oct 1 - Oct 2
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! (1,634 reviews)
"Thank you for kindness & graciousness of Stella. She is really wonderful."
Reviewed on Sep 18, 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 Sep 25 to Sep 26
$101 total
Sep 25 - Sep 26
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! (1,073 reviews)
Great service
"Comfortable"
Reviewed on Sep 18, 2025
Comfort Suites Chicago O'Hare Airport
4200 North River Road, Schiller Park, IL
$88 nightly
The price is $101 total per night from Oct 5 to Oct 6
$101 total
Oct 5 - Oct 6
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 ...
8/10 Very Good! (2,614 reviews)
"Everything in the room was great condition apart from the couch, which had holes in it but bedding bathroom, and everything else was very clean"
Reviewed on Sep 18, 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
$142 nightly
The price is $167 total per night from Oct 20 to Oct 21
$167 total
Oct 20 - Oct 21
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! (2,341 reviews)
"I loved the character and asthetic of the interior. It was classy, some areas have seen some heavy traffic but it builds the character of the place. I had a shared room with 3 others mostly just kept to ourselves other than a hello or good morning. Staff were very helpful if i had any questions. ..."
Reviewed on Sep 18, 2025
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
$114 nightly
The price is $134 total per night from Oct 20 to Oct 21
$134 total
Oct 20 - Oct 21
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! (2,360 reviews)
"The location was honestly perfect! It was not far from the train station either coming from out of town. The train was my go-to transportation to get around. My room had a view of the Willis tower which was pretty cool. It’s an older building and nothing fancy, it was simple and had everything I ..."
Reviewed on Sep 18, 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 Oct 1 to Oct 2
$62 total
Oct 1 - Oct 2
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! (1,634 reviews)
"Thank you for kindness & graciousness of Stella. She is really wonderful."
Reviewed on Sep 18, 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
$228 nightly
The price is $268 total per night from Oct 1 to Oct 2
$268 total
Oct 1 - Oct 2
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! (2,724 reviews)
"We came to Chicago for a Cubs game and a concert and loved the hotel. Would definitely recommend it."
Reviewed on Sep 17, 2025
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$241 nightly
The price is $278 total per night from Oct 23 to Oct 24
$278 total
Oct 23 - Oct 24
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! (1,968 reviews)
"This is a beautiful hotel and so conveniently located - easy to walk to museums and the Mag Mile"
Reviewed on Sep 19, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$186 nightly
The price is $219 total per night from Oct 2 to Oct 3
$219 total
Oct 2 - Oct 3
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! (4,958 reviews)
"I loved that I was walking distance to a lot of restaurants and downtown stores."
Reviewed on Sep 20, 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.