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 $197 One Way, $532 Round Trip

Prices starting at $532 for return flights and $197 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.

Hotel Ideas near Midway Intl.

Airport Hotels near Midway Intl.

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
$90 nightly
The price is $106 total per night from Nov 23 to Nov 24
$106 total
Nov 23 - Nov 24
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! (1,645 reviews)
Loved this hotel. Staff was kind, knowledgeable, super quick service. Early check in and late check out is enough for me to come here again next time I'm in town! The room was spacious and everything was clean. Everything you can ask for.

Reviewed on Nov 3, 2025

Crowne Plaza Chicago West Loop by IHG
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
55 E 11th Street, Chicago, IL
$83 nightly
The price is $98 total per night from Nov 24 to Nov 25
$98 total
Nov 24 - Nov 25
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,699 reviews)
This Hilton Garden is in a good location

Reviewed on Nov 6, 2025

Hilton Garden Inn Chicago Downtown South Loop
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street, Chicago, IL
$87 nightly
The price is $102 total per night from Dec 7 to Dec 8
$102 total
Dec 7 - Dec 8
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.6/10 Excellent! (2,113 reviews)
Staff was kind and helpful. Breakfast was good. The bed was a little hard for me.

Reviewed on Nov 4, 2025

Homewood Suites by Hilton Chicago Downtown South Loop
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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
$108 nightly
The price is $127 total per night from Dec 8 to Dec 9
$127 total
Dec 8 - Dec 9
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! (5,206 reviews)
Amazing Hotel, Quality,, Food and Service. Best place location wise as well.

Reviewed on Nov 6, 2025

Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
$102 nightly
The price is $120 total per night from Nov 10 to Nov 11
$120 total
Nov 10 - Nov 11
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! (9,665 reviews)
Yes

Reviewed on Nov 3, 2025

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
$101 nightly
The price is $119 total per night from Dec 7 to Dec 8
$119 total
Dec 7 - Dec 8
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! (3,229 reviews)
Clean room, spacious and comfortable. Great location in downtown Chicago

Reviewed on Nov 5, 2025

Hilton Chicago/Magnificent Mile Suites
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

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
$47 nightly
The price is $54 total per night from Nov 30 to Dec 1
$54 total
Nov 30 - Dec 1
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! (1,676 reviews)
Clean rooms and bedding, but I left my charger and a nobody will answer the phone.

Reviewed on Nov 3, 2025

Motel 6 Elk Grove Village, IL - O'Hare
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue, Bensenville, IL
$91 nightly
The price is $101 total per night from Nov 30 to Dec 1
$101 total
Nov 30 - Dec 1
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 ...
7.2/10 Good! (1,167 reviews)
Yes fresh but i stayed there for six days and it was the same everyday. It got boring real quick.

Reviewed on Nov 1, 2025

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road, Schiller Park, IL
$76 nightly
The price is $86 total per night from Nov 23 to Nov 24
$86 total
Nov 23 - Nov 24
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! (2,749 reviews)
safe and clean

Reviewed on Nov 6, 2025

Comfort Suites Chicago O'Hare Airport
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

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
$84 nightly
The price is $99 total per night from Nov 17 to Nov 18
$99 total
Nov 17 - Nov 18
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! (2,571 reviews)
This is the perfect place to stay. The Red Line station is 1 1/2 blocks away and is the key to public transportation in Chicago.

Reviewed on Nov 4, 2025

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
$84 nightly
The price is $99 total per night from Nov 13 to Nov 14
$99 total
Nov 13 - Nov 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 ...
7.2/10 Good! (2,441 reviews)
Nice Hotel, great value for money, fantastic location. Staff all friendly and helpful. Rooms are a little basic and slightly dated, but clean and comfortable (bed is really comfy). Cafe downstairs is great for breakfast.

Reviewed on Nov 5, 2025

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL
$47 nightly
The price is $54 total per night from Nov 30 to Dec 1
$54 total
Nov 30 - Dec 1
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! (1,676 reviews)
Clean rooms and bedding, but I left my charger and a nobody will answer the phone.

Reviewed on Nov 3, 2025

Motel 6 Elk Grove Village, IL - O'Hare
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

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive, Chicago, IL
$116 nightly
The price is $136 total per night from Dec 9 to Dec 10
$136 total
Dec 9 - Dec 10
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! (2,715 reviews)
Great view!

Reviewed on Nov 6, 2025

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
$135 nightly
The price is $154 total per night from Nov 24 to Nov 25
$154 total
Nov 24 - Nov 25
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! (2,059 reviews)
Room was very clean and well kept

Reviewed on Nov 2, 2025

Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
$108 nightly
The price is $127 total per night from Dec 8 to Dec 9
$127 total
Dec 8 - Dec 9
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! (5,206 reviews)
Amazing Hotel, Quality,, Food and Service. Best place location wise as well.

Reviewed on Nov 6, 2025

Embassy Suites by Hilton Chicago Downtown River North
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

Frequently asked questions

Are there non-stop flights from DAY to MDW?
Unfortunately, there are no direct flights between these destinations. But Delta Air Lines, Aeromexico and KLM can fly you from DAY to Midway Intl. Airport (MDW) with just one stopover.
What is the shortest flight from DAY to Chicago Airport?
Flying from DAY to Midway Airport takes at least 3 hours and 42 minutes. Indulge in a tipple and watch a show or two — it's the perfect opportunity to sit back and chill out.
How many hours flight from James M. Cox Dayton Intl. Airport (DAY) to MDW?
Settle in and get comfortable, because the average plane trip from James M. Cox Dayton Intl. Airport (DAY) to MDW is 3 hours and 50 minutes. Enjoy some wine with your meal, get stuck into that book ... You'll have enough time to sit back and enjoy the ride.
What airlines have the most flights from DAY to Chicago Airport?
You'll have to make one or more stopovers if you're flying from Dayton to Chicago. Right now, there aren't any airlines that offer nonstop flights on this route.

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.