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 $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.

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
$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

Crowne Plaza Chicago West Loop by IHG
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
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

Holiday Inn & Suites Chicago - Downtown by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
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

Congress Plaza Hotel
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

Congress Plaza Hotel

3.5 out of 5
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

Congress Plaza Hotel
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
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 Chicago O'Hare Airport
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
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

Hilton Garden Inn Chicago Downtown/Magnificent Mile
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
$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

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 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

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
$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

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
$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

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
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

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
$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

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
$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

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
$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

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
$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

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.